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At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

4 Beds ⋅ 8 Baths ⋅ A4707874 MLS

At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Osprey/Nokomis

$4,590,000

Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

5 Beds ⋅ 5 Baths ⋅ A4707430 MLS

Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey/Nokomis

$1,430,000

Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

3 Beds ⋅ 4 Baths ⋅ C7531396 MLS

Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

1501 Sweetland Street, Osprey/Nokomis

$3,700,000

This custom-built 2024 masterpiece was thoughtfully designed to deliver the perfect balance of luxury, functionality, and effortless indoor-outdoor living. Positioned to capture sweeping views of the 6th and 7th holes of the Heron Course, the home showcases exceptional craftsmanship and attention to detail at every turn. From the moment you arrive, the impressive 10 foot hurricane-rated steel front door, circular driveway, and beautiful exterior create a lasting first impression. Inside, wood-look tile flooring flows throughout. The expansive open concept layout seamlessly connects the main living spaces while still offering dedicated rooms for privacy and everyday comfort. The designer kitchen is a true showpiece, featuring a custom range hood, pot filler, oversized refrigerator, and premium finishes that cater to both casual family meals and formal entertaining. The large master suite is a study in elegance. The luxurious master bath is the pinnacle of luxury, with dual sinks, a lighted stand alone make up table, claw foot tub, huge steam shower, expansive countertop and storage space along with custom lighting. The upstairs loft is a great addition for those who love to entertain and host guests. It has a bedroom, bathroom, and living area with a bar and a balcony providing lovely views over the pool. Step outside to a truly exceptional outdoor retreat where luxury and tranquility come together in a breathtaking setting. The resort-style pool and spa serve as the centerpiece of the home's outdoor living experience. Designed for both relaxation and entertaining, this private oasis features expansive lounging areas, an incredible outdoor kitchen, and seamless indoor-outdoor connectivity through hurricane-rated bifold sliders that open the home to the stunning golf course backdrop. Built not only for beauty, but also for convenience and peace of mind, the home is equipped with premium hurricane-rated windows and bifold sliders, spray foam insulation, central vacuum, automated lighting and climate control systems, and wiring for a generator. Everyday functionality is enhanced by a dedicated mudroom, spacious laundry room, climate-controlled storage, and a four-car garage complete with epoxy floors, custom storage solutions, and additional space for a gym or workout area. shaded dining, and a sun-splashed pool and spa area under a screened enclosure. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership.

4 Beds ⋅ 4 Baths ⋅ A4707301 MLS

This custom-built 2024 masterpiece was thoughtfully designed to deliver the perfect balance of luxury, functionality, and effortless indoor-outdoor living. Positioned to capture sweeping views of the 6th and 7th holes of the Heron Course, the home showcases exceptional craftsmanship and attention to detail at every turn. From the moment you arrive, the impressive 10 foot hurricane-rated steel front door, circular driveway, and beautiful exterior create a lasting first impression. Inside, wood-look tile flooring flows throughout. The expansive open concept layout seamlessly connects the main living spaces while still offering dedicated rooms for privacy and everyday comfort. The designer kitchen is a true showpiece, featuring a custom range hood, pot filler, oversized refrigerator, and premium finishes that cater to both casual family meals and formal entertaining. The large master suite is a study in elegance. The luxurious master bath is the pinnacle of luxury, with dual sinks, a lighted stand alone make up table, claw foot tub, huge steam shower, expansive countertop and storage space along with custom lighting. The upstairs loft is a great addition for those who love to entertain and host guests. It has a bedroom, bathroom, and living area with a bar and a balcony providing lovely views over the pool. Step outside to a truly exceptional outdoor retreat where luxury and tranquility come together in a breathtaking setting. The resort-style pool and spa serve as the centerpiece of the home's outdoor living experience. Designed for both relaxation and entertaining, this private oasis features expansive lounging areas, an incredible outdoor kitchen, and seamless indoor-outdoor connectivity through hurricane-rated bifold sliders that open the home to the stunning golf course backdrop. Built not only for beauty, but also for convenience and peace of mind, the home is equipped with premium hurricane-rated windows and bifold sliders, spray foam insulation, central vacuum, automated lighting and climate control systems, and wiring for a generator. Everyday functionality is enhanced by a dedicated mudroom, spacious laundry room, climate-controlled storage, and a four-car garage complete with epoxy floors, custom storage solutions, and additional space for a gym or workout area. shaded dining, and a sun-splashed pool and spa area under a screened enclosure. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership.

650 Oaks Creek Court, Osprey/Nokomis

385 N Point Road Unit 401, Osprey/Nokomis

$695,000

This exceptional 4th floor end unit is ideally positioned on the coveted south corner of Meridian I, offering a particularly desirable location with no neighboring buildings interrupting the expansive Preserve and water views. Floor-to-ceiling windows showcase the beautiful natural setting and fill the residence with abundant natural light. Featuring 3 bedrooms, 3 baths, plus a formal dining room that can easily serve as a den or home office, the spacious floor plan is equally well suited for everyday living and entertaining. Step directly from your private elevator into a warm and inviting interior, where beautiful cherry wood floors extend throughout most of the residence, adding richness and warmth while complementing the abundant natural light and picturesque views. The generously sized kitchen features white cabinetry and appliances, a breakfast nook and pantry, creating a bright, clean look with plenty of workspace and storage. Both the primary suite and great room open to the large, screened balcony, extending the living space outdoors and providing a wonderful setting to enjoy the peaceful Preserve and water views by day and spectacular sunsets in the evening. Meticulously maintained, the residence includes Hunter Douglas window coverings, a custom entertainment center with electric fireplace, remote-controlled storm shutters along the balcony enclosure, two assigned parking spaces in the covered garage and a private storage unit. Residents of Meridian enjoy a community pool, spa and fitness center, along with all the exceptional amenities of The Oaks Club, including two championship 18-hole golf courses, 12 Har-Tru tennis courts (4 lighted), 4 pickleball courts, the WellFit Center, three onsite restaurants, and an extensive calendar of social and recreational activities. Membership in The Oaks Club is required. There is currently no waiting list for either Golf or Sports/Social membership.

3 Beds ⋅ 3 Baths ⋅ A4707057 MLS ⋅ Meridian I BLDG.

This exceptional 4th floor end unit is ideally positioned on the coveted south corner of Meridian I, offering a particularly desirable location with no neighboring buildings interrupting the expansive Preserve and water views. Floor-to-ceiling windows showcase the beautiful natural setting and fill the residence with abundant natural light. Featuring 3 bedrooms, 3 baths, plus a formal dining room that can easily serve as a den or home office, the spacious floor plan is equally well suited for everyday living and entertaining. Step directly from your private elevator into a warm and inviting interior, where beautiful cherry wood floors extend throughout most of the residence, adding richness and warmth while complementing the abundant natural light and picturesque views. The generously sized kitchen features white cabinetry and appliances, a breakfast nook and pantry, creating a bright, clean look with plenty of workspace and storage. Both the primary suite and great room open to the large, screened balcony, extending the living space outdoors and providing a wonderful setting to enjoy the peaceful Preserve and water views by day and spectacular sunsets in the evening. Meticulously maintained, the residence includes Hunter Douglas window coverings, a custom entertainment center with electric fireplace, remote-controlled storm shutters along the balcony enclosure, two assigned parking spaces in the covered garage and a private storage unit. Residents of Meridian enjoy a community pool, spa and fitness center, along with all the exceptional amenities of The Oaks Club, including two championship 18-hole golf courses, 12 Har-Tru tennis courts (4 lighted), 4 pickleball courts, the WellFit Center, three onsite restaurants, and an extensive calendar of social and recreational activities. Membership in The Oaks Club is required. There is currently no waiting list for either Golf or Sports/Social membership.

385 N Point Road Unit 401, Osprey/Nokomis

$4,695,000

Experience effortless luxury in this exceptional Gulf-front estate on the pristine shores of Casey Key, where the Gulf is your backyard and privacy, tranquility, and sweeping water views await! Originally built in 1951 and tastefully renovated in 2016 and 2025, this beach-front residence seamlessly blends classic character with refined modern updates. Offering nearly 4,000 square feet of living space under air, this home features 6 bedrooms and 4.5 bathrooms across three levels, designed for both comfort and entertaining. Generous room for hosting/gathering throughout with three expansive balconies inviting you to enjoy both breathtaking Gulf and intracoastal waterway views! Thoughtfully designed in-law quarters on the first level with the second level featuring a gourmet chef’s kitchen, family room and additional guest rooms/baths. The chef's kitchen is equipped with a Wolf six-burner gas range with griddle and double oven, a Sub-Zero PRO refrigerator/freezer, granite countertops, soft-close cabinetry, and a large centerpiece island perfect for casual dining with a view. The Owner's level on the third floor is to die for! Tremendous views of the Gulf from the substantial primary suite with this level also featuring a sitting area and den/office/bonus room that has views of the intracoastal waterway! The primary bathroom includes a stand-alone garden tub with skylight over, large walk-in glass and tile shower, dual vanities, and solid wood cabinets with granite countertops. Additional highlights include impact windows and doors, travertine flooring throughout (with the exception of engineered hardwood in the kitchen), marble-tiled baths, and a 2-car garage. Recent improvements include a new metal roof (2025), fresh paint inside and out (2025), a new septic system (2025) and A/C system (2023), offering peace of mind for years to come. Offered turnkey furnished. With private beach access steps away, this is a rare opportunity to own a truly remarkable waterfront retreat on one of Florida’s most desirable barrier islands! Call today for more information or to set up a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

6 Beds ⋅ 5 Baths ⋅ A4706299 MLS

Experience effortless luxury in this exceptional Gulf-front estate on the pristine shores of Casey Key, where the Gulf is your backyard and privacy, tranquility, and sweeping water views await! Originally built in 1951 and tastefully renovated in 2016 and 2025, this beach-front residence seamlessly blends classic character with refined modern updates. Offering nearly 4,000 square feet of living space under air, this home features 6 bedrooms and 4.5 bathrooms across three levels, designed for both comfort and entertaining. Generous room for hosting/gathering throughout with three expansive balconies inviting you to enjoy both breathtaking Gulf and intracoastal waterway views! Thoughtfully designed in-law quarters on the first level with the second level featuring a gourmet chef’s kitchen, family room and additional guest rooms/baths. The chef's kitchen is equipped with a Wolf six-burner gas range with griddle and double oven, a Sub-Zero PRO refrigerator/freezer, granite countertops, soft-close cabinetry, and a large centerpiece island perfect for casual dining with a view. The Owner's level on the third floor is to die for! Tremendous views of the Gulf from the substantial primary suite with this level also featuring a sitting area and den/office/bonus room that has views of the intracoastal waterway! The primary bathroom includes a stand-alone garden tub with skylight over, large walk-in glass and tile shower, dual vanities, and solid wood cabinets with granite countertops. Additional highlights include impact windows and doors, travertine flooring throughout (with the exception of engineered hardwood in the kitchen), marble-tiled baths, and a 2-car garage. Recent improvements include a new metal roof (2025), fresh paint inside and out (2025), a new septic system (2025) and A/C system (2023), offering peace of mind for years to come. Offered turnkey furnished. With private beach access steps away, this is a rare opportunity to own a truly remarkable waterfront retreat on one of Florida’s most desirable barrier islands! Call today for more information or to set up a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

412 S Casey Key Road, Osprey/Nokomis

$3,700,000

Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, central vac, wired Sono speakers throughout the house, ADT security and Ring camerias around the exterior, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast. Club membership is required with home ownership. There is currently no waiting list for either Golf or Sports/Social membership.

5 Beds ⋅ 5 Baths ⋅ A4706333 MLS

Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, central vac, wired Sono speakers throughout the house, ADT security and Ring camerias around the exterior, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast. Club membership is required with home ownership. There is currently no waiting list for either Golf or Sports/Social membership.

324 Osprey Point Drive, Osprey/Nokomis

$1,245,000

Impeccable is the only way to describe this charming property! This stunning 3 bedroom, 2 bathroom residence has been completely remodeled to create a luxurious yet comfortable, livable home. No detail has been overlooked in the complete renovation, making it truly gorgeous and unique. The interior is incredible and has so many high-end features; tile flooring designed to look like wood, quartzite countertops, a stylish coffee bar, and a beautifully crafted hood vent. The recent addition of an entire deck off to the side of the home enhances the outdoor living space. The deck includes a canopy that extends to cover part of the area, providing shade for the dining table, swinging chair, and grill. Additionally, a hot tub has been added for your relaxation. The home boasts three bedrooms, with one currently being used as an office. The previously enclosed Florida room has been transformed into a spacious family room, perfect for gatherings. The interior design, crafted by a professional, ensures that no detail no matter how big or small has been missed. The property also features a huge yard, the largest in the neighborhood, providing ample space for outdoor activities, and the pièce de résistance, a dreamy view of the pond. Residents enjoy access to a community pool and clubhouse, both within walking distance from the house. Plus, landscape maintenance is included, making it a hassle-free living experience. With mandatory membership, residents can enjoy all the amenities The Oaks offers. There is currently no waiting list for either Golf or Sports/Social membership.

3 Beds ⋅ 2 Baths ⋅ A4706711 MLS

Impeccable is the only way to describe this charming property! This stunning 3 bedroom, 2 bathroom residence has been completely remodeled to create a luxurious yet comfortable, livable home. No detail has been overlooked in the complete renovation, making it truly gorgeous and unique. The interior is incredible and has so many high-end features; tile flooring designed to look like wood, quartzite countertops, a stylish coffee bar, and a beautifully crafted hood vent. The recent addition of an entire deck off to the side of the home enhances the outdoor living space. The deck includes a canopy that extends to cover part of the area, providing shade for the dining table, swinging chair, and grill. Additionally, a hot tub has been added for your relaxation. The home boasts three bedrooms, with one currently being used as an office. The previously enclosed Florida room has been transformed into a spacious family room, perfect for gatherings. The interior design, crafted by a professional, ensures that no detail no matter how big or small has been missed. The property also features a huge yard, the largest in the neighborhood, providing ample space for outdoor activities, and the pièce de résistance, a dreamy view of the pond. Residents enjoy access to a community pool and clubhouse, both within walking distance from the house. Plus, landscape maintenance is included, making it a hassle-free living experience. With mandatory membership, residents can enjoy all the amenities The Oaks offers. There is currently no waiting list for either Golf or Sports/Social membership.

17 Bayhead Lane, Osprey/Nokomis

$1,349,999

Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style and peace of mind. Step inside the foyer to a welcoming dining room with an architectural wall opening to the living room featuring a shiplap accent wall and sliding glass doors leading to the covered lanai and pool area. The private primary suite is tucked away on its own and includes direct lanai access, two spacious walk-in closets, a large shower and two separate vanity areas. The kitchen is the heart of the home, with custom cabinetry, new KitchenAid black appliances, a center island, and a breakfast bar. It opens to both the dinette and family room, where an impressive wood-plank tray ceiling, decorative tile accent wall and electric fireplace create a warm and inviting gathering space. Toward the rear of the home are two Jack-and-Jill bedrooms with a shared bath. You’ll also find an office or den with built-ins, along with another full bath offering convenient access to the lanai. The staircase is discreetly tucked toward the back of the home and leads to an oversized bonus room,spacious bedroom, and additional full bath offering convenient- perfect for guests, extended family, a media room or private retreat. Thoughtful finishes continue throughout the home with attractive ceiling fans and light fixtures. Also located on the first floor is a dedicated laundry room tucked away off a hallway convenient to the kitchen. A two car oversized garage completes the first floor. Outdoor living is equally impressive. The lanai offers a large covered entertaining area, outdoor BBQ and easy access to the pool. The exterior features new sod and a circular paver driveway, adding to the home’s curb appeal. Other extra features include foam insulation in the roof, attic area and the exterior walls. Extra insulation added between master and living room and then shared wall for family room and bedroom. Southbay is a golf-cart-friendly community with something for all ages. Residents enjoy an active clubhouse with a fitness center, gathering rooms, two kitchens, ball room, card room, library, pickleball and tennis courts, bocce ball, basketball, kayak launch and storage, and a community pool overlook the marina. One of Southbay’s standout features is its resident-only marina, capable of accommodating a wide range of boat sizes at very reasonable slip rates, with direct access to the Intracoastal Waterway. The popular Casey Key Fish House and Tiki Bar is just an easy boat, golf-cart, or car ride away. Southbay is also conveniently located near restaurants, shopping, major roadways, and the Legacy Trail. Beautiful Gulf beaches are close by with Siesta Key less than 10 miles away and Nokomis Beach less than 5 miles away. Come see everything this special home - and the Southbay lifestyle - has to offer!

4 Beds ⋅ 4 Baths ⋅ A4705553 MLS

Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style and peace of mind. Step inside the foyer to a welcoming dining room with an architectural wall opening to the living room featuring a shiplap accent wall and sliding glass doors leading to the covered lanai and pool area. The private primary suite is tucked away on its own and includes direct lanai access, two spacious walk-in closets, a large shower and two separate vanity areas. The kitchen is the heart of the home, with custom cabinetry, new KitchenAid black appliances, a center island, and a breakfast bar. It opens to both the dinette and family room, where an impressive wood-plank tray ceiling, decorative tile accent wall and electric fireplace create a warm and inviting gathering space. Toward the rear of the home are two Jack-and-Jill bedrooms with a shared bath. You’ll also find an office or den with built-ins, along with another full bath offering convenient access to the lanai. The staircase is discreetly tucked toward the back of the home and leads to an oversized bonus room,spacious bedroom, and additional full bath offering convenient- perfect for guests, extended family, a media room or private retreat. Thoughtful finishes continue throughout the home with attractive ceiling fans and light fixtures. Also located on the first floor is a dedicated laundry room tucked away off a hallway convenient to the kitchen. A two car oversized garage completes the first floor. Outdoor living is equally impressive. The lanai offers a large covered entertaining area, outdoor BBQ and easy access to the pool. The exterior features new sod and a circular paver driveway, adding to the home’s curb appeal. Other extra features include foam insulation in the roof, attic area and the exterior walls. Extra insulation added between master and living room and then shared wall for family room and bedroom. Southbay is a golf-cart-friendly community with something for all ages. Residents enjoy an active clubhouse with a fitness center, gathering rooms, two kitchens, ball room, card room, library, pickleball and tennis courts, bocce ball, basketball, kayak launch and storage, and a community pool overlook the marina. One of Southbay’s standout features is its resident-only marina, capable of accommodating a wide range of boat sizes at very reasonable slip rates, with direct access to the Intracoastal Waterway. The popular Casey Key Fish House and Tiki Bar is just an easy boat, golf-cart, or car ride away. Southbay is also conveniently located near restaurants, shopping, major roadways, and the Legacy Trail. Beautiful Gulf beaches are close by with Siesta Key less than 10 miles away and Nokomis Beach less than 5 miles away. Come see everything this special home - and the Southbay lifestyle - has to offer!

1417 Landview Lane, Osprey/Nokomis

$449,000

Welcome to an exceptional three-bedroom, two-bathroom residence nestled within the sought-after community of Sorrento Woods. Thoughtfully designed for both everyday comfort and effortless entertaining, this inviting home offers a refined sense of space, warmth, and timeless Florida charm. The well-appointed kitchen provides an inviting setting for casual dining and gathering, complemented by a gracious formal dining room ideal for hosting family and guests. The expansive living room flows naturally into the intimate family room, where a fireplace creates a warm and sophisticated ambiance. Generously sized bedrooms provide comfort and privacy, while the spacious primary suite serves as a serene retreat, featuring a private en-suite bath. A beautifully positioned Florida room extends the living experience outdoors while maintaining the comforts of home. Framed by natural light and overlooking the backyard, this versatile space offers an elegant setting for morning coffee, afternoon relaxation, or relaxed evening entertaining. The oversized 2 car garage is ideal for extra storage, workbench area or even storing a small boat. Beyond the residence, Sorrento Woods offers an established and welcoming community atmosphere with an appealing array of amenities, including a community boat ramp and dock, pavilion, bocce court, playground, and sidewalks throughout the neighborhood. Its prime location provides convenient access to I-75, Sarasota Memorial Hospital, premier shopping and dining, and an array of recreational destinations, including the Legacy Trail and the pristine shores of Nokomis Beach. Combining spacious interiors, inviting gathering spaces, and an enviable location, coupled with a low HOA fee and No CDD fee, this residence offers a distinctive opportunity to embrace a more relaxed and refined approach to Florida living—where comfort, convenience, and lifestyle come together beautifully.

3 Beds ⋅ 2 Baths ⋅ A4704600 MLS

Welcome to an exceptional three-bedroom, two-bathroom residence nestled within the sought-after community of Sorrento Woods. Thoughtfully designed for both everyday comfort and effortless entertaining, this inviting home offers a refined sense of space, warmth, and timeless Florida charm. The well-appointed kitchen provides an inviting setting for casual dining and gathering, complemented by a gracious formal dining room ideal for hosting family and guests. The expansive living room flows naturally into the intimate family room, where a fireplace creates a warm and sophisticated ambiance. Generously sized bedrooms provide comfort and privacy, while the spacious primary suite serves as a serene retreat, featuring a private en-suite bath. A beautifully positioned Florida room extends the living experience outdoors while maintaining the comforts of home. Framed by natural light and overlooking the backyard, this versatile space offers an elegant setting for morning coffee, afternoon relaxation, or relaxed evening entertaining. The oversized 2 car garage is ideal for extra storage, workbench area or even storing a small boat. Beyond the residence, Sorrento Woods offers an established and welcoming community atmosphere with an appealing array of amenities, including a community boat ramp and dock, pavilion, bocce court, playground, and sidewalks throughout the neighborhood. Its prime location provides convenient access to I-75, Sarasota Memorial Hospital, premier shopping and dining, and an array of recreational destinations, including the Legacy Trail and the pristine shores of Nokomis Beach. Combining spacious interiors, inviting gathering spaces, and an enviable location, coupled with a low HOA fee and No CDD fee, this residence offers a distinctive opportunity to embrace a more relaxed and refined approach to Florida living—where comfort, convenience, and lifestyle come together beautifully.

1113 Derian Place, Osprey/Nokomis

$565,000

Virtually Staged. Nature Lovers Paradise! Tucked along a tranquil creek with direct water access to the Gulf of Mexico, this elevated 1,705 sq ft home sits on almost a 12,000 sq ft lot offering the perfect blend of coastal adventure and peaceful natural surroundings. Launch your paddle craft right from the yard and paddle out to open water, or cast a line from your private fishing dock. The fishing here is easy and the setting couldn't be more scenic. The home offers 3 bedrooms and 2 baths, with the primary suite privately situated on the entire second floor featuring a spacious walk-in closet and abundant storage. Downstairs, heart pine flooring flows through the living area, warmed by a cozy wood-burning fireplace on cooler evenings. A screened wraparound porch on the first level extends your living space outdoors, ideal for morning coffee or evening breezes off the creek. This home is ready for your personal touch and is an incredible opportunity to update and build instant equity in a location that can't be replicated. The elevated design offers peace of mind along with sweeping views of the creek and surrounding woods. Outside, the yard is a true nature lover's dream--idyllic and alive with birdsong, from herons to osprey, all just steps from your door.

3 Beds ⋅ 2 Baths ⋅ A4705136 MLS

Virtually Staged. Nature Lovers Paradise! Tucked along a tranquil creek with direct water access to the Gulf of Mexico, this elevated 1,705 sq ft home sits on almost a 12,000 sq ft lot offering the perfect blend of coastal adventure and peaceful natural surroundings. Launch your paddle craft right from the yard and paddle out to open water, or cast a line from your private fishing dock. The fishing here is easy and the setting couldn't be more scenic. The home offers 3 bedrooms and 2 baths, with the primary suite privately situated on the entire second floor featuring a spacious walk-in closet and abundant storage. Downstairs, heart pine flooring flows through the living area, warmed by a cozy wood-burning fireplace on cooler evenings. A screened wraparound porch on the first level extends your living space outdoors, ideal for morning coffee or evening breezes off the creek. This home is ready for your personal touch and is an incredible opportunity to update and build instant equity in a location that can't be replicated. The elevated design offers peace of mind along with sweeping views of the creek and surrounding woods. Outside, the yard is a true nature lover's dream--idyllic and alive with birdsong, from herons to osprey, all just steps from your door.

2046 Cordes Street, Osprey/Nokomis

$819,000

This beautifully appointed 2024 Toll Brothers residence offers over 3,000 square feet of thoughtfully designed living space in the gated community of Venice Woodlands. Set on a quiet cul-de-sac with an oversized driveway, three-car garage and a private backdrop of lush, mature vegetation, this West Indies-inspired home combines refined finishes, generous spaces and the ease of nearly new construction. The Sanderling Elite floor plan welcomes you through a covered, screened entry and foyer into a soaring great room and dining area, where tray ceilings and a custom electric fireplace create an inviting focal point. The open layout draws your eye through the home to the expansive screened and covered lanai beyond, allowing one to open up the home on both sides, letting the breeze flow through and offering a private setting for outdoor dining, entertaining or simply enjoying the surrounding greenery. At the heart of the home, the beautifully designed kitchen features quartz countertops, cabinetry extending to the ceiling and an oversized center island with breakfast-bar seating. Additional cabinetry along the back of the island provides valuable hidden storage, while a sizable pantry and abundant counter space make the kitchen as functional as it is attractive. A bright casual dining area sits just beyond. The spacious primary suite is a retreat, featuring expansive custom built-out closets and a spa-inspired bath with dual vanities, an oversized walk-in shower, linen storage and a private water closet. Secondary bedrooms offer generous closet space, while a versatile flex room provides additional space for a home office, den or sitting room. Upstairs, a secluded oversized loft (which can easily be converted into a fourth bedroom and full bath) with its adjacent powder room creates an ideal bonus space for guests, a media room, game room or second living area. Built with comfort and peace of mind in mind, the home features whole-home hurricane impact windows, a flat tile roof, full gutter system and a comprehensive home security system. The property is also outside a designated flood hazard area. Beyond the home, Venice Woodlands offers a relaxed, resort-style lifestyle with a community pool, clubhouse, fitness center, pickleball courts and bocce ball. Low HOA fees include individual-home lawn maintenance, making ownership even more effortless, and there is no CDD fee. Conveniently near the best of Venice and Nokomis, this exceptional home offers the rare combination of newer construction, substantial square footage, privacy, thoughtful upgrades and community amenities. Zoned for Laurel Nokomis Elementary School, Laurel Nokomis Middle School and Venice High School, all included on the Excellent List.

3 Beds ⋅ 4 Baths ⋅ A4704974 MLS

This beautifully appointed 2024 Toll Brothers residence offers over 3,000 square feet of thoughtfully designed living space in the gated community of Venice Woodlands. Set on a quiet cul-de-sac with an oversized driveway, three-car garage and a private backdrop of lush, mature vegetation, this West Indies-inspired home combines refined finishes, generous spaces and the ease of nearly new construction. The Sanderling Elite floor plan welcomes you through a covered, screened entry and foyer into a soaring great room and dining area, where tray ceilings and a custom electric fireplace create an inviting focal point. The open layout draws your eye through the home to the expansive screened and covered lanai beyond, allowing one to open up the home on both sides, letting the breeze flow through and offering a private setting for outdoor dining, entertaining or simply enjoying the surrounding greenery. At the heart of the home, the beautifully designed kitchen features quartz countertops, cabinetry extending to the ceiling and an oversized center island with breakfast-bar seating. Additional cabinetry along the back of the island provides valuable hidden storage, while a sizable pantry and abundant counter space make the kitchen as functional as it is attractive. A bright casual dining area sits just beyond. The spacious primary suite is a retreat, featuring expansive custom built-out closets and a spa-inspired bath with dual vanities, an oversized walk-in shower, linen storage and a private water closet. Secondary bedrooms offer generous closet space, while a versatile flex room provides additional space for a home office, den or sitting room. Upstairs, a secluded oversized loft (which can easily be converted into a fourth bedroom and full bath) with its adjacent powder room creates an ideal bonus space for guests, a media room, game room or second living area. Built with comfort and peace of mind in mind, the home features whole-home hurricane impact windows, a flat tile roof, full gutter system and a comprehensive home security system. The property is also outside a designated flood hazard area. Beyond the home, Venice Woodlands offers a relaxed, resort-style lifestyle with a community pool, clubhouse, fitness center, pickleball courts and bocce ball. Low HOA fees include individual-home lawn maintenance, making ownership even more effortless, and there is no CDD fee. Conveniently near the best of Venice and Nokomis, this exceptional home offers the rare combination of newer construction, substantial square footage, privacy, thoughtful upgrades and community amenities. Zoned for Laurel Nokomis Elementary School, Laurel Nokomis Middle School and Venice High School, all included on the Excellent List.

469 Baneberry Court, Osprey/Nokomis

$9,750,000

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

5 Beds ⋅ 8 Baths ⋅ A4704643 MLS

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey/Nokomis

$1,350,000

Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

3 Beds ⋅ 3 Baths ⋅ A4704489 MLS

Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

226 Saint James Park, Osprey/Nokomis

718 Sorrento Inlet Drive Unit 718, Osprey/Nokomis

$335,000

Move-in ready and priced to sell! This fully refreshed 2-bedroom, 2.5-bath townhome in Sorrento Inlet gives you the coastal Nokomis lifestyle, without the waterfront price tag! Recent updates include fresh paint throughout, brand-new luxury vinyl plank flooring, stainless steel appliances,and modern cabinetry. The main level features a living and dining room with soaring vaulted ceilings and large windows overlooking the landscaped common grounds. There’s also a wood-burning fireplace, and a kitchen pass-through that makes entertaining easy. Step out to the screened lanai to enjoy the breeze. Upstairs, both bedrooms have walk-in closets and sliders to a shared balcony. The primary suite includes a dressing area with a vanity and an ensuite shower. An oversized 25' x 25' two-car garage, private laundry room, storage closet and attic storage give you room for kayaks, bikes and beach gear. Sorrento Inlet is a low-maintenance community with a heated pool, pavilion, and pickleball, tennis and shuffleboard courts. It also offers boat slips for lease with deep-water access to the Gulf. Nokomis Beach and Casey Key are a short bike ride away. Pets are welcome, there’s no CDD, it’s not age-restricted, and the home is in flood zone X500. Seller offering $5,000.00 credit toward HOA dues/closing costs/Rate Buy Downs with Acceptable offer before 12/1/2026! Schedule your Showing today! *Owner is a licensed real estate agent*. Agent Related to owner.

2 Beds ⋅ 3 Baths ⋅ A4704461 MLS ⋅ 718 BLDG.

Move-in ready and priced to sell! This fully refreshed 2-bedroom, 2.5-bath townhome in Sorrento Inlet gives you the coastal Nokomis lifestyle, without the waterfront price tag! Recent updates include fresh paint throughout, brand-new luxury vinyl plank flooring, stainless steel appliances,and modern cabinetry. The main level features a living and dining room with soaring vaulted ceilings and large windows overlooking the landscaped common grounds. There’s also a wood-burning fireplace, and a kitchen pass-through that makes entertaining easy. Step out to the screened lanai to enjoy the breeze. Upstairs, both bedrooms have walk-in closets and sliders to a shared balcony. The primary suite includes a dressing area with a vanity and an ensuite shower. An oversized 25' x 25' two-car garage, private laundry room, storage closet and attic storage give you room for kayaks, bikes and beach gear. Sorrento Inlet is a low-maintenance community with a heated pool, pavilion, and pickleball, tennis and shuffleboard courts. It also offers boat slips for lease with deep-water access to the Gulf. Nokomis Beach and Casey Key are a short bike ride away. Pets are welcome, there’s no CDD, it’s not age-restricted, and the home is in flood zone X500. Seller offering $5,000.00 credit toward HOA dues/closing costs/Rate Buy Downs with Acceptable offer before 12/1/2026! Schedule your Showing today! *Owner is a licensed real estate agent*. Agent Related to owner.

718 Sorrento Inlet Drive Unit 718, Osprey/Nokomis

$2,095,000

Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

4 Beds ⋅ 4 Baths ⋅ TB8543439 MLS

Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

154 Lookout Point Drive, Osprey/Nokomis

2331 Mission Valley Boulevard, Osprey/Nokomis

$649,700

Virtually Staged. PERFECT GUEST HOUSE PROPERTY with TWO SEPERATE LIVING SPACES on 1 ACRE that is less than 5 miles to Nokomis Beach and Nokomis public Boat Ramp. Plenty of space to park your RV or boat and on those gorgeous Florida days a quick trip to have your boat in the sparkling water soaking up the Florida fun. Mission Valley is a very rare community offering 1 Acre properties so close to the beach. Another bonus there's No HOA FEE and NO CDD FEE. Call home to this exceptional light & bright property that shows off a glistening heated pool, completely remodeled guest house and peaceful surroundings. Also notice if you look at the neighbor's house an added benefit that this home is built up higher keeping you high and dry. Enjoy living in the updated main house with features including: NEW Roof in 2023 * NEW higher grade RUUD HVAC 2026 * NEWLY painted interior * NEW Septic tank 2026 * Heated pool with NEW 2026 pool pump * Wood burning fire place with striking Stone finish & fire wood on property included * Open great room with soaring cathedral ceiling, LED recessed lighting on dimmers and 2 ceiling fans * Kitchen has wood cabinets, Stainless Steel Frigidaire "Gallery" appliances, tile flooring and a convenient breakfast nook * Bedrooms have real wood flooring & primary bedroom is extra-large and can easily fit a desk * Primary bathroom has 2 sinks with polished nickel faucets, a designer tile shower & luxury vinyl plank flooring * Laundry room has front loader Frigidaire "Affinity" washer/dryer on pedestals * Interior of garage is NEWLY painted & is pre-plumbed for a sink * AO Smith signature 100 hot water heater was installed 11/2024 * The front landscaping was freshly manicured with new plants, black mulch and there is 1 mango tree. Easy to enjoy living with all these amazing features before heading out to relax in your large lanai & taking a dip in the refreshing pool while enjoying the peaceful views. The 672 square foot guest house is a magnificently remodeled masterpiece and a stand out feature, for extra family members or to rent out. The guest house was designed with impressive upgrades including: NEW roof May 2026 * NEW RUUD HVAC 2026 * Septic tank pumped 2026 * New high-quality kitchen with premium #1 selling Calacatta Quartz countertops * NEW 42-inch Premium white shaker cabinets with polished nickel hardware and soft close drawers * NEW Stainless-Steel faucet with pull out sprayer and stainless-steel sink * NEW 2026 Stainless Steel Whirlpool appliances * NEW popular 12-Mil Charleston Oak luxury vinyl plank flooring with acoustic padding and is waterproof * NEW LED recessed lighting * NEWLY painted with stylish color Winds Breath * NEW interior water plumbing and NEW sewer line to septic * NEW water heater * NEW Fan * Bathroom has NEW cabinets, NEW Calacatta Quartz countertop, NEW polished nickel faucet, NEW toilet, NEW designer Calacatta Silver shower tile and hexagon mosaic shower floor, NEW tile bathroom flooring and NEW polished nickel hardware. You will truly enjoy living in this property with all the features and extras while enjoying such a peaceful community that is only a short drive to Nokomis Beach, Nokomis boat ramp, I-75, North Jette Beach, Historic Downtown Venice, Legacy Trail, Oscar Scherer State Park, outstanding restaurants & tons of shopping. Get the keys to unlock your happy home and start enjoying a Florida lifestyle today.

3 Beds ⋅ 3 Baths ⋅ A4703830 MLS

Virtually Staged. PERFECT GUEST HOUSE PROPERTY with TWO SEPERATE LIVING SPACES on 1 ACRE that is less than 5 miles to Nokomis Beach and Nokomis public Boat Ramp. Plenty of space to park your RV or boat and on those gorgeous Florida days a quick trip to have your boat in the sparkling water soaking up the Florida fun. Mission Valley is a very rare community offering 1 Acre properties so close to the beach. Another bonus there's No HOA FEE and NO CDD FEE. Call home to this exceptional light & bright property that shows off a glistening heated pool, completely remodeled guest house and peaceful surroundings. Also notice if you look at the neighbor's house an added benefit that this home is built up higher keeping you high and dry. Enjoy living in the updated main house with features including: NEW Roof in 2023 * NEW higher grade RUUD HVAC 2026 * NEWLY painted interior * NEW Septic tank 2026 * Heated pool with NEW 2026 pool pump * Wood burning fire place with striking Stone finish & fire wood on property included * Open great room with soaring cathedral ceiling, LED recessed lighting on dimmers and 2 ceiling fans * Kitchen has wood cabinets, Stainless Steel Frigidaire "Gallery" appliances, tile flooring and a convenient breakfast nook * Bedrooms have real wood flooring & primary bedroom is extra-large and can easily fit a desk * Primary bathroom has 2 sinks with polished nickel faucets, a designer tile shower & luxury vinyl plank flooring * Laundry room has front loader Frigidaire "Affinity" washer/dryer on pedestals * Interior of garage is NEWLY painted & is pre-plumbed for a sink * AO Smith signature 100 hot water heater was installed 11/2024 * The front landscaping was freshly manicured with new plants, black mulch and there is 1 mango tree. Easy to enjoy living with all these amazing features before heading out to relax in your large lanai & taking a dip in the refreshing pool while enjoying the peaceful views. The 672 square foot guest house is a magnificently remodeled masterpiece and a stand out feature, for extra family members or to rent out. The guest house was designed with impressive upgrades including: NEW roof May 2026 * NEW RUUD HVAC 2026 * Septic tank pumped 2026 * New high-quality kitchen with premium #1 selling Calacatta Quartz countertops * NEW 42-inch Premium white shaker cabinets with polished nickel hardware and soft close drawers * NEW Stainless-Steel faucet with pull out sprayer and stainless-steel sink * NEW 2026 Stainless Steel Whirlpool appliances * NEW popular 12-Mil Charleston Oak luxury vinyl plank flooring with acoustic padding and is waterproof * NEW LED recessed lighting * NEWLY painted with stylish color Winds Breath * NEW interior water plumbing and NEW sewer line to septic * NEW water heater * NEW Fan * Bathroom has NEW cabinets, NEW Calacatta Quartz countertop, NEW polished nickel faucet, NEW toilet, NEW designer Calacatta Silver shower tile and hexagon mosaic shower floor, NEW tile bathroom flooring and NEW polished nickel hardware. You will truly enjoy living in this property with all the features and extras while enjoying such a peaceful community that is only a short drive to Nokomis Beach, Nokomis boat ramp, I-75, North Jette Beach, Historic Downtown Venice, Legacy Trail, Oscar Scherer State Park, outstanding restaurants & tons of shopping. Get the keys to unlock your happy home and start enjoying a Florida lifestyle today.

2331 Mission Valley Boulevard, Osprey/Nokomis

$3,650,000

Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key.

4 Beds ⋅ 4 Baths ⋅ A4703728 MLS

Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key.

3780 Cutlass Bayou Road, Osprey/Nokomis

$649,000

4 bedroom Family Home with pool. No HOA. Lot 100' x 145'. Ok with garage doors opened and bicycles in driveway!! Dead end street with sidewalk directly to Laurel Nokomis School K-8. Sarasota Memorial Hospital-Venice and Publix easy access without traffic lights. Downtown Venice and Venice High School aoproximately 8 minute drive Quick connections to I-75, US-41 and Honore Ave. Gulf Beaches minutes away. Flood insurance not required for mortgage. (X zone) . Home provides space, lots of storage, convenience and privacy. Schedule a private showing!

4 Beds ⋅ 3 Baths ⋅ A4703131 MLS

4 bedroom Family Home with pool. No HOA. Lot 100' x 145'. Ok with garage doors opened and bicycles in driveway!! Dead end street with sidewalk directly to Laurel Nokomis School K-8. Sarasota Memorial Hospital-Venice and Publix easy access without traffic lights. Downtown Venice and Venice High School aoproximately 8 minute drive Quick connections to I-75, US-41 and Honore Ave. Gulf Beaches minutes away. Flood insurance not required for mortgage. (X zone) . Home provides space, lots of storage, convenience and privacy. Schedule a private showing!

1603 Pecan Street, Osprey/Nokomis

$470,000

Welcome to 131 Degas Dr, a beautifully updated 3-bedroom, 2-bathroom midcentury modern pool home in Nokomis, offering 2,247 square feet of entertaining style living space on an expansive 0.38-acre lot. The 2026 water heater, reinforced hurricane-rated garage door, and other updates provide peace of mind, while the split-bedroom floor plan offers flexibility and privacy. Step inside to a spacious formal living room with tile flooring and an adjacent dining area, with generous storage throughout the home. The heart of the home is the impressive family room, featuring soaring wood-beam vaulted ceilings, a shiplap accent wall, wood-burning fireplace, built-in bookshelves, and a hurricane-rated slider overlooking the pool. Outside, enjoy a screened pool enclosure surrounding a kidney-shaped pool with safety fencing, plus a large fully fenced backyard shaded by a beautiful mature oak tree. An additional storage room off the pool area offers exciting potential for future use. Back inside, the updated kitchen combines style and function with quartz countertops, white cabinetry, stainless steel appliances, and a delightful bay window overlooking the backyard. The private primary suite features another bay window, walk-in closet, additional storage, and an ensuite bath with a corner shower, upgraded fixtures, and floor-to-ceiling tile. Two additional bedrooms feature vinyl flooring and ceiling fans and share a spacious hall bath with an extended vanity, makeup station, storage, and tub/shower combination with updated tile. An oversized attached tandem garage provides abundant parking and storage, along with a utility sink and reinforced hurricane-rated garage door. Ideally situated in Nokomis with convenient access to Venice, Sarasota, Gulf beaches, dining, shopping, and outdoor recreation, this distinctive Florida home combines midcentury character with thoughtful modern updates.

3 Beds ⋅ 2 Baths ⋅ C7529096 MLS

Welcome to 131 Degas Dr, a beautifully updated 3-bedroom, 2-bathroom midcentury modern pool home in Nokomis, offering 2,247 square feet of entertaining style living space on an expansive 0.38-acre lot. The 2026 water heater, reinforced hurricane-rated garage door, and other updates provide peace of mind, while the split-bedroom floor plan offers flexibility and privacy. Step inside to a spacious formal living room with tile flooring and an adjacent dining area, with generous storage throughout the home. The heart of the home is the impressive family room, featuring soaring wood-beam vaulted ceilings, a shiplap accent wall, wood-burning fireplace, built-in bookshelves, and a hurricane-rated slider overlooking the pool. Outside, enjoy a screened pool enclosure surrounding a kidney-shaped pool with safety fencing, plus a large fully fenced backyard shaded by a beautiful mature oak tree. An additional storage room off the pool area offers exciting potential for future use. Back inside, the updated kitchen combines style and function with quartz countertops, white cabinetry, stainless steel appliances, and a delightful bay window overlooking the backyard. The private primary suite features another bay window, walk-in closet, additional storage, and an ensuite bath with a corner shower, upgraded fixtures, and floor-to-ceiling tile. Two additional bedrooms feature vinyl flooring and ceiling fans and share a spacious hall bath with an extended vanity, makeup station, storage, and tub/shower combination with updated tile. An oversized attached tandem garage provides abundant parking and storage, along with a utility sink and reinforced hurricane-rated garage door. Ideally situated in Nokomis with convenient access to Venice, Sarasota, Gulf beaches, dining, shopping, and outdoor recreation, this distinctive Florida home combines midcentury character with thoughtful modern updates.

131 Degas Drive, Osprey/Nokomis

1305 Sorrento Woods Boulevard, Osprey/Nokomis

$625,000

Virtually Staged. RIVER VIEWS! A rare waterfront find in Nokomis, this solid poured-concrete home sits on an elevated foundation with spacious rooms and classic craftsmanship that would easily cost over a million in Lakewood Ranch. Nestled on a sprawling lot in a timeless neighborhood with fantastic neighbors, the tranquil setting features serene creek views framed by trimmed mangroves. Cool off and enjoy the summer breeze in the Large screened-in lanai or the newly resurfaced pool with its freshly rescreened cage. While offering a wonderful opportunity to add your own cosmetic TLC, the heavy lifting is already done with major recent updates, including a new roof, a brand-new A/C system, a new dishwasher, and a true carpenter’s garage complete with built-ins throughout and an expansive driveway. Inside, enjoy comfortable living anchored by a cozy fireplace and a clever Jack-and-Jill bathroom that conveniently serves the pool. Perfectly situated just minutes from three beach accesses, public-friendly golf courses with no membership fees, and the new Sarasota Memorial Hospital, this home combines major peace of mind, ultimate convenience, and exceptional waterfront value.

3 Beds ⋅ 2 Baths ⋅ A4700285 MLS

Virtually Staged. RIVER VIEWS! A rare waterfront find in Nokomis, this solid poured-concrete home sits on an elevated foundation with spacious rooms and classic craftsmanship that would easily cost over a million in Lakewood Ranch. Nestled on a sprawling lot in a timeless neighborhood with fantastic neighbors, the tranquil setting features serene creek views framed by trimmed mangroves. Cool off and enjoy the summer breeze in the Large screened-in lanai or the newly resurfaced pool with its freshly rescreened cage. While offering a wonderful opportunity to add your own cosmetic TLC, the heavy lifting is already done with major recent updates, including a new roof, a brand-new A/C system, a new dishwasher, and a true carpenter’s garage complete with built-ins throughout and an expansive driveway. Inside, enjoy comfortable living anchored by a cozy fireplace and a clever Jack-and-Jill bathroom that conveniently serves the pool. Perfectly situated just minutes from three beach accesses, public-friendly golf courses with no membership fees, and the new Sarasota Memorial Hospital, this home combines major peace of mind, ultimate convenience, and exceptional waterfront value.

1305 Sorrento Woods Boulevard, Osprey/Nokomis

$810,000

Discover the charm of Old Florida living at 881 Pinto Circle! Situated on over an acre with no HOA and room for additional structures, this unique property offers the space, freedom, and privacy you've been searching for. Inside, soaring vaulted ceilings, expansive windows, beautiful Saltillo tile floors, and a cozy wood-burning fireplace create a warm, inviting atmosphere. Spacious bedrooms, custom built-ins, and an open layout make everyday living effortless. Unwind on the oversized screened lanai overlooking peaceful wooded surroundings with no rear neighbors. Additional highlights include an oversized two-car garage with workshop space, city water, and a deep irrigation well. THE BONUS? An existing 2.5% assumable mortgage! A potentially incredible financing opportunity for qualified buyers, subject to lender approval and assumption terms. Just minutes from Nokomis Beach, shopping, dining, golf, and Sarasota Memorial Hospital – Venice. Over an acre. No HOA. Exceptional privacy. A 2.5% assumable mortgage. Opportunities like this are hard to find! Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ C7528555 MLS

Discover the charm of Old Florida living at 881 Pinto Circle! Situated on over an acre with no HOA and room for additional structures, this unique property offers the space, freedom, and privacy you've been searching for. Inside, soaring vaulted ceilings, expansive windows, beautiful Saltillo tile floors, and a cozy wood-burning fireplace create a warm, inviting atmosphere. Spacious bedrooms, custom built-ins, and an open layout make everyday living effortless. Unwind on the oversized screened lanai overlooking peaceful wooded surroundings with no rear neighbors. Additional highlights include an oversized two-car garage with workshop space, city water, and a deep irrigation well. THE BONUS? An existing 2.5% assumable mortgage! A potentially incredible financing opportunity for qualified buyers, subject to lender approval and assumption terms. Just minutes from Nokomis Beach, shopping, dining, golf, and Sarasota Memorial Hospital – Venice. Over an acre. No HOA. Exceptional privacy. A 2.5% assumable mortgage. Opportunities like this are hard to find! Schedule your private showing today!

881 Pinto Circle, Osprey/Nokomis

$1,595,000

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

4 Beds ⋅ 4 Baths ⋅ A4695145 MLS

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

75 Osprey Point Drive, Osprey/Nokomis

$1,445,000

Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

3 Beds ⋅ 4 Baths ⋅ A4695959 MLS

Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey/Nokomis

$479,900

If you have been searching for a Florida home where you can enjoy the water, your pool, your RV, your hobbies and your privacy without an HOA, this one deserves a closer look. Welcome to 2320 Lake Shore Drive in Nokomis, a beautifully updated 2 bedroom, 2 bath waterfront home with 85 feet along a picturesque freshwater canal perfect for fishing, kayaking and paddleboarding. The backyard may quickly become your favorite part of the property. A newer heated saltwater pool features a tanning ledge and decorative fountains, surrounded by beautiful travertine decking and an oversized screened cage. Whether you are floating in the pool, entertaining friends or relaxing beside the water, this is a home designed for enjoying Florida outdoors. Just as important, many of the major improvements have already been completed. The home has a new roof and air conditioning system from 2023 along with impact windows throughout. Inside, the open living space combines modern updates with coastal character. The kitchen features dark wood flat panel cabinetry, commercial grade stainless steel appliances, a professional range hood, an intricate glass tile backsplash, commercial stainless workspace and a raw edge granite breakfast bar. A spacious walk in butler's pantry provides excellent additional storage. Tile flooring extends through the open living area where a shiplap accent wall adds warmth and character. The primary suite includes a walk in closet, an updated tiled shower and convenient access to a flexible den or office. The guest bedroom also offers a walk in closet and plantation shutters. Both bathrooms feature updated tiled showers. There is even more space for the way you actually live. The laundry and mud room includes a soaking tub that is ideal for washing pets. The 2 car garage offers epoxy flooring, workshop space and additional storage. There is dedicated RV parking with electrical hookups, plus a detached shed that can become an art studio, hobby room, she shed or creative workspace. Best of all, there is no HOA and no CDD. Enjoy the freedom to make this property your own while living less than 15 minutes from Nokomis Beach, Publix, Walmart, Starbucks, local restaurants and the shops and dining of historic downtown Venice. This is more than an updated home with a pool. It is a waterfront Florida lifestyle with space for the things you love to do.

2 Beds ⋅ 2 Baths ⋅ N6144512 MLS

If you have been searching for a Florida home where you can enjoy the water, your pool, your RV, your hobbies and your privacy without an HOA, this one deserves a closer look. Welcome to 2320 Lake Shore Drive in Nokomis, a beautifully updated 2 bedroom, 2 bath waterfront home with 85 feet along a picturesque freshwater canal perfect for fishing, kayaking and paddleboarding. The backyard may quickly become your favorite part of the property. A newer heated saltwater pool features a tanning ledge and decorative fountains, surrounded by beautiful travertine decking and an oversized screened cage. Whether you are floating in the pool, entertaining friends or relaxing beside the water, this is a home designed for enjoying Florida outdoors. Just as important, many of the major improvements have already been completed. The home has a new roof and air conditioning system from 2023 along with impact windows throughout. Inside, the open living space combines modern updates with coastal character. The kitchen features dark wood flat panel cabinetry, commercial grade stainless steel appliances, a professional range hood, an intricate glass tile backsplash, commercial stainless workspace and a raw edge granite breakfast bar. A spacious walk in butler's pantry provides excellent additional storage. Tile flooring extends through the open living area where a shiplap accent wall adds warmth and character. The primary suite includes a walk in closet, an updated tiled shower and convenient access to a flexible den or office. The guest bedroom also offers a walk in closet and plantation shutters. Both bathrooms feature updated tiled showers. There is even more space for the way you actually live. The laundry and mud room includes a soaking tub that is ideal for washing pets. The 2 car garage offers epoxy flooring, workshop space and additional storage. There is dedicated RV parking with electrical hookups, plus a detached shed that can become an art studio, hobby room, she shed or creative workspace. Best of all, there is no HOA and no CDD. Enjoy the freedom to make this property your own while living less than 15 minutes from Nokomis Beach, Publix, Walmart, Starbucks, local restaurants and the shops and dining of historic downtown Venice. This is more than an updated home with a pool. It is a waterfront Florida lifestyle with space for the things you love to do.

2320 Lake Shore Drive, Osprey/Nokomis

$4,950,000

Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

3 Beds ⋅ 3 Baths ⋅ A4694029 MLS

Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

612 Laurel Road W, Osprey/Nokomis

$1,900,000

Welcome to 216 Sunrise Dr in Nokomis, FL! A one-of-a-kind waterfront estate designed for the discerning luxury buyer and true automotive enthusiast. Perfectly positioned on Roberts Bay with no bridges to the Bay or Gulf, this extraordinary residence combines coastal elegance, cutting-edge upgrades, and unmatched garage capacity in a private tropical setting. Built for both beauty and resilience, the home features over $80,000 in CAT5-rated PGT hurricane-impact windows and doors, new HVAC systems raised for protection, all-new PVC re-piping completed in 2024/2025, updated electrical throughout, and a hybrid septic system replaced approximately three years ago. The roof has been professionally re-screwed and resealed, while the entire home has been enhanced with sprayed foam insulation across all attic spaces for superior efficiency. Inside, warm luxury details define the living spaces, including stunning wood accent walls, remodeled bathrooms, custom kitchen features, a spacious primary bath shower, Glor and More blinds, tankless instant hot water system (2025), ventless remote-controlled fireplace, and over 11 closets plus a walk-up loft attic with generous walkable space for exceptional storage, hobbies or future customization. Historic character meets modern refinement with a bundle of aged red oak flooring included. Outside, the grounds rival a private resort with over $200,000 invested in pavers, extensive lighting, and professionally designed landscaping featuring approximately $70,000 in nighttime illumination. Additional exterior highlights include a new fence, Mexican black river rock accents, irrigation systems utilizing both well and county water, underground gutter systems, a fountain, fire pit with updated tanks and hoses, outdoor utility sink, grill area, and sandy-bottom waterfront access. For boating enthusiasts, the property offers one of the area’s largest mooring dock setups, a 10,000-lb boat lift, two brand-new multi-level jet ski lifts, remote-controlled lifts, underwater survey completed, dock lighting, and regularly maintained mangroves. Enjoy direct boating access with no bridges to the Bay or Gulf. The ultimate car lover’s paradise, this estate features up to 6-car garage capacity with taller 4-car garage bays, exotic-car-compatible wide lifts, side-mount garage doors, silent openers, epoxy flooring, mini-split climate systems, block garage construction, and foam insulation throughout. Every detail was designed with collectors and enthusiasts in mind. Additional features include: New interior and exterior Rain Refresh paint, Brand-new irrigation pump, Hurricane-rated upgrades throughout, Utility well servicing property irrigation, Block and Hardie board exterior construction, Raised back door elevation approximately 3.5 feet above sea level, Termite tenting completed approximately 5 years ago, Three septic tanks located on right side yard, Updated shell landscaping and hardscape finishes. Attention to detail was not missed, every upgrade was done with thought and cost was not spared! 216 Sunrise Drive is a rare opportunity to own an extensively upgraded waterfront retreat where luxury living, boating lifestyle, and exotic car storage converge into one exceptional property. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ A4694723 MLS

Welcome to 216 Sunrise Dr in Nokomis, FL! A one-of-a-kind waterfront estate designed for the discerning luxury buyer and true automotive enthusiast. Perfectly positioned on Roberts Bay with no bridges to the Bay or Gulf, this extraordinary residence combines coastal elegance, cutting-edge upgrades, and unmatched garage capacity in a private tropical setting. Built for both beauty and resilience, the home features over $80,000 in CAT5-rated PGT hurricane-impact windows and doors, new HVAC systems raised for protection, all-new PVC re-piping completed in 2024/2025, updated electrical throughout, and a hybrid septic system replaced approximately three years ago. The roof has been professionally re-screwed and resealed, while the entire home has been enhanced with sprayed foam insulation across all attic spaces for superior efficiency. Inside, warm luxury details define the living spaces, including stunning wood accent walls, remodeled bathrooms, custom kitchen features, a spacious primary bath shower, Glor and More blinds, tankless instant hot water system (2025), ventless remote-controlled fireplace, and over 11 closets plus a walk-up loft attic with generous walkable space for exceptional storage, hobbies or future customization. Historic character meets modern refinement with a bundle of aged red oak flooring included. Outside, the grounds rival a private resort with over $200,000 invested in pavers, extensive lighting, and professionally designed landscaping featuring approximately $70,000 in nighttime illumination. Additional exterior highlights include a new fence, Mexican black river rock accents, irrigation systems utilizing both well and county water, underground gutter systems, a fountain, fire pit with updated tanks and hoses, outdoor utility sink, grill area, and sandy-bottom waterfront access. For boating enthusiasts, the property offers one of the area’s largest mooring dock setups, a 10,000-lb boat lift, two brand-new multi-level jet ski lifts, remote-controlled lifts, underwater survey completed, dock lighting, and regularly maintained mangroves. Enjoy direct boating access with no bridges to the Bay or Gulf. The ultimate car lover’s paradise, this estate features up to 6-car garage capacity with taller 4-car garage bays, exotic-car-compatible wide lifts, side-mount garage doors, silent openers, epoxy flooring, mini-split climate systems, block garage construction, and foam insulation throughout. Every detail was designed with collectors and enthusiasts in mind. Additional features include: New interior and exterior Rain Refresh paint, Brand-new irrigation pump, Hurricane-rated upgrades throughout, Utility well servicing property irrigation, Block and Hardie board exterior construction, Raised back door elevation approximately 3.5 feet above sea level, Termite tenting completed approximately 5 years ago, Three septic tanks located on right side yard, Updated shell landscaping and hardscape finishes. Attention to detail was not missed, every upgrade was done with thought and cost was not spared! 216 Sunrise Drive is a rare opportunity to own an extensively upgraded waterfront retreat where luxury living, boating lifestyle, and exotic car storage converge into one exceptional property. Schedule your private showing today!

216 Sunrise Drive, Osprey/Nokomis

$11,950,000

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

5 Beds ⋅ 6 Baths ⋅ A4689178 MLS

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Osprey/Nokomis

$1,950,000

Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.

5 Beds ⋅ 6 Baths ⋅ A4691789 MLS

Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.

97 Sugar Mill Drive, Osprey/Nokomis

$1,050,000

Thoughtfully Built MAINTENANCE-FREE Court Yard Life Style Home in Bishops Court in the Oaks Preserve Neighborhood. This Rare Unique Home Design Features: 3 Extra Large Bedrooms, 3 Full Baths, Oversized Main Floor Master Suite w/Sitting Room and Door to Private Back Patio, plus a Wall of Sliders Looking out to the Court Yard Pool Area, Tall Ceilings, Large Walk-in Closet w/Built-ins, Brand New Carpeting plus a 5-Piece Master Bath w/Soaking Tub; Formal Living and Dining Room are Open w/Tall Ceilings, Slider to Pool plus a Den/Library Room off the Living Room and Solid Wood Plank Flooring throughout; Open Kitchen w/Granite Counters and Breakfast Room w/Slider to Pool joined by a Family Room w/Fire Place and Solid Wood Plank Flooring; Pool Bath w/French Door, Main Floor Laundry Room w/Sink, Fabulous Upstairs Suite perfect for Guests or Extended Family w/Bonus Room, 2 Guest Bed Rooms w/Jack and Jill Bath; Extensive Crown Molding, Plantation Shutters throughout, (2026) New Interior Paint, Central Vac, Large Side Load 2 Car Garage w/Storage, Newly Resurfaced Pool and Spa in the Screened-in Court Yard Entertaining Area, Court Yard Entry Gate, (2025) Brand New Designer Flat Tile Roof, (2026) NEW Upstairs AC, (2026) New AC Duct Work, (2026) Painted Pool Deck, (2026) Brand New Paver Driveway. WITH A FEW SIMPLE TOUCHES YOU CAN MAKE THIS HOME ABSOLUTELY FABULOUS! Have VISITORS Coming? NO PROBLEM. THIS HOME MAKES THE PERFECT ENTERTAINING OR SEASONAL FLOOR PLAN OFFERING A PRIVATE UPSTAIRS GUEST SUITE! Neighborhood Community Features: Local Community Pool, 24-Hour Secured Guard Gate, Lush Florida Landscaping and Irrigation are all included in the Maintenance Free Living. The OAKS GOLF & COUNTRY CLUB IS ONE OF SARASOTA'S PREMIER EQUITY "Creme de la Creme" GOLF COMMUNITIES! This amazing COUNTRY CLUB Features: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World Golfing (One of America’s Healthiest Clubs), Three Restaurants, Ballroom, Two 18-Hole Championship GOLF Courses, Award-Winning RACQUET Program w/12 HAR-TRU Hydro-Grid TENNIS COURTS, 4 PICKLE-BALL Courts, CROQUET, State of the Art FITNESS Center, Junior Olympic Heated Pool, Bocce Ball and Basketball Court, Playground Area plus so much more! Located just Minutes to the Top Rated Pine View School, Legacy Bike Trail, Florida's Best Coastal Beaches, Restaurants, Shopping and Costco. THE OAKS CLUB MEMBERSHIP IS REQUIRED w/NO WAIT-LIST for SOCIAL or GOLF Memberships. BUYER BONUS: Seller is Offering $80,000 towards Buyer's Capital Contribution Fee for Club Membership Option!!! ***Most Furnishings are Available Under a Separate Contract.

3 Beds ⋅ 3 Baths ⋅ A4685559 MLS

Thoughtfully Built MAINTENANCE-FREE Court Yard Life Style Home in Bishops Court in the Oaks Preserve Neighborhood. This Rare Unique Home Design Features: 3 Extra Large Bedrooms, 3 Full Baths, Oversized Main Floor Master Suite w/Sitting Room and Door to Private Back Patio, plus a Wall of Sliders Looking out to the Court Yard Pool Area, Tall Ceilings, Large Walk-in Closet w/Built-ins, Brand New Carpeting plus a 5-Piece Master Bath w/Soaking Tub; Formal Living and Dining Room are Open w/Tall Ceilings, Slider to Pool plus a Den/Library Room off the Living Room and Solid Wood Plank Flooring throughout; Open Kitchen w/Granite Counters and Breakfast Room w/Slider to Pool joined by a Family Room w/Fire Place and Solid Wood Plank Flooring; Pool Bath w/French Door, Main Floor Laundry Room w/Sink, Fabulous Upstairs Suite perfect for Guests or Extended Family w/Bonus Room, 2 Guest Bed Rooms w/Jack and Jill Bath; Extensive Crown Molding, Plantation Shutters throughout, (2026) New Interior Paint, Central Vac, Large Side Load 2 Car Garage w/Storage, Newly Resurfaced Pool and Spa in the Screened-in Court Yard Entertaining Area, Court Yard Entry Gate, (2025) Brand New Designer Flat Tile Roof, (2026) NEW Upstairs AC, (2026) New AC Duct Work, (2026) Painted Pool Deck, (2026) Brand New Paver Driveway. WITH A FEW SIMPLE TOUCHES YOU CAN MAKE THIS HOME ABSOLUTELY FABULOUS! Have VISITORS Coming? NO PROBLEM. THIS HOME MAKES THE PERFECT ENTERTAINING OR SEASONAL FLOOR PLAN OFFERING A PRIVATE UPSTAIRS GUEST SUITE! Neighborhood Community Features: Local Community Pool, 24-Hour Secured Guard Gate, Lush Florida Landscaping and Irrigation are all included in the Maintenance Free Living. The OAKS GOLF & COUNTRY CLUB IS ONE OF SARASOTA'S PREMIER EQUITY "Creme de la Creme" GOLF COMMUNITIES! This amazing COUNTRY CLUB Features: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World Golfing (One of America’s Healthiest Clubs), Three Restaurants, Ballroom, Two 18-Hole Championship GOLF Courses, Award-Winning RACQUET Program w/12 HAR-TRU Hydro-Grid TENNIS COURTS, 4 PICKLE-BALL Courts, CROQUET, State of the Art FITNESS Center, Junior Olympic Heated Pool, Bocce Ball and Basketball Court, Playground Area plus so much more! Located just Minutes to the Top Rated Pine View School, Legacy Bike Trail, Florida's Best Coastal Beaches, Restaurants, Shopping and Costco. THE OAKS CLUB MEMBERSHIP IS REQUIRED w/NO WAIT-LIST for SOCIAL or GOLF Memberships. BUYER BONUS: Seller is Offering $80,000 towards Buyer's Capital Contribution Fee for Club Membership Option!!! ***Most Furnishings are Available Under a Separate Contract.

61 Bayhead Lane, Osprey/Nokomis

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