$2,800,000 Ideally positioned on a quiet interior cul-de-sac this beautifully updated 4 bedroom, 4 bath home is located behind the gates of The Oaks Bayside. The residence features 16 ft and vaulted ceilings, white oak and marble flooring, custom crown molding, plantation shutters and extensive built-ins. The chef’s kitchen boasts marble countertops, custom hardwood cabinetry, a galley workstation sink, and premium appliances. The spacious layout flows to the private screened lanai with pool and spa, outdoor kitchen, and multiple covered seating areas overlooking lush gardens and offering tranquil lake views. 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. Club memebership is required. There is currently no waiting list for either Golf or Sports/Social membership --- 4 Beds ⋅ 4 Baths ⋅ A4706319 MLS Ideally positioned on a quiet interior cul-de-sac this beautifully updated 4 bedroom, 4 bath home is located behind the gates of The Oaks Bayside. The residence features 16 ft and vaulted ceilings, white oak and marble flooring, custom crown molding, plantation shutters and extensive built-ins. The chef’s kitchen boasts marble countertops, custom hardwood cabinetry, a galley workstation sink, and premium appliances. The spacious layout flows to the private screened lanai with pool and spa, outdoor kitchen, and multiple covered seating areas overlooking lush gardens and offering tranquil lake views. 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. Club memebership is required. There is currently no waiting list for either Golf or Sports/Social membership --- 662 Fernwalk Lane, Osprey/Nokomis
$2,175,000 Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership 4 Beds ⋅ 4 Baths ⋅ A4705572 MLS Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership 362 Macewen Drive, Osprey/Nokomis
$1,800,000 Beautifully maintained Arthur Rutenberg 3 bedroom, 3.5 bath home located on a quiet cul-de-sac. This architecturally inspired residence features crown molding, marble, tile and hardwood flooring, coffered ceilings, granite countertops, and a travertine pool deck. The first floor master suite includes a sitting area and private access to the lanai and pool. The outdoor living area offers an architectural enclosure, lush landscaping, and a built-in stainless steel gas grill. Two second-floor en-suite bedrooms plus a spacious bonus room provide excellent flexibility for guests or additional living space. This must-see home, with timeless finishes and exceptional care throughout, situated in St. James Park behind the gates of The Oaks Clubside, offers picturesque views from the incredible lanai. 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 ⋅ A4703804 MLS Beautifully maintained Arthur Rutenberg 3 bedroom, 3.5 bath home located on a quiet cul-de-sac. This architecturally inspired residence features crown molding, marble, tile and hardwood flooring, coffered ceilings, granite countertops, and a travertine pool deck. The first floor master suite includes a sitting area and private access to the lanai and pool. The outdoor living area offers an architectural enclosure, lush landscaping, and a built-in stainless steel gas grill. Two second-floor en-suite bedrooms plus a spacious bonus room provide excellent flexibility for guests or additional living space. This must-see home, with timeless finishes and exceptional care throughout, situated in St. James Park behind the gates of The Oaks Clubside, offers picturesque views from the incredible lanai. 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. 222 Saint James Park, Osprey/Nokomis
$1,750,000 Under contract-accepting backup offers. Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience. 3 Beds ⋅ 2 Baths ⋅ A4669083 MLS Under contract-accepting backup offers. Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience. 18 N Casey Key Road, Osprey/Nokomis
$1,700,000 Custom built by Emerald Homes, this beautifully updated 3 bedroom + bonus room, 3 bath residence, offers a bright, inviting layout with generous living spaces and thoughtful design throughout. Behind the gates of The Oaks Bayside, it is beautifully situated, set back on a lot that offers peace and privacy. The open kitchen is a home chef’s dream and serves as the centerpiece of the home. Showcasing custom cabinetry, expansive counter space, and high-end appliances, the layout is ideal for both everyday cooking and effortless entertaining. There is a breakfast bar, dinette that is flooded by filtered sunshine through the tinted aquarium window, as well as a formal dining room. The living spaces flow seamlessly, enhanced by abundant natural light and refined finishes that elevate the home’s incredible appeal. The master suite has extra insulation between the great room and the master bedroom wall, ensuring a quiet, private sanctuary. The room is spacious and features a spa-like master bath with a tub, large separate walk-in shower, dual sinks and an abundance of mirrors and lighting. Step outside to a lovely lanai, with pool, spa and outdoor kitchen. This space is perfectly designed for relaxing, hosting gatherings, or enjoying the tranquil Florida lifestyle year-round. This gorgeous home offers so much, you truly must see it to fully appreciate it! 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. 3 Beds ⋅ 3 Baths ⋅ A4705716 MLS Custom built by Emerald Homes, this beautifully updated 3 bedroom + bonus room, 3 bath residence, offers a bright, inviting layout with generous living spaces and thoughtful design throughout. Behind the gates of The Oaks Bayside, it is beautifully situated, set back on a lot that offers peace and privacy. The open kitchen is a home chef’s dream and serves as the centerpiece of the home. Showcasing custom cabinetry, expansive counter space, and high-end appliances, the layout is ideal for both everyday cooking and effortless entertaining. There is a breakfast bar, dinette that is flooded by filtered sunshine through the tinted aquarium window, as well as a formal dining room. The living spaces flow seamlessly, enhanced by abundant natural light and refined finishes that elevate the home’s incredible appeal. The master suite has extra insulation between the great room and the master bedroom wall, ensuring a quiet, private sanctuary. The room is spacious and features a spa-like master bath with a tub, large separate walk-in shower, dual sinks and an abundance of mirrors and lighting. Step outside to a lovely lanai, with pool, spa and outdoor kitchen. This space is perfectly designed for relaxing, hosting gatherings, or enjoying the tranquil Florida lifestyle year-round. This gorgeous home offers so much, you truly must see it to fully appreciate it! 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. 141 Sugar Mill Drive, Osprey/Nokomis
$1,690,000 LOVE BOATING? LOVE SARASOTA, FLORIDA? THIS HOME HAS A LIFESTYLE YOU DON'T FIND EVERY DAY! What makes this Osprey home in Sarasota County truly special isn't just the beautifully reimagined residence—it's the boating, recreation, and coastal lifestyle of Southbay Yacht & Racquet Club, a marina and golf-cart-friendly community! Imagine mornings on the water, afternoons beside your private heated pool, and evenings cruising the neighborhood by golf cart or entertaining friends at home. Welcome to 206 Four Knot Lane, featuring 2,411 square feet, 3 bedrooms, 2 bathrooms, and a thoughtfully designed split floor plan with an adjoining office/den within the primary suite. THE HEART OF THE HOME IS A SPECTACULAR 14' × 37' PRIVATE HEATED POOL, set in a courtyard-style space surrounded on three sides by the residence. Expansive sliding glass doors connect interior rooms to the pool and lanai, creating an exceptional indoor-outdoor living environment. The beautifully reimagined gourmet kitchen features an oversized island with seating for approximately 8–10, GE Monogram appliances, a beverage refrigerator, pop-up outlets, a two-drawer dishwasher, and thoughtfully designed cabinetry. A pantry/laundry room combines a coffee or tea bar, utility sink, and stackable washer and dryer. Italian porcelain plank tile, updated doors and moldings, and distinctive shiplap ceiling details complement the home's refined coastal design. THE PRIVATE PRIMARY SUITE includes an office/den positioned along the passage to the en suite bathroom. This flexible space can serve as a home office, reading retreat, sitting area, or potentially an additional walk-in closet. The primary bath features a soaking tub, custom cabinetry, and carefully selected finishes. Two additional bedrooms provide comfortable accommodations. MAJOR IMPROVEMENTS include a 2020 roof, impact-resistant windows and sliding glass doors installed in 2020, two-zone air conditioning updated in 2025, and newer appliances. A two-car garage, additional storage, and multiple outdoor living spaces enhance everyday convenience. THE SOUTHBAY LIFESTYLE—MARINA LIVING, GOLF CARTS & RESORT-STYLE AMENITIES! Residents enjoy a 172-slip deep-water marina with access to the Intracoastal Waterway and Gulf waters beyond, plus a clubhouse, heated community pool and spa, fitness center, tennis and pickleball courts, kayak facilities, and recreational activities. Marina slips are separate and subject to availability and applicable fees. Southbay's golf-cart-friendly neighborhood is conveniently located near Nokomis Beach, restaurants, shopping, and Sarasota's cultural attractions. Whether you're looking for a full-time residence, seasonal retreat, or a boating and recreational lifestyle, 206 Four Knot Lane presents a distinctive opportunity to enjoy Southwest Florida living. ART (BY OWNER), FURNITURE, GRILL, TVs, AND PIZZA OVEN ARE NOT INCLUDED IN THE HOME SALE BUT CAN BE PURCHASED SEPARATELY OUTSIDE OF THE AS IS PURCHASE CONTRACT. BEAUTIFULLY REIMAGINED. EXCEPTIONALLY DESIGNED. COASTAL LIVING AT ITS BEST. 3 Beds ⋅ 2 Baths ⋅ A4695429 MLS LOVE BOATING? LOVE SARASOTA, FLORIDA? THIS HOME HAS A LIFESTYLE YOU DON'T FIND EVERY DAY! What makes this Osprey home in Sarasota County truly special isn't just the beautifully reimagined residence—it's the boating, recreation, and coastal lifestyle of Southbay Yacht & Racquet Club, a marina and golf-cart-friendly community! Imagine mornings on the water, afternoons beside your private heated pool, and evenings cruising the neighborhood by golf cart or entertaining friends at home. Welcome to 206 Four Knot Lane, featuring 2,411 square feet, 3 bedrooms, 2 bathrooms, and a thoughtfully designed split floor plan with an adjoining office/den within the primary suite. THE HEART OF THE HOME IS A SPECTACULAR 14' × 37' PRIVATE HEATED POOL, set in a courtyard-style space surrounded on three sides by the residence. Expansive sliding glass doors connect interior rooms to the pool and lanai, creating an exceptional indoor-outdoor living environment. The beautifully reimagined gourmet kitchen features an oversized island with seating for approximately 8–10, GE Monogram appliances, a beverage refrigerator, pop-up outlets, a two-drawer dishwasher, and thoughtfully designed cabinetry. A pantry/laundry room combines a coffee or tea bar, utility sink, and stackable washer and dryer. Italian porcelain plank tile, updated doors and moldings, and distinctive shiplap ceiling details complement the home's refined coastal design. THE PRIVATE PRIMARY SUITE includes an office/den positioned along the passage to the en suite bathroom. This flexible space can serve as a home office, reading retreat, sitting area, or potentially an additional walk-in closet. The primary bath features a soaking tub, custom cabinetry, and carefully selected finishes. Two additional bedrooms provide comfortable accommodations. MAJOR IMPROVEMENTS include a 2020 roof, impact-resistant windows and sliding glass doors installed in 2020, two-zone air conditioning updated in 2025, and newer appliances. A two-car garage, additional storage, and multiple outdoor living spaces enhance everyday convenience. THE SOUTHBAY LIFESTYLE—MARINA LIVING, GOLF CARTS & RESORT-STYLE AMENITIES! Residents enjoy a 172-slip deep-water marina with access to the Intracoastal Waterway and Gulf waters beyond, plus a clubhouse, heated community pool and spa, fitness center, tennis and pickleball courts, kayak facilities, and recreational activities. Marina slips are separate and subject to availability and applicable fees. Southbay's golf-cart-friendly neighborhood is conveniently located near Nokomis Beach, restaurants, shopping, and Sarasota's cultural attractions. Whether you're looking for a full-time residence, seasonal retreat, or a boating and recreational lifestyle, 206 Four Knot Lane presents a distinctive opportunity to enjoy Southwest Florida living. ART (BY OWNER), FURNITURE, GRILL, TVs, AND PIZZA OVEN ARE NOT INCLUDED IN THE HOME SALE BUT CAN BE PURCHASED SEPARATELY OUTSIDE OF THE AS IS PURCHASE CONTRACT. BEAUTIFULLY REIMAGINED. EXCEPTIONALLY DESIGNED. COASTAL LIVING AT ITS BEST. 206 Four Knot Lane, Osprey/Nokomis
$1,590,000 Under contract-accepting backup offers. Located behind the gates of The Oaks Clubside and within close proximity to the clubhouse, this 3-bedroom plus office, 3.5-bath residence offers over 3,500 square feet of refined, comfortable living. Positioned on the 4th hole of the Eagle Course, the home features expansive golf views enjoyed from the screened lanai with pool and spa. The interior includes an elegant formal living room with fireplace, formal dining room, a spacious master suite with an oversized walk-in closet, a large laundry room, tray ceilings, crown molding, ceiling fans. This home has a whole-house generator, hurricane protection. a NEW ROOF and NEW HVAC. An oversized 3-car garage and circular paver driveway complete the property, providing everything needed to enjoy refined country club lifestyle The Oaks offers. The club’s amenities include two championship golf courses, pickleball courts, 14 Har-Tru courts and a croquet court, exceptional culinary experiences and a robust social calendar. Required with homeownership, there is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 4 Baths ⋅ A4706228 MLS Under contract-accepting backup offers. Located behind the gates of The Oaks Clubside and within close proximity to the clubhouse, this 3-bedroom plus office, 3.5-bath residence offers over 3,500 square feet of refined, comfortable living. Positioned on the 4th hole of the Eagle Course, the home features expansive golf views enjoyed from the screened lanai with pool and spa. The interior includes an elegant formal living room with fireplace, formal dining room, a spacious master suite with an oversized walk-in closet, a large laundry room, tray ceilings, crown molding, ceiling fans. This home has a whole-house generator, hurricane protection. a NEW ROOF and NEW HVAC. An oversized 3-car garage and circular paver driveway complete the property, providing everything needed to enjoy refined country club lifestyle The Oaks offers. The club’s amenities include two championship golf courses, pickleball courts, 14 Har-Tru courts and a croquet court, exceptional culinary experiences and a robust social calendar. Required with homeownership, there is currently no waiting list for either Golf or Sports/Social membership. 402 Macewen Drive, Osprey/Nokomis
$1,100,000 UNMATCHED VALUE SCALE IN RIVENDELL – PRICED AT ONLY $276/SQ FT! Escape to estate-scale luxury on a private lake lot, directly within walking distance to the nationally top-ranked Pine View School. Spanning nearly 4,000 square feet, this 4-Bedroom + Huge Bonus Suite home offers a level of value impossible to duplicate at this price point. ZERO CAP-EX FOR THE NEXT DECADE: Buy with ultimate peace of mind. Featuring a BRAND NEW TILE ROOF (2025), newer dual A/C units, a newer water heater, and a mix of impact-resistant glass/shutters—your insurance premiums and maintenance costs are heavily optimized. CHEF'S KITCHEN & PREMIUM LAUNDRY: The interior heart of the home features a premium suite of all-Bosch kitchen appliances, offering high-end reliability and sleek European design, paired with an ultra-durable Speed Queen commercial washer and dryer set in the laundry wing. THE ULTIMATE RESORT BACKYARD: The private lanai is a personal paradise featuring a sparkling saltwater pool overlooking a peaceful preserve and lake. The chef-grade outdoor kitchen comes fully equipped with a built-in double tap kegerator, built-in 3-Burner BBQ grill with Rotisserie and a custom Big Green Egg station—perfect for sunset entertaining. Upstairs, the massive 22x21 bonus wing is perfect for a multi-generational suite, homework lounge, or executive office. Do not pay higher unit-rates for less space; maximize your equity at 907 Eagle Isle Court. Schedule your private tour today! 4 Beds ⋅ 3 Baths ⋅ A4703534 MLS UNMATCHED VALUE SCALE IN RIVENDELL – PRICED AT ONLY $276/SQ FT! Escape to estate-scale luxury on a private lake lot, directly within walking distance to the nationally top-ranked Pine View School. Spanning nearly 4,000 square feet, this 4-Bedroom + Huge Bonus Suite home offers a level of value impossible to duplicate at this price point. ZERO CAP-EX FOR THE NEXT DECADE: Buy with ultimate peace of mind. Featuring a BRAND NEW TILE ROOF (2025), newer dual A/C units, a newer water heater, and a mix of impact-resistant glass/shutters—your insurance premiums and maintenance costs are heavily optimized. CHEF'S KITCHEN & PREMIUM LAUNDRY: The interior heart of the home features a premium suite of all-Bosch kitchen appliances, offering high-end reliability and sleek European design, paired with an ultra-durable Speed Queen commercial washer and dryer set in the laundry wing. THE ULTIMATE RESORT BACKYARD: The private lanai is a personal paradise featuring a sparkling saltwater pool overlooking a peaceful preserve and lake. The chef-grade outdoor kitchen comes fully equipped with a built-in double tap kegerator, built-in 3-Burner BBQ grill with Rotisserie and a custom Big Green Egg station—perfect for sunset entertaining. Upstairs, the massive 22x21 bonus wing is perfect for a multi-generational suite, homework lounge, or executive office. Do not pay higher unit-rates for less space; maximize your equity at 907 Eagle Isle Court. Schedule your private tour today! 907 Eagle Isle Court, Osprey/Nokomis
$995,000 Welcome to Emerald Woods, a desired cul-de-sac within the Oaks Preserve, and this lovely move in ready Lee Wetherington home is picture perfect for your relaxed Florida Lifestyle. Privately situated, and overlooking a lake with a fountain, this home has 3 bedrooms, with a primary suite that has a sitting area, two large walk in closets, and two additional guest suites with a well appointed guest bath. The kitchen has custom cabinetry, GE Cafe series appliances, granite countertops and a breakfast nook overlooking a pool and spa with lush landscaping and outdoor lighting. This exceptional home has impact resistant, energy efficient windows and sliding doors throughout, a paver driveway, and a one year new roof. Best of all, you can choose your membership in The Oaks Country Club, whether it be Social Or Golf, and be a part of the most desired country club in Sarasota! With two championship 18 hole golf courses, an extremely active tennis program, pickleball, regulation croquet, a fitness center, dining, and an abundance of social activities year round you will always find something to enjoy. With an exceptional location, close to Sarasota County beaches, and minutes to downtown, membership in The Oaks is required with your real estate purchase, and best of all there is no waitlist to begin your terrific lifestyle! 3 Beds ⋅ 2 Baths ⋅ A4707269 MLS Welcome to Emerald Woods, a desired cul-de-sac within the Oaks Preserve, and this lovely move in ready Lee Wetherington home is picture perfect for your relaxed Florida Lifestyle. Privately situated, and overlooking a lake with a fountain, this home has 3 bedrooms, with a primary suite that has a sitting area, two large walk in closets, and two additional guest suites with a well appointed guest bath. The kitchen has custom cabinetry, GE Cafe series appliances, granite countertops and a breakfast nook overlooking a pool and spa with lush landscaping and outdoor lighting. This exceptional home has impact resistant, energy efficient windows and sliding doors throughout, a paver driveway, and a one year new roof. Best of all, you can choose your membership in The Oaks Country Club, whether it be Social Or Golf, and be a part of the most desired country club in Sarasota! With two championship 18 hole golf courses, an extremely active tennis program, pickleball, regulation croquet, a fitness center, dining, and an abundance of social activities year round you will always find something to enjoy. With an exceptional location, close to Sarasota County beaches, and minutes to downtown, membership in The Oaks is required with your real estate purchase, and best of all there is no waitlist to begin your terrific lifestyle! 256 Turquoise Lane, Osprey/Nokomis
$895,000 PROFESSIONAL PHOTOS COMING SOON! Prime location in Southbay Yacht & Racquet Club! Located just blocks from the deep-water marina and clubhouse, this beautifully updated 2,680 sq ft home perfectly balances coastal elegance with peace of mind. A brand-new circular paver driveway (2026) welcomes you to an open interior where a light, airy rhythm flows effortlessly through pocket doors and impact-resistant glass. The familyroom serves as a breathtaking architectural centerpiece, showcasing high vaulted ceilings with exposed beams that echo the lines of a classic vessel, anchored by a custom focal wall crafted from local Gulf Coast quartz and fossilized marine life. The split floorplan features a generous primary suite with dual walk-in closets, an en-suite guest room, and a third bedroom with direct pool-deck access. Outdoors, an expansive screened lanai features a covered dining area summer kitchen sink, hot tub, and an inground pool overlooking community grounds and walking paths. PREMIUM UPDATES & MECHANICS INCLUDE: *ROOFING: CONCRETE TILE MAIN ROOF (2014) PLUS NEW FLAT ROOF, FLASHING & FASIA (2025) *WINDOWS & EXTERIOR: 11 CUSTOM IMPACT WINDOWS (2024), NEW SCREEN ENCLOSURE (2025) AND FRESH PAINT. *SYSTEMS: REPLACED PLUMBING LINES IN LANAI, LAUNDRY ROOM AND BATHROOMS, UPDATED 200-AMP ELECTRICAL, HVAC (2021) AND UPGRADED POOL PUMP. *INTERIOR FLOORING: SEAMLESS LUXURY VINYL PLANK (LPV) WITH CLASSIC TILE IN THE PRIMARY BATH *APPLIANCES: REFRIGERATOR & MICROWAVE (2026), DISHWASHER & GARBAGE DISPOSAL (2024), WASHER (2023) *DOCUMENTATION: VALID WIND MITIGATION & NEWLY COMPLETED 4-POINT INSPECTION READY FOR REVIEW. Enjoy a vibrant golf-cart community lifestyle with low-fee marina slips, tennis, pickleball, and top-tier amenities - including a heated community pool just minutes from Pine View School, grocery plazas, and Gulf beaches! 3 Beds ⋅ 3 Baths ⋅ A4707489 MLS PROFESSIONAL PHOTOS COMING SOON! Prime location in Southbay Yacht & Racquet Club! Located just blocks from the deep-water marina and clubhouse, this beautifully updated 2,680 sq ft home perfectly balances coastal elegance with peace of mind. A brand-new circular paver driveway (2026) welcomes you to an open interior where a light, airy rhythm flows effortlessly through pocket doors and impact-resistant glass. The familyroom serves as a breathtaking architectural centerpiece, showcasing high vaulted ceilings with exposed beams that echo the lines of a classic vessel, anchored by a custom focal wall crafted from local Gulf Coast quartz and fossilized marine life. The split floorplan features a generous primary suite with dual walk-in closets, an en-suite guest room, and a third bedroom with direct pool-deck access. Outdoors, an expansive screened lanai features a covered dining area summer kitchen sink, hot tub, and an inground pool overlooking community grounds and walking paths. PREMIUM UPDATES & MECHANICS INCLUDE: *ROOFING: CONCRETE TILE MAIN ROOF (2014) PLUS NEW FLAT ROOF, FLASHING & FASIA (2025) *WINDOWS & EXTERIOR: 11 CUSTOM IMPACT WINDOWS (2024), NEW SCREEN ENCLOSURE (2025) AND FRESH PAINT. *SYSTEMS: REPLACED PLUMBING LINES IN LANAI, LAUNDRY ROOM AND BATHROOMS, UPDATED 200-AMP ELECTRICAL, HVAC (2021) AND UPGRADED POOL PUMP. *INTERIOR FLOORING: SEAMLESS LUXURY VINYL PLANK (LPV) WITH CLASSIC TILE IN THE PRIMARY BATH *APPLIANCES: REFRIGERATOR & MICROWAVE (2026), DISHWASHER & GARBAGE DISPOSAL (2024), WASHER (2023) *DOCUMENTATION: VALID WIND MITIGATION & NEWLY COMPLETED 4-POINT INSPECTION READY FOR REVIEW. Enjoy a vibrant golf-cart community lifestyle with low-fee marina slips, tennis, pickleball, and top-tier amenities - including a heated community pool just minutes from Pine View School, grocery plazas, and Gulf beaches! 155 Sea Anchor Drive, Osprey/Nokomis
$799,000 It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone. 3 Beds ⋅ 3 Baths ⋅ A4697695 MLS It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone. 1104 Mallard Marsh Drive, Osprey/Nokomis
$775,000 Your OPPORTUNITY to call THE OAKS Country Club home has just become AFFORDABLE! This TURNKEY-FURNISHED ESTATE HOME by Legendary Architect Bo MacEwen, is Located on a Cul De Sac in the PRESTIGIOUS SAINT JAMES PARK Neighborhood. If You Are Seeking EXCLUSIVITY and PRIVACY You'll Appreciate the Nearly 1/3rd Acre of Lusciously Landscaped Grounds Overlooking the Eagle Golf Course Located Near the Clubhouse and THE OAKS World-Class Amenities. OUTSTANDING FEATURES of this Elegant Home are the HURRICANE IMPACT WINDOWS & SLIDING DOORS (Installed 2019 & 2024), NEWER ROOF (2024), and NEWER STAINLESS KITCHEN AIDE APPLIANCES, with Solid-Wood Cabinetry. ELEGANT FEATURES of this Distinctive Home include; Crown Molding, Wainscoting, Wood-Burning Fireplace, Engineered Hardwood and Tile Floors plus a Hidden Wet Bar for Entertaining and Personal Enjoyment. An Abundance of Sunlight Pours through the EXPANSIVE Sliders Mid-Day to Welcome You Home. The Primary Suite is Spacious and Inviting with a Private Dressing Area; Featuring a Walk-In Closet, Dressing Table, Dual Vanities, Private Commode, Soaking Tub and Custom-Tiled Shower. The 2nd Bedroom has its own En-Suite Bathroom and Can Also Serve as a Spacious Den with Closet. Entertaining in Your CLASSIC OVER-SIZED Dining Room is Wonderful for Extended Family and Guests. Once You Step Outside onto the INCREDIBLE SCREENED LANAI (48X20 feet) and Gaze Upon the Luscious Landscaping and Serene View, You Will Realize that this is the Place You Can Call Home! Spectacular Sunsets with Western Exposure Await You on this Lanai Where Dreams Unfold. The Oversized 2- Car Garage has a Charging Station for Electric Car Enthusiasts. THE OAKS Country Club Community is Among One of America’s Healthiest Clubs, having been Awarded Numerous Accolades including: Platinum Club of America, Emerald Club of the World, and Elite Distinguished Club of the World. Members enjoy 3 Restaurants, a Ballroom, a State-of-the-Art Fitness Center, Junior Olympic Heated Community Pool, an Award-Winning Racquets Program with 12 Har-Tru Hydro-Grid Tennis Courts, 4 Pickleball Courts, plus a Croquet Facility and more. The Premier Attractions in THE OAKS are the TWO 18-Hole Championship GOLF courses. Membership is Mandatory; Either Select a Golf or a Social Membership. Located Close to the World Famous Siesta Key Beach and a Short Drive to Downtown Sarasota for World-Class Cultural Entertainment, this Amazing Lifestyle is Awaiting You. Call Today for Your Private Showing. 2 Beds ⋅ 2 Baths ⋅ N6146292 MLS Your OPPORTUNITY to call THE OAKS Country Club home has just become AFFORDABLE! This TURNKEY-FURNISHED ESTATE HOME by Legendary Architect Bo MacEwen, is Located on a Cul De Sac in the PRESTIGIOUS SAINT JAMES PARK Neighborhood. If You Are Seeking EXCLUSIVITY and PRIVACY You'll Appreciate the Nearly 1/3rd Acre of Lusciously Landscaped Grounds Overlooking the Eagle Golf Course Located Near the Clubhouse and THE OAKS World-Class Amenities. OUTSTANDING FEATURES of this Elegant Home are the HURRICANE IMPACT WINDOWS & SLIDING DOORS (Installed 2019 & 2024), NEWER ROOF (2024), and NEWER STAINLESS KITCHEN AIDE APPLIANCES, with Solid-Wood Cabinetry. ELEGANT FEATURES of this Distinctive Home include; Crown Molding, Wainscoting, Wood-Burning Fireplace, Engineered Hardwood and Tile Floors plus a Hidden Wet Bar for Entertaining and Personal Enjoyment. An Abundance of Sunlight Pours through the EXPANSIVE Sliders Mid-Day to Welcome You Home. The Primary Suite is Spacious and Inviting with a Private Dressing Area; Featuring a Walk-In Closet, Dressing Table, Dual Vanities, Private Commode, Soaking Tub and Custom-Tiled Shower. The 2nd Bedroom has its own En-Suite Bathroom and Can Also Serve as a Spacious Den with Closet. Entertaining in Your CLASSIC OVER-SIZED Dining Room is Wonderful for Extended Family and Guests. Once You Step Outside onto the INCREDIBLE SCREENED LANAI (48X20 feet) and Gaze Upon the Luscious Landscaping and Serene View, You Will Realize that this is the Place You Can Call Home! Spectacular Sunsets with Western Exposure Await You on this Lanai Where Dreams Unfold. The Oversized 2- Car Garage has a Charging Station for Electric Car Enthusiasts. THE OAKS Country Club Community is Among One of America’s Healthiest Clubs, having been Awarded Numerous Accolades including: Platinum Club of America, Emerald Club of the World, and Elite Distinguished Club of the World. Members enjoy 3 Restaurants, a Ballroom, a State-of-the-Art Fitness Center, Junior Olympic Heated Community Pool, an Award-Winning Racquets Program with 12 Har-Tru Hydro-Grid Tennis Courts, 4 Pickleball Courts, plus a Croquet Facility and more. The Premier Attractions in THE OAKS are the TWO 18-Hole Championship GOLF courses. Membership is Mandatory; Either Select a Golf or a Social Membership. Located Close to the World Famous Siesta Key Beach and a Short Drive to Downtown Sarasota for World-Class Cultural Entertainment, this Amazing Lifestyle is Awaiting You. Call Today for Your Private Showing. 227 Saint James Park, Osprey/Nokomis
$750,000 This meticulously maintained, beautifully updated, 3 bedroom/plus den, 3 bath end unit in Meridian at The Oaks Preserve, offered turn-key furnished, has everything you could want for elegant, care-free country club living. From the moment you step off your private elevator you will appreciate the quality & care that has been used in making this residence truly special. The kitchen has a breakfast bar, stainless steel appliances, a pantry, beautiful white cabinetry and a breakfast nook. In addition, there is a dining area just off the kitchen, which can accommodate a table for larger, more formal meals. The bathrooms feature premium cabinetry, hardware & tiles. The master bedroom & bath offers a huge walk-in closet, custom double vanity, a large soaking tub & a walk-in shower, making it a luxurious place to unwind after spending a busy day in the sun. Step out to your private balcony to take in the canopy view of the Preserve and out to the Bay & Gulf beyond. The gorgeous sunsets will take your breath away! With so much to offer, including new engineered wood flooring in great room, master bedroom, kitchen & den, onyx flooring in the foyer, two new 4-ton A/C units with remote monitoring, hurricane shutters, climate-controlled storage unit and two covered parking spaces, you must see all this unit has to offer to appreciate it. And, outside the walls of this beautiful condo lies all the things The Oaks Club offers. Take advantage of the Meridian residents-only pool, spa & workout room, or enjoy the Clubside with two championship golf courses, 12 HAR-TRU tennis courts, a junior Olympic pool, tennis and pickle ball courts, state-of-the-art fitness center, and incredible dining experiences. Club membership required. There is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ A4706542 MLS ⋅ 385 BLDG. This meticulously maintained, beautifully updated, 3 bedroom/plus den, 3 bath end unit in Meridian at The Oaks Preserve, offered turn-key furnished, has everything you could want for elegant, care-free country club living. From the moment you step off your private elevator you will appreciate the quality & care that has been used in making this residence truly special. The kitchen has a breakfast bar, stainless steel appliances, a pantry, beautiful white cabinetry and a breakfast nook. In addition, there is a dining area just off the kitchen, which can accommodate a table for larger, more formal meals. The bathrooms feature premium cabinetry, hardware & tiles. The master bedroom & bath offers a huge walk-in closet, custom double vanity, a large soaking tub & a walk-in shower, making it a luxurious place to unwind after spending a busy day in the sun. Step out to your private balcony to take in the canopy view of the Preserve and out to the Bay & Gulf beyond. The gorgeous sunsets will take your breath away! With so much to offer, including new engineered wood flooring in great room, master bedroom, kitchen & den, onyx flooring in the foyer, two new 4-ton A/C units with remote monitoring, hurricane shutters, climate-controlled storage unit and two covered parking spaces, you must see all this unit has to offer to appreciate it. And, outside the walls of this beautiful condo lies all the things The Oaks Club offers. Take advantage of the Meridian residents-only pool, spa & workout room, or enjoy the Clubside with two championship golf courses, 12 HAR-TRU tennis courts, a junior Olympic pool, tennis and pickle ball courts, state-of-the-art fitness center, and incredible dining experiences. Club membership required. There is currently no waiting list for either Golf or Sports/Social membership. 385 N Point Road Unit 301, Osprey/Nokomis
$700,000 Embrace an active lifestyle with comfort and luxury in this beautifully situated residence at Meridian at The Oaks Preserve. Located in Building 5, this lovely condo is just steps from the Meridian residents-only pool, spa, and fitness room, making it easy to start your day with a workout or swim just outside your door. Afterward, you will come home to your condo with secure entry, private elevator and a great floor plan for comfortable living. Offered turn-key furnished, the light-filled interior provides generous storage and has beautiful, open views overlooking the Preserve and pool. With 3 bedrooms, 3 baths, a great room with dining room, kitchen with breakfast nook and a private, screened balcony, there is plenty of room for you and visiting guests to enjoy. As a member of The Oaks, you can take advantage of everything the club has to offer, including two championship golf courses, tennis and pickleball courts, a Junior Olympic community pool, recreational and social events, and incredible culinary options. Located in the heart of South Sarasota the location provides close proximity to the area’s beautiful Gulf beaches, dining and shopping venues and a wide range of cultural and recreational offerings. With its convenient location, inviting floor plan, and resort-style amenities, this is an exceptional opportunity to enjoy the Florida lifestyle at its finest. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ A4705730 MLS ⋅ 3621 BLDG. Embrace an active lifestyle with comfort and luxury in this beautifully situated residence at Meridian at The Oaks Preserve. Located in Building 5, this lovely condo is just steps from the Meridian residents-only pool, spa, and fitness room, making it easy to start your day with a workout or swim just outside your door. Afterward, you will come home to your condo with secure entry, private elevator and a great floor plan for comfortable living. Offered turn-key furnished, the light-filled interior provides generous storage and has beautiful, open views overlooking the Preserve and pool. With 3 bedrooms, 3 baths, a great room with dining room, kitchen with breakfast nook and a private, screened balcony, there is plenty of room for you and visiting guests to enjoy. As a member of The Oaks, you can take advantage of everything the club has to offer, including two championship golf courses, tennis and pickleball courts, a Junior Olympic community pool, recreational and social events, and incredible culinary options. Located in the heart of South Sarasota the location provides close proximity to the area’s beautiful Gulf beaches, dining and shopping venues and a wide range of cultural and recreational offerings. With its convenient location, inviting floor plan, and resort-style amenities, this is an exceptional opportunity to enjoy the Florida lifestyle at its finest. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 3621 N Point Road Unit 403, Osprey/Nokomis
$700,000 Under contract-accepting backup offers. PENTHOUSE WATERFRONT LIVING WITH STUNNING BAY VIEWS! This exceptional sixth-floor residence at Hidden Bay offers expansive views across Little Sarasota Bay and the Intracoastal Waterway, with the Gulf beyond Casey Key in the distance. From the moment you enter, soaring ceilings, tall interior doors, abundant natural light, and water views throughout the main living areas create a bright and inviting sense of space. The spacious great room seamlessly combines living and dining areas and opens to an enclosed waterfront sunroom—an ideal spot to relax, entertain, or simply enjoy breathtaking sunsets over the bay. The kitchen features ALL NEW APPLIANCES, including a side-by-side refrigerator/freezer, microwave, range/oven, and dishwasher, along with a counter-height breakfast bar, pantry storage, and adjoining dining nook. A separate den provides versatile space for a home office, media room, or guest area. The waterfront primary suite is designed to take full advantage of the spectacular views, with a wall of windows and impact sliders opening to the adjacent sunroom. The luxurious en-suite bath features dual vanities, a soaking tub, walk-in shower, water closet, and dedicated makeup vanity, while multiple closets provide generous storage. The second bedroom offers an adjoining bath and walk-in closet. Luxury vinyl flooring extends throughout the bedrooms and den, and a NEW WASHER AND DRYER are conveniently located inside the residence. A private, fully enclosed TWO-CAR GARAGE provides secure parking and additional storage. Furnishings are included, allowing the residence to convey turnkey as presented, or they can be removed according to the buyer’s preference. Hidden Bay is a gated waterfront community offering an impressive array of amenities, including a clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, kayak storage and launch, and a scenic mangrove boardwalk leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay places you conveniently between Sarasota and Venice, with easy access to Gulf beaches, the Legacy Trail, shopping, dining, and the many attractions of Florida’s Gulf Coast. A rare opportunity to enjoy penthouse-level waterfront living, spectacular sunsets, resort-style amenities, and the convenience of a private two-car garage—all in one exceptional Osprey residence. 2 Beds ⋅ 2 Baths ⋅ A4678883 MLS ⋅ Bay Pointe Vista 3 BLDG. Under contract-accepting backup offers. PENTHOUSE WATERFRONT LIVING WITH STUNNING BAY VIEWS! This exceptional sixth-floor residence at Hidden Bay offers expansive views across Little Sarasota Bay and the Intracoastal Waterway, with the Gulf beyond Casey Key in the distance. From the moment you enter, soaring ceilings, tall interior doors, abundant natural light, and water views throughout the main living areas create a bright and inviting sense of space. The spacious great room seamlessly combines living and dining areas and opens to an enclosed waterfront sunroom—an ideal spot to relax, entertain, or simply enjoy breathtaking sunsets over the bay. The kitchen features ALL NEW APPLIANCES, including a side-by-side refrigerator/freezer, microwave, range/oven, and dishwasher, along with a counter-height breakfast bar, pantry storage, and adjoining dining nook. A separate den provides versatile space for a home office, media room, or guest area. The waterfront primary suite is designed to take full advantage of the spectacular views, with a wall of windows and impact sliders opening to the adjacent sunroom. The luxurious en-suite bath features dual vanities, a soaking tub, walk-in shower, water closet, and dedicated makeup vanity, while multiple closets provide generous storage. The second bedroom offers an adjoining bath and walk-in closet. Luxury vinyl flooring extends throughout the bedrooms and den, and a NEW WASHER AND DRYER are conveniently located inside the residence. A private, fully enclosed TWO-CAR GARAGE provides secure parking and additional storage. Furnishings are included, allowing the residence to convey turnkey as presented, or they can be removed according to the buyer’s preference. Hidden Bay is a gated waterfront community offering an impressive array of amenities, including a clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, kayak storage and launch, and a scenic mangrove boardwalk leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay places you conveniently between Sarasota and Venice, with easy access to Gulf beaches, the Legacy Trail, shopping, dining, and the many attractions of Florida’s Gulf Coast. A rare opportunity to enjoy penthouse-level waterfront living, spectacular sunsets, resort-style amenities, and the convenience of a private two-car garage—all in one exceptional Osprey residence. 242 Hidden Bay Drive Unit 602, Osprey/Nokomis
$655,000 Welcome to 700 Shadow Bay Way, an impressive 3-bedroom, 2.5-bath pool home with a den, 3-car garage and more than 2,500 square feet of living space in the highly desirable Woodlands at Rivendell. Set on an oversized corner lot, this spacious home offers a bright, open and functional floor plan with high ceilings, crown molding, a generous great room and a separate dining area ideal for both everyday living and entertaining. The den provides valuable additional space for a home office, library or possible fourth bedroom. The spacious eat-in kitchen offers abundant cabinetry and counter space, a breakfast bar, walk-in pantry and an open connection to the main living areas. The private primary suite includes direct access to the lanai, two walk-in closets and an ensuite bath with dual vanities, soaking tub and separate shower. Step outside to an expansive screened lanai surrounding the pool and spa, with a covered seating area and plenty of room to relax or entertain. Additional highlights include a split-bedroom layout, inside laundry, brick-paver driveway and walkway, mature landscaping and an attached 3-car garage. Rivendell is known for its tree-lined streets, lakes and natural surroundings, with a convenient Osprey location near Pine View School, Oscar Scherer State Park, shopping, dining, Gulf beaches, Venice and Sarasota. A wonderful opportunity to enjoy generous living space, a private pool and the Florida lifestyle in one of Osprey's established communities. 3 Beds ⋅ 3 Baths ⋅ O6442446 MLS Welcome to 700 Shadow Bay Way, an impressive 3-bedroom, 2.5-bath pool home with a den, 3-car garage and more than 2,500 square feet of living space in the highly desirable Woodlands at Rivendell. Set on an oversized corner lot, this spacious home offers a bright, open and functional floor plan with high ceilings, crown molding, a generous great room and a separate dining area ideal for both everyday living and entertaining. The den provides valuable additional space for a home office, library or possible fourth bedroom. The spacious eat-in kitchen offers abundant cabinetry and counter space, a breakfast bar, walk-in pantry and an open connection to the main living areas. The private primary suite includes direct access to the lanai, two walk-in closets and an ensuite bath with dual vanities, soaking tub and separate shower. Step outside to an expansive screened lanai surrounding the pool and spa, with a covered seating area and plenty of room to relax or entertain. Additional highlights include a split-bedroom layout, inside laundry, brick-paver driveway and walkway, mature landscaping and an attached 3-car garage. Rivendell is known for its tree-lined streets, lakes and natural surroundings, with a convenient Osprey location near Pine View School, Oscar Scherer State Park, shopping, dining, Gulf beaches, Venice and Sarasota. A wonderful opportunity to enjoy generous living space, a private pool and the Florida lifestyle in one of Osprey's established communities. 700 Shadow Bay Way, Osprey/Nokomis
$639,000 This exquisite three-bedroom, three-bathroom, PLUS office/den residence by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. This rarely available, waterfront, Savannah model features a sizable great room and intricate tray ceilings, showcasing clean lines, crown molding, and plantation shutters. The gourmet kitchen is a chef's dream with natural gas range, solid wood cabinetry, granite countertops with a coordinating backsplash, and stainless-steel appliances. The breakfast bar and casual dinette offer picturesque water views through a large aquarium window. The desirable split plan affords privacy for family and guests, with an expansive primary bedroom providing a spacious sitting area opening to the lanai, dual walk-in closets, and en-suite bath complete with dual sinks, garden tub, walk-in shower, and water closet. Sliding glass doors lead from the great room to the screen enclosed, covered lanai, with ample space to grill, entertain, and dine. Experience peace of mind as this home has motorized storm shutters, and a 22 KW Generac generator that comes with a transferable warranty until 2028. HVAC 2020 with a 10-year warranty and whole house water softener with reverse osmosis. Low HOA fees include high speed internet, Direct TV streaming, yard maintenance, irrigation, and access to the community amenities inclusive of the heated pool and spa, fitness center, pickleball, basketball, and playground. Conveniently near beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, a variety of waterfront restaurants, and shopping. 3 Beds ⋅ 3 Baths ⋅ A4702490 MLS ⋅ Lee Wetherington BLDG. This exquisite three-bedroom, three-bathroom, PLUS office/den residence by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. This rarely available, waterfront, Savannah model features a sizable great room and intricate tray ceilings, showcasing clean lines, crown molding, and plantation shutters. The gourmet kitchen is a chef's dream with natural gas range, solid wood cabinetry, granite countertops with a coordinating backsplash, and stainless-steel appliances. The breakfast bar and casual dinette offer picturesque water views through a large aquarium window. The desirable split plan affords privacy for family and guests, with an expansive primary bedroom providing a spacious sitting area opening to the lanai, dual walk-in closets, and en-suite bath complete with dual sinks, garden tub, walk-in shower, and water closet. Sliding glass doors lead from the great room to the screen enclosed, covered lanai, with ample space to grill, entertain, and dine. Experience peace of mind as this home has motorized storm shutters, and a 22 KW Generac generator that comes with a transferable warranty until 2028. HVAC 2020 with a 10-year warranty and whole house water softener with reverse osmosis. Low HOA fees include high speed internet, Direct TV streaming, yard maintenance, irrigation, and access to the community amenities inclusive of the heated pool and spa, fitness center, pickleball, basketball, and playground. Conveniently near beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, a variety of waterfront restaurants, and shopping. 649 Crane Prairie Way, Osprey/Nokomis
$625,000 LOCATION, LOCATION, LOCATION! WATERFRONT LIVING AT A PRICE WORTH A CLOSER LOOK! If you’re looking for privacy, panoramic water views, a convenient location, and a gated, resort-style lifestyle with low-maintenance ownership, this waterfront condominium is a must-see. Ideally situated between US 41 and Little Sarasota Bay in the desirable Hidden Bay community, this beautifully upgraded residence offers 3 bedrooms, a den, and 2 full bathrooms, with no building or walkway directly behind the unit for added privacy. The open-concept layout seamlessly connects the kitchen, dining, and living areas. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light. Both the living area and primary suite open to an oversized screened balcony showcasing panoramic views of Little Sarasota Bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets. The well-appointed kitchen features expansive granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom includes a generous walk-in closet and convenient pocket-door access to the second bathroom. A full-size interior laundry room adds everyday convenience. Additional features include elevator access, two parking spaces, including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, roof, pest control, and water. Enjoy gated, resort-style amenities including a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and gathering spaces. Conveniently located between Sarasota and Venice, approximately 6.5 miles from Siesta Key and Nokomis Beach, less than one mile from Bay Street Park and Osprey Dog Park, and close to Legacy Trail Osprey Junction, Casey Key, Oscar Scherer State Park, restaurants, shopping, marinas, golf, and medical services. Whether you’re seeking a full-time residence, vacation home, or lock-and-go retreat, this waterfront condominium combines privacy, expansive water views, resort-style amenities, and a convenient location. Discover the appeal of waterfront living with less day-to-day maintenance. 3 Beds ⋅ 2 Baths ⋅ A4706421 MLS ⋅ Edgewater At Hidden Bay BLDG. LOCATION, LOCATION, LOCATION! WATERFRONT LIVING AT A PRICE WORTH A CLOSER LOOK! If you’re looking for privacy, panoramic water views, a convenient location, and a gated, resort-style lifestyle with low-maintenance ownership, this waterfront condominium is a must-see. Ideally situated between US 41 and Little Sarasota Bay in the desirable Hidden Bay community, this beautifully upgraded residence offers 3 bedrooms, a den, and 2 full bathrooms, with no building or walkway directly behind the unit for added privacy. The open-concept layout seamlessly connects the kitchen, dining, and living areas. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light. Both the living area and primary suite open to an oversized screened balcony showcasing panoramic views of Little Sarasota Bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets. The well-appointed kitchen features expansive granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom includes a generous walk-in closet and convenient pocket-door access to the second bathroom. A full-size interior laundry room adds everyday convenience. Additional features include elevator access, two parking spaces, including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, roof, pest control, and water. Enjoy gated, resort-style amenities including a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and gathering spaces. Conveniently located between Sarasota and Venice, approximately 6.5 miles from Siesta Key and Nokomis Beach, less than one mile from Bay Street Park and Osprey Dog Park, and close to Legacy Trail Osprey Junction, Casey Key, Oscar Scherer State Park, restaurants, shopping, marinas, golf, and medical services. Whether you’re seeking a full-time residence, vacation home, or lock-and-go retreat, this waterfront condominium combines privacy, expansive water views, resort-style amenities, and a convenient location. Discover the appeal of waterfront living with less day-to-day maintenance. 250 Hidden Bay Drive Unit 302, Osprey/Nokomis
$540,000 Virtually Staged. Welcome to Blackburn Point Marina Village, an intimate gated waterfront community of just 19 residences near Sarasota and Casey Key. This beautifully upgraded townhome delivers a relaxed coastal lifestyle with low-maintenance living—without the waterfront price tag. A bright, open floor plan features 9-foot ceilings, plantation shutters, ceiling fans, and new luxury vinyl flooring installed in 2025. The enclosed sunroom adds versatile living space for relaxing, entertaining, or enjoying the Florida sunshine. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, Craft Maid cabinetry, a KitchenAid gas range, LG refrigerator (2023), and wine refrigerator. Enjoy peace of mind with a new roof (2025), water filtration and softener system (2024), tankless water heater, motorized hurricane shutters, epoxy-finished garage floor, and a LiftMaster garage door with camera (2025). The first-floor primary suite provides a private retreat, complete with dual vanities, a soaking tub, and a walk-in shower. Ideally located near Casey Key Marina, Blackburn Point Park, and Casey Key Fish House & Tiki Bar, this home puts boating, waterfront dining, and outdoor recreation close at hand. Community amenities and water and gas service are included, making this an exceptional opportunity to enjoy the Sarasota coastal lifestyle. One or more photo(s) was virtually staged. 3 Beds ⋅ 3 Baths ⋅ W7888943 MLS ⋅ 11 BLDG. Virtually Staged. Welcome to Blackburn Point Marina Village, an intimate gated waterfront community of just 19 residences near Sarasota and Casey Key. This beautifully upgraded townhome delivers a relaxed coastal lifestyle with low-maintenance living—without the waterfront price tag. A bright, open floor plan features 9-foot ceilings, plantation shutters, ceiling fans, and new luxury vinyl flooring installed in 2025. The enclosed sunroom adds versatile living space for relaxing, entertaining, or enjoying the Florida sunshine. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, Craft Maid cabinetry, a KitchenAid gas range, LG refrigerator (2023), and wine refrigerator. Enjoy peace of mind with a new roof (2025), water filtration and softener system (2024), tankless water heater, motorized hurricane shutters, epoxy-finished garage floor, and a LiftMaster garage door with camera (2025). The first-floor primary suite provides a private retreat, complete with dual vanities, a soaking tub, and a walk-in shower. Ideally located near Casey Key Marina, Blackburn Point Park, and Casey Key Fish House & Tiki Bar, this home puts boating, waterfront dining, and outdoor recreation close at hand. Community amenities and water and gas service are included, making this an exceptional opportunity to enjoy the Sarasota coastal lifestyle. One or more photo(s) was virtually staged. 1140 Beachcomber Court Unit 11, Osprey/Nokomis
$529,000 Under contract-accepting backup offers. Short Sale. Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops, marble backsplash, recessed lighting, an undermount sink, and newer Whirlpool appliances. A split floor plan provides privacy with spacious bedrooms, including a primary suite with lanai access, two closets (one walk-in), and a spa-like bath with soaking tub, walk-in shower, and dual quartz vanities. The screened lanai overlooks an inviting pool and spa with a private, tree-lined backdrop. Other highlights include a dedicated laundry room, 2-car garage with new door and opener, newer roof, A/C, and water heater. All improvements and system updates completed in 2020. Last year, the pool was resurfaced and the waterline tile replaced. Additional upgrades include new pool equipment, a saltwater system, and a heater. Low HOA and no CDD. Conveniently located near top-rated schools, Oscar Scherer State Park, shopping, dining, and world-class beaches including Siesta Key, Nokomis, and Venice. 4 Beds ⋅ 2 Baths ⋅ A4704589 MLS Under contract-accepting backup offers. Short Sale. Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops, marble backsplash, recessed lighting, an undermount sink, and newer Whirlpool appliances. A split floor plan provides privacy with spacious bedrooms, including a primary suite with lanai access, two closets (one walk-in), and a spa-like bath with soaking tub, walk-in shower, and dual quartz vanities. The screened lanai overlooks an inviting pool and spa with a private, tree-lined backdrop. Other highlights include a dedicated laundry room, 2-car garage with new door and opener, newer roof, A/C, and water heater. All improvements and system updates completed in 2020. Last year, the pool was resurfaced and the waterline tile replaced. Additional upgrades include new pool equipment, a saltwater system, and a heater. Low HOA and no CDD. Conveniently located near top-rated schools, Oscar Scherer State Park, shopping, dining, and world-class beaches including Siesta Key, Nokomis, and Venice. 583 Pine Ranch East Road, Osprey/Nokomis
$499,999 Under contract-accepting backup offers. Discover the Florida lifestyle you’ve been dreaming of in desirable Osprey! Set on a spacious corner lot in an established and sought-after neighborhood, this exceptional 3-bedroom, 3-full-bath residence offers more than 2,400 sq. ft. of living space and an incredible opportunity to create your own private Gulf Coast retreat. From the moment you arrive, the home’s inviting setting and generous outdoor living potential make an impression. A screen-enclosed swimming pool, fireplace, 2-car garage, and elegant paver driveway set the stage for relaxed Florida living. Inside, generous living spaces include a formal living room, dining room, kitchen and great room, providing room to entertain, gather, and enjoy everyday life. The true luxury is the location. Nestled in Osprey, Florida, between the vibrant communities of Sarasota and Venice, this home places you minutes from Nokomis Beach, boating, fishing, a public boat ramp, and the Intracoastal Waterway. Spend the morning on the water, enjoy an afternoon at the beach, and finish the day with dinner at one of the area's many exceptional restaurants. Shopping, entertainment, cultural attractions, and Gulf Coast recreation are all within easy reach. Located in an established community with A-rated schools, this property offers the ideal combination of space, location, lifestyle, and opportunity. Whether you're searching for a Florida pool home, primary residence, second home, or investment opportunity, this Osprey gem is ready for its next chapter. Come experience the charm of Osprey and imagine the possibilities of making this your own slice of paradise. 3 Beds ⋅ 3 Baths ⋅ O6439571 MLS Under contract-accepting backup offers. Discover the Florida lifestyle you’ve been dreaming of in desirable Osprey! Set on a spacious corner lot in an established and sought-after neighborhood, this exceptional 3-bedroom, 3-full-bath residence offers more than 2,400 sq. ft. of living space and an incredible opportunity to create your own private Gulf Coast retreat. From the moment you arrive, the home’s inviting setting and generous outdoor living potential make an impression. A screen-enclosed swimming pool, fireplace, 2-car garage, and elegant paver driveway set the stage for relaxed Florida living. Inside, generous living spaces include a formal living room, dining room, kitchen and great room, providing room to entertain, gather, and enjoy everyday life. The true luxury is the location. Nestled in Osprey, Florida, between the vibrant communities of Sarasota and Venice, this home places you minutes from Nokomis Beach, boating, fishing, a public boat ramp, and the Intracoastal Waterway. Spend the morning on the water, enjoy an afternoon at the beach, and finish the day with dinner at one of the area's many exceptional restaurants. Shopping, entertainment, cultural attractions, and Gulf Coast recreation are all within easy reach. Located in an established community with A-rated schools, this property offers the ideal combination of space, location, lifestyle, and opportunity. Whether you're searching for a Florida pool home, primary residence, second home, or investment opportunity, this Osprey gem is ready for its next chapter. Come experience the charm of Osprey and imagine the possibilities of making this your own slice of paradise. 453 S Shore Drive, Osprey/Nokomis
$445,000 Nestled above the treetops, this beautiful 3 bedroom, 3 bath condo offers the unique feature of an added office/den, making it truly a place to live, work and play on the gorgeous Gulf Coast of Florida. The updated kitchen combines functionality with beauty. Opening to the great room and dining area, it allows you to visit with your guests as you prepare a meal using all the stainless-steel Kitchen Aid appliances. The breakfast bar is a comfortable place for a causal breakfast or use the adjoining dining area, large enough to accommodate a table for more formal meals. The main living area provides a delightful aesthetic, with new flooring, custom lighting and a soft wall pallet. Add the view of the preserve past the private, screened balcony and you will get the peaceful, easy feeling you associate with luxury living. The quality and beauty of the updates continue throughout the master suite and guest bedrooms, baths and office/den. Even the laundry room is a thing of beauty! There are so many incredible touches (custom paint, ceiling fans, plantation shutters, tray ceilings, and incredible bathrooms to name a few) in this residence, you truly must see it to appreciate all it has to offer! Want to enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all its amenities; two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, state-of-the-art WellFit fitness center, and a wide variety of dining, recreational and social offerings. Club membership is required and there is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ A4706051 MLS ⋅ Meridian Iii BLDG. Nestled above the treetops, this beautiful 3 bedroom, 3 bath condo offers the unique feature of an added office/den, making it truly a place to live, work and play on the gorgeous Gulf Coast of Florida. The updated kitchen combines functionality with beauty. Opening to the great room and dining area, it allows you to visit with your guests as you prepare a meal using all the stainless-steel Kitchen Aid appliances. The breakfast bar is a comfortable place for a causal breakfast or use the adjoining dining area, large enough to accommodate a table for more formal meals. The main living area provides a delightful aesthetic, with new flooring, custom lighting and a soft wall pallet. Add the view of the preserve past the private, screened balcony and you will get the peaceful, easy feeling you associate with luxury living. The quality and beauty of the updates continue throughout the master suite and guest bedrooms, baths and office/den. Even the laundry room is a thing of beauty! There are so many incredible touches (custom paint, ceiling fans, plantation shutters, tray ceilings, and incredible bathrooms to name a few) in this residence, you truly must see it to appreciate all it has to offer! Want to enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all its amenities; two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, state-of-the-art WellFit fitness center, and a wide variety of dining, recreational and social offerings. Club membership is required and there is currently no waiting list for either Golf or Sports/Social membership. 401 N Point Road Unit 303, Osprey/Nokomis
$299,000 Under contract-accepting backup offers. Coastal convenience meets effortless living, just minutes from Siesta Key, America’s #1 beach. Welcome to 4226 Frontier Lane, a beautifully maintained 2-bedroom, 2-bath walk-up condo in the gated community of Bay Street Village, offering exceptional value and an easy Florida lifestyle. Built for peace of mind with hurricane impact windows concrete-block construction. A private ground-level garage provides added convenience and storage. Upstairs, the bright, open-concept floor plan is filled with natural light, creating an inviting space for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, and a spacious walk-in pantry, seamlessly flowing into the dining and living areas. Step out onto your large, screened-in lanai to enjoy peaceful mornings or evening cocktails. The generously sized primary suite offers a walk-in closet and an ensuite bath with dual vanities and a tiled walk-in shower. A second bedroom and full bath provide flexibility for guests, a home office, or additional living space. Ideally located in Osprey, between Sarasota and Venice, you’ll enjoy a quiet, tucked-away setting with shopping, dining, and daily conveniences just minutes away. Bay Street Village residents enjoy resort-style amenities including a heated pool, fitness center, and clubhouse. With reasonable HOA fees covering exterior maintenance, roof, water, sewer, and gated access (and no flood insurance required) this is truly low-maintenance ownership at its best. Perfect as a full-time residence, seasonal escape, or investment opportunity this is Florida living, simplified. 2 Beds ⋅ 2 Baths ⋅ A4687965 MLS ⋅ 4226 BLDG. Under contract-accepting backup offers. Coastal convenience meets effortless living, just minutes from Siesta Key, America’s #1 beach. Welcome to 4226 Frontier Lane, a beautifully maintained 2-bedroom, 2-bath walk-up condo in the gated community of Bay Street Village, offering exceptional value and an easy Florida lifestyle. Built for peace of mind with hurricane impact windows concrete-block construction. A private ground-level garage provides added convenience and storage. Upstairs, the bright, open-concept floor plan is filled with natural light, creating an inviting space for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, and a spacious walk-in pantry, seamlessly flowing into the dining and living areas. Step out onto your large, screened-in lanai to enjoy peaceful mornings or evening cocktails. The generously sized primary suite offers a walk-in closet and an ensuite bath with dual vanities and a tiled walk-in shower. A second bedroom and full bath provide flexibility for guests, a home office, or additional living space. Ideally located in Osprey, between Sarasota and Venice, you’ll enjoy a quiet, tucked-away setting with shopping, dining, and daily conveniences just minutes away. Bay Street Village residents enjoy resort-style amenities including a heated pool, fitness center, and clubhouse. With reasonable HOA fees covering exterior maintenance, roof, water, sewer, and gated access (and no flood insurance required) this is truly low-maintenance ownership at its best. Perfect as a full-time residence, seasonal escape, or investment opportunity this is Florida living, simplified. 4226 Frontier Lane Unit 103, Osprey/Nokomis
$244,900 Under contract-accepting backup offers. TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts, clubhouse, fitness center and saunas in the community bathrooms. HOA includes Water, Sewer Trash and Pest control. Included with the unit is an assigned outdoor carport space and storage closet. Enjoy the natural lighting and privacy this unit greets you with as you walk through the door. The soaring ceilings bring in natural lighting all day. Updated kitchen with newer, barely used modern appliances and updated cabinetry and countertops. Reverse Osmosis Water softener has been installed to provide the top quality water. On the main floor, you will find a light and bright living room that leads to the oversized screened-in private lanai. Enjoy the wildlife whilst sitting up in the mature trees. The dining area also has a breakfast bar for additional entertaining space. Down the hallway you will find the primary bedroom with two closets, balcony access and entrance to the hallway renovated full bathroom. Also on the main floor is a stackable washer and dryer and large storage closet. Take the serial staircase to the secondary bedroom loft with full bathroom and two closets. The oversized closet is ideal for a walk-in or year round storage. The community is full of life and energy, especially in the winter seasons, and with all of the waterfront dining, parks and attractions nearby, you will always have something to do! Conveniently located near shopping, dining, downtown Venice, Sarasota, major roadways and schools. 2 Beds ⋅ 2 Baths ⋅ A4705745 MLS ⋅ 2 BLDG. Under contract-accepting backup offers. TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts, clubhouse, fitness center and saunas in the community bathrooms. HOA includes Water, Sewer Trash and Pest control. Included with the unit is an assigned outdoor carport space and storage closet. Enjoy the natural lighting and privacy this unit greets you with as you walk through the door. The soaring ceilings bring in natural lighting all day. Updated kitchen with newer, barely used modern appliances and updated cabinetry and countertops. Reverse Osmosis Water softener has been installed to provide the top quality water. On the main floor, you will find a light and bright living room that leads to the oversized screened-in private lanai. Enjoy the wildlife whilst sitting up in the mature trees. The dining area also has a breakfast bar for additional entertaining space. Down the hallway you will find the primary bedroom with two closets, balcony access and entrance to the hallway renovated full bathroom. Also on the main floor is a stackable washer and dryer and large storage closet. Take the serial staircase to the secondary bedroom loft with full bathroom and two closets. The oversized closet is ideal for a walk-in or year round storage. The community is full of life and energy, especially in the winter seasons, and with all of the waterfront dining, parks and attractions nearby, you will always have something to do! Conveniently located near shopping, dining, downtown Venice, Sarasota, major roadways and schools. 109 Woodland Place, Osprey/Nokomis
$165,000 Under contract-accepting backup offers. Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events. 2 Beds ⋅ 2 Baths ⋅ A4692490 MLS Under contract-accepting backup offers. Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events. 320 Tropic Drive, Osprey/Nokomis
$159,900 Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living and includes a second sleeping area with a pull out sleeper sofa in the livingroom. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle! 1 Beds ⋅ 1 Baths ⋅ A4708286 MLS ⋅ H BLDG. Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living and includes a second sleeping area with a pull out sleeper sofa in the livingroom. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle! 717 Pine Run Dr. Unit 717, Osprey/Nokomis