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5655 Gulf Of Mexico Drive Unit A104, Longboat Key

Exceptional Gulf-front living awaits in this beautifully updated condo at Cedars West, where breathtaking views of the Gulf of Mexico and spectacular sunsets are part of everyday life. Park right outside your front door and step into this residence featuring neutral diagonal tile flooring throughout and thoughtfully designed spaces. The welcoming foyer offers a tucked away built-in office complete with file cabinets and shelving, creating a convenient workspace. Gourmet, custom kitchen is a standout, showcasing stunning countertops and backsplash, a wine cooler, two-drawer dishwasher, Fisher & Paykel counter-depth refrigerator, stackable washer and dryer, pantry, and abundant storage. Opened to the spacious great room, the kitchen creates an ideal setting for entertaining and everyday living, with a wall of sliders leading to the screened lanai overlooking the pool and the beautiful Gulf beyond. The primary bedroom features a walk-in closet and its own sliders to the lanai, while the ensuite bath offers an oversized shower and a thoughtfully designed vanity area that can be closed off for privacy, allowing two people to get ready comfortably at the same time. Cedars West residents enjoy a heated and cooled pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike storage. Best of all, the pristine Gulf beach is just steps away. Enjoy watching manatees and dolphins, spotting sea turtle tracks along the shore, collecting shells, or simply relaxing while taking in the unforgettable sunsets. A new metal roof is currently being installed with no assessments to owners. The condo also features a new A/C system in 2025, and a hot water heater installed in 2026. This unit has never been a rental, only used by owner and their family for past 23 years, it is in pristine condition! One of the few complexes on Longboat Key offering a two-week minimum rental policy, Cedars West also welcomes owners with large pets. Enjoy a short walk to excellent restaurants, pubs, and shopping. Enjoy the Art Festival and shops on St Armands Circle a few minutes down the Key. Some furnishings may be available for purchase outside of the contract. If you are looking for a beautifully updated Gulf-front retreat where you can skip the renovations and immediately enjoy the best of Longboat Key living, this is a must see!

2 Beds ⋅ 2 Baths ⋅ A4713065 MLS ⋅ A BLDG.

Exceptional Gulf-front living awaits in this beautifully updated condo at Cedars West, where breathtaking views of the Gulf of Mexico and spectacular sunsets are part of everyday life. Park right outside your front door and step into this residence featuring neutral diagonal tile flooring throughout and thoughtfully designed spaces. The welcoming foyer offers a tucked away built-in office complete with file cabinets and shelving, creating a convenient workspace. Gourmet, custom kitchen is a standout, showcasing stunning countertops and backsplash, a wine cooler, two-drawer dishwasher, Fisher & Paykel counter-depth refrigerator, stackable washer and dryer, pantry, and abundant storage. Opened to the spacious great room, the kitchen creates an ideal setting for entertaining and everyday living, with a wall of sliders leading to the screened lanai overlooking the pool and the beautiful Gulf beyond. The primary bedroom features a walk-in closet and its own sliders to the lanai, while the ensuite bath offers an oversized shower and a thoughtfully designed vanity area that can be closed off for privacy, allowing two people to get ready comfortably at the same time. Cedars West residents enjoy a heated and cooled pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike storage. Best of all, the pristine Gulf beach is just steps away. Enjoy watching manatees and dolphins, spotting sea turtle tracks along the shore, collecting shells, or simply relaxing while taking in the unforgettable sunsets. A new metal roof is currently being installed with no assessments to owners. The condo also features a new A/C system in 2025, and a hot water heater installed in 2026. This unit has never been a rental, only used by owner and their family for past 23 years, it is in pristine condition! One of the few complexes on Longboat Key offering a two-week minimum rental policy, Cedars West also welcomes owners with large pets. Enjoy a short walk to excellent restaurants, pubs, and shopping. Enjoy the Art Festival and shops on St Armands Circle a few minutes down the Key. Some furnishings may be available for purchase outside of the contract. If you are looking for a beautifully updated Gulf-front retreat where you can skip the renovations and immediately enjoy the best of Longboat Key living, this is a must see!

5655 Gulf Of Mexico Drive Unit A104, Longboat Key

4700 Gulf Of Mexico Drive Unit 305, Longboat Key

$705,000

Welcome to your new home at Windward Bay, where sweeping panoramic views of Sarasota Bay, sophisticated modern finishes, and exceptional resort-style amenities come together to create your extraordinary coastal retreat. Perfectly positioned on the third floor, your turnkey furnished, two-bedroom residence captures breathtaking bay views from nearly every room. From rainbows to dolphins, from rafts of white pelicans to pods of frolicking dolphins, from the pink and blue shades of a coastal sunrise to the orange clouds of sunset, you’ll have a front-row seat to the ever-changing beauty of nature. Beautifully remodeled with today’s most desired finishes, your new residence features luxury rigid-core wood-look plank flooring, elegant crown molding, nature-inspired bath tiles, and an inviting open concept design that seamlessly connects the kitchen, dining and great room. The beautifully appointed chef’s kitchen showcases white quartz countertops, crisp white wood cabinetry with soft-close features, stainless steel appliances, a stylish tile backsplash, and a spacious breakfast bar ideal for casual dining and entertaining. Both bedrooms offer spectacular bay views through expansive sliding glass doors with integrated blinds, creating a peaceful connection to the surrounding coastal landscape. Your primary suite is a private sanctuary complete with an elegantly remodeled en-suite bathroom featuring dual vanities, stone-floored shower, and seamless glass enclosure. And you’ll love the spacious, walk-in California-style closet. Extensive improvements provide modern comfort and peace of mind, including PGT hurricane-impact windows (2019), a new air-conditioning system (2020), updated electrical, remote-controlled Hunter Douglas window treatments, an ecobee wireless thermostat, and an interior utility closet with a new washer and dryer. Additional conveniences include assigned under-building parking and a private storage closet full of everything you’ll need for a day at the beach. Set along the beautiful shores of Sarasota Bay, the recently renovated (2022/2023) Windward Bay complex is a waterfront community of just 151 residences offering new roofs and walkways, and an impressive collection of amenities. Boating enthusiasts will appreciate 28 first-come, first-served boat slips available for lease at just $30 per month, along with kayak storage, two kayak launches, and fish-cleaning stations. An easy three-minute walk to the uncrowded public access point, or a five-minute walk to the HOA’s deeded beach access point just across Gulf of Mexico Drive make enjoying the Gulf’s pristine beaches effortless. Residents also enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, sauna, recently remodeled clubhouse with kitchen and library, barbecue grills, fire pits, outdoor dining areas, active community social committee and approximately half a mile of scenic walking paths. On-site management adds another layer of convenience. Ideally located near championship golf courses, marinas, waterfront dining, boutique shopping, St. Armands Circle, downtown Sarasota, and the vibrant new St. Regis Longboat Key Resort, this residence places the very best of island living within easy reach. Pet-friendly policies allow two pets weighing up to 75 pounds, while flexible rental opportunities, with a one-month minimum and up to two rentals annually, add investment appeal.

2 Beds ⋅ 2 Baths ⋅ A4712758 MLS ⋅ 4700 BLDG.

Welcome to your new home at Windward Bay, where sweeping panoramic views of Sarasota Bay, sophisticated modern finishes, and exceptional resort-style amenities come together to create your extraordinary coastal retreat. Perfectly positioned on the third floor, your turnkey furnished, two-bedroom residence captures breathtaking bay views from nearly every room. From rainbows to dolphins, from rafts of white pelicans to pods of frolicking dolphins, from the pink and blue shades of a coastal sunrise to the orange clouds of sunset, you’ll have a front-row seat to the ever-changing beauty of nature. Beautifully remodeled with today’s most desired finishes, your new residence features luxury rigid-core wood-look plank flooring, elegant crown molding, nature-inspired bath tiles, and an inviting open concept design that seamlessly connects the kitchen, dining and great room. The beautifully appointed chef’s kitchen showcases white quartz countertops, crisp white wood cabinetry with soft-close features, stainless steel appliances, a stylish tile backsplash, and a spacious breakfast bar ideal for casual dining and entertaining. Both bedrooms offer spectacular bay views through expansive sliding glass doors with integrated blinds, creating a peaceful connection to the surrounding coastal landscape. Your primary suite is a private sanctuary complete with an elegantly remodeled en-suite bathroom featuring dual vanities, stone-floored shower, and seamless glass enclosure. And you’ll love the spacious, walk-in California-style closet. Extensive improvements provide modern comfort and peace of mind, including PGT hurricane-impact windows (2019), a new air-conditioning system (2020), updated electrical, remote-controlled Hunter Douglas window treatments, an ecobee wireless thermostat, and an interior utility closet with a new washer and dryer. Additional conveniences include assigned under-building parking and a private storage closet full of everything you’ll need for a day at the beach. Set along the beautiful shores of Sarasota Bay, the recently renovated (2022/2023) Windward Bay complex is a waterfront community of just 151 residences offering new roofs and walkways, and an impressive collection of amenities. Boating enthusiasts will appreciate 28 first-come, first-served boat slips available for lease at just $30 per month, along with kayak storage, two kayak launches, and fish-cleaning stations. An easy three-minute walk to the uncrowded public access point, or a five-minute walk to the HOA’s deeded beach access point just across Gulf of Mexico Drive make enjoying the Gulf’s pristine beaches effortless. Residents also enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, sauna, recently remodeled clubhouse with kitchen and library, barbecue grills, fire pits, outdoor dining areas, active community social committee and approximately half a mile of scenic walking paths. On-site management adds another layer of convenience. Ideally located near championship golf courses, marinas, waterfront dining, boutique shopping, St. Armands Circle, downtown Sarasota, and the vibrant new St. Regis Longboat Key Resort, this residence places the very best of island living within easy reach. Pet-friendly policies allow two pets weighing up to 75 pounds, while flexible rental opportunities, with a one-month minimum and up to two rentals annually, add investment appeal.

4700 Gulf Of Mexico Drive Unit 305, Longboat Key

4430 Exeter Drive Unit M108, Longboat Key

$549,900

SELLER WANTS IT SOLD NOW! Panoramic Sarasota Bay Harbor view! Enjoy a spacious END Unit with open floor plan, elegant Tommy Bahama-inspired interiors, spacious enclosed lanai, walk-in closet, and convenient in-unit washer and dryer. Just steps from the heated pool, this beautifully maintained home offers the perfect blend of island simplicity and casual elegance. INCOME ALREADY IN PLACE! Seasonal lease secured from mid-January through the end of April, generating $16,000 in rental income! Enjoy Longboat Harbour's outstanding amenities: private gated beach club with parking, restrooms, indoor showers and beach storage, four heated pools, tennis and pickleball, spacious fitness center, banquet hall, art room, kayak and paddleboard storage, and boat docks for power and sailboats up to 34 feet (approximately $500 annual fee). One assigned covered parking space included. A rare opportunity to own a furnished waterfront retreat with immediate rental income, spectacular views, and resort-style amenities at an exceptional price. Seller is motivated – bring your offer!

2 Beds ⋅ 2 Baths ⋅ A4712905 MLS ⋅ M BLDG.

SELLER WANTS IT SOLD NOW! Panoramic Sarasota Bay Harbor view! Enjoy a spacious END Unit with open floor plan, elegant Tommy Bahama-inspired interiors, spacious enclosed lanai, walk-in closet, and convenient in-unit washer and dryer. Just steps from the heated pool, this beautifully maintained home offers the perfect blend of island simplicity and casual elegance. INCOME ALREADY IN PLACE! Seasonal lease secured from mid-January through the end of April, generating $16,000 in rental income! Enjoy Longboat Harbour's outstanding amenities: private gated beach club with parking, restrooms, indoor showers and beach storage, four heated pools, tennis and pickleball, spacious fitness center, banquet hall, art room, kayak and paddleboard storage, and boat docks for power and sailboats up to 34 feet (approximately $500 annual fee). One assigned covered parking space included. A rare opportunity to own a furnished waterfront retreat with immediate rental income, spectacular views, and resort-style amenities at an exceptional price. Seller is motivated – bring your offer!

4430 Exeter Drive Unit M108, Longboat Key

$5,500,000

Under Construction. **EXCEPTIONAL NEW CONSTRUCTION OPPORTUNITY IN COUNTRY CLUB SHORES ON LONGBOAT KEY!** Discover an extraordinary coastal residence thoughtfully designed to combine modern luxury, architectural sophistication, and the relaxed elegance of island living. Situated on an expansive 17,549-square-foot homesite, this exceptional two-story residence offers approximately 4,360 square feet of air-conditioned living space, five bedrooms, generous gathering areas, and beautifully designed spaces for everyday living and entertaining. The thoughtfully conceived first floor features an impressive great room, spacious dining area, and open-concept kitchen with a large center island, creating a natural gathering place for family and guests. The expansive primary suite offers a private retreat with a luxurious bath and generous walk-in closets. A dedicated bonus room provides flexibility for a private office, media room, bedroom, or additional entertaining space. Upstairs, three additional bedrooms are complemented by a spacious gathering room, an additional living area, and access to a rooftop deck and private balcony, providing wonderful opportunities to enjoy the Florida sunshine and coastal breezes. Designed with outdoor living in mind, the residence features a covered lanai, outdoor kitchen area, and planned pool and deck, creating an inviting setting for relaxing or entertaining throughout the year. The home's distinctive contemporary architecture, generous windows, and thoughtfully arranged living spaces reflect a refined approach to modern coastal living. Located in the desirable Country Club Shores neighborhood of Longboat Key, this exceptional residence offers convenient access to the island's beautiful Gulf beaches, boating opportunities, championship golf, waterfront dining, and the world-class shopping and cultural attractions of nearby St. Armands Circle and downtown Sarasota. **A remarkable opportunity to experience the best of Longboat Key living in a beautifully designed new coastal residence.**

5 Beds ⋅ 5 Baths ⋅ A4712796 MLS ⋅ Outrigger BLDG.

Under Construction. **EXCEPTIONAL NEW CONSTRUCTION OPPORTUNITY IN COUNTRY CLUB SHORES ON LONGBOAT KEY!** Discover an extraordinary coastal residence thoughtfully designed to combine modern luxury, architectural sophistication, and the relaxed elegance of island living. Situated on an expansive 17,549-square-foot homesite, this exceptional two-story residence offers approximately 4,360 square feet of air-conditioned living space, five bedrooms, generous gathering areas, and beautifully designed spaces for everyday living and entertaining. The thoughtfully conceived first floor features an impressive great room, spacious dining area, and open-concept kitchen with a large center island, creating a natural gathering place for family and guests. The expansive primary suite offers a private retreat with a luxurious bath and generous walk-in closets. A dedicated bonus room provides flexibility for a private office, media room, bedroom, or additional entertaining space. Upstairs, three additional bedrooms are complemented by a spacious gathering room, an additional living area, and access to a rooftop deck and private balcony, providing wonderful opportunities to enjoy the Florida sunshine and coastal breezes. Designed with outdoor living in mind, the residence features a covered lanai, outdoor kitchen area, and planned pool and deck, creating an inviting setting for relaxing or entertaining throughout the year. The home's distinctive contemporary architecture, generous windows, and thoughtfully arranged living spaces reflect a refined approach to modern coastal living. Located in the desirable Country Club Shores neighborhood of Longboat Key, this exceptional residence offers convenient access to the island's beautiful Gulf beaches, boating opportunities, championship golf, waterfront dining, and the world-class shopping and cultural attractions of nearby St. Armands Circle and downtown Sarasota. **A remarkable opportunity to experience the best of Longboat Key living in a beautifully designed new coastal residence.**

500 Outrigger Lane, Longboat Key

5055 Gulf Of Mexico Drive Unit 315, Longboat Key

$775,000

Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases annually. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

2 Beds ⋅ 2 Baths ⋅ A4711810 MLS ⋅ 1 BLDG.

Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases annually. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

5055 Gulf Of Mexico Drive Unit 315, Longboat Key

$685,000

Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

2 Beds ⋅ 2 Baths ⋅ A4712272 MLS ⋅ 831 BLDG.

Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key

2110 Harbourside Drive Unit 548, Longboat Key

$999,000

Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

3 Beds ⋅ 3 Baths ⋅ A4712643 MLS ⋅ Atrium BLDG.

Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key

$795,000

Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a soon to come fully renovated Clubhouse, boat ramp, private wide boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

2 Beds ⋅ 2 Baths ⋅ A4709872 MLS ⋅ D BLDG.

Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a soon to come fully renovated Clubhouse, boat ramp, private wide boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key

360 Gulf Of Mexico Drive Unit 333, Longboat Key

$1,575,000

Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

3 Beds ⋅ 4 Baths ⋅ A4708503 MLS ⋅ 3 BLDG.

Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key

$20,000,000

A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

7 Beds ⋅ 8 Baths ⋅ A4711956 MLS

A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

40 Lighthouse Point Drive, Longboat Key

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

$19,995,000

Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

3 Beds ⋅ 5 Baths ⋅ A4688225 MLS ⋅ Armand BLDG.

Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

1932 Harbourside Drive Unit 242, Longboat Key

$539,000

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

2 Beds ⋅ 2 Baths ⋅ A4711469 MLS ⋅ Fairway Bay 1 BLDG.

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key

1241 Gulf Of Mexico Drive Unit 506, Longboat Key

$3,750,000

Watch the winter sun melt into the Gulf from one of the most sought-after positions at The Water Club. Residence 506 sits in the South Tower on an even-numbered stack. This side catches the season’s best sunsets over the Gulf of Mexico and looks out over the Water Club’s own pool, gardens plus the beaches and water of the Gulf. Those who know Longboat Key want The Water Club. Those who know The Water Club want an even-numbered residence in the South Tower. Inside, a complete top-to-bottom renovation finished in 2025 makes the residence feel brand new. The designer kitchen is the centerpiece, with stone counters, premium appliances, a wine refrigerator and eat-in space. It opens to the living and dining areas, and a wet bar sets the stage for sunset entertaining. All three bathrooms have been fully remodeled. New porcelain tile, updated trim and crown molding, modern lighting and fresh paint run throughout the 2,650 square feet. A whole-home Lutron system sets the mood room by room with the touch of a button. Beyond your door, The Water Club delivers a true resort lifestyle on the Gulf. Amenities include a beachfront pool and spa, Har-Tru tennis courts, a fitness center with saunas and locker rooms, an elegant clubhouse, a library and private event spaces, all within a gated community with 24-hour security and attentive staff. Whether it’s your full-time home or a seasonal escape, Residence 506 is Gulf-front living in the Water Club at its finest.

3 Beds ⋅ 3 Baths ⋅ A4711589 MLS ⋅ South Tower BLDG.

Watch the winter sun melt into the Gulf from one of the most sought-after positions at The Water Club. Residence 506 sits in the South Tower on an even-numbered stack. This side catches the season’s best sunsets over the Gulf of Mexico and looks out over the Water Club’s own pool, gardens plus the beaches and water of the Gulf. Those who know Longboat Key want The Water Club. Those who know The Water Club want an even-numbered residence in the South Tower. Inside, a complete top-to-bottom renovation finished in 2025 makes the residence feel brand new. The designer kitchen is the centerpiece, with stone counters, premium appliances, a wine refrigerator and eat-in space. It opens to the living and dining areas, and a wet bar sets the stage for sunset entertaining. All three bathrooms have been fully remodeled. New porcelain tile, updated trim and crown molding, modern lighting and fresh paint run throughout the 2,650 square feet. A whole-home Lutron system sets the mood room by room with the touch of a button. Beyond your door, The Water Club delivers a true resort lifestyle on the Gulf. Amenities include a beachfront pool and spa, Har-Tru tennis courts, a fitness center with saunas and locker rooms, an elegant clubhouse, a library and private event spaces, all within a gated community with 24-hour security and attentive staff. Whether it’s your full-time home or a seasonal escape, Residence 506 is Gulf-front living in the Water Club at its finest.

1241 Gulf Of Mexico Drive Unit 506, Longboat Key

2600 Harbourside Dr Unit N-09, Longboat Key

$225,000

Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

A4711170 MLS

Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

2600 Harbourside Dr Unit N-09, Longboat Key

$1,249,000

Move right into this serene, spacious and furnished Longboat Key one-level villa, with its tastefully renovated interiors and new (2025) tile roof. This beautiful home offers 3 bedrooms, 2.5 baths, 2,487 square ft of updated interior space, with approximately 800 additional square feet including the expansive two-level lanai and deck overlooking a peaceful pond. No detail has been spared. The gracious living room and dining room, accented by a contemporary crystal chandelier and long-plank porcelain flooring, lead into the great room and kitchen. White quartz countertops and soaring ceilings highlight the chef's open kitchen, which is conveniently positioned so you can converse with friends and family in the adjacent the great room. The great room is centered around a fireplace, wine and coffee bar, and entertainment center. Mood LED lighting enhances the ambiance of the space. Both the great room and primary bedroom have automated blinds and sliding doors that open to the spacious hardy plank screened lanai. The primary ensuite bath features double vanities, a rainforest shower with wall jets, 10-jet jacuzzi soaking tub and custom lighting. Two more bedrooms with Jack & Jill bathroom outfitted with tub and shower, and a sophisticated powder room complete the home. This home provides ample storage, with 8 closets, a laundry room, and a two car garage with additional storage shelves and epoxy flooring. Imagine grilling outdoors while you relax on your shaded, screened lanai and enjoy the peaceful water views. Living in Bay Isles you will enjoy a true resort lifestyle with access to the community pool just a few steps away, deeded access to the nearby private Bay Isles beach club on the Gulf, optional golf, tennis or social membership in the Longboat Key Club, a marina, and miles of scenic paths for walking and cycling--all in a gated, maintenance free community. You are only minutes from the Longboat Key Club with its 45 holes of golf and Gulf side resort pool, the Longboat Key Tennis center, and a short drive to the shops, restaurants and cultural attractions of St. Armand's and Sarasota. Simply move in, unpack and enjoy your Longbboat life.

3 Beds ⋅ 3 Baths ⋅ A4706315 MLS

Move right into this serene, spacious and furnished Longboat Key one-level villa, with its tastefully renovated interiors and new (2025) tile roof. This beautiful home offers 3 bedrooms, 2.5 baths, 2,487 square ft of updated interior space, with approximately 800 additional square feet including the expansive two-level lanai and deck overlooking a peaceful pond. No detail has been spared. The gracious living room and dining room, accented by a contemporary crystal chandelier and long-plank porcelain flooring, lead into the great room and kitchen. White quartz countertops and soaring ceilings highlight the chef's open kitchen, which is conveniently positioned so you can converse with friends and family in the adjacent the great room. The great room is centered around a fireplace, wine and coffee bar, and entertainment center. Mood LED lighting enhances the ambiance of the space. Both the great room and primary bedroom have automated blinds and sliding doors that open to the spacious hardy plank screened lanai. The primary ensuite bath features double vanities, a rainforest shower with wall jets, 10-jet jacuzzi soaking tub and custom lighting. Two more bedrooms with Jack & Jill bathroom outfitted with tub and shower, and a sophisticated powder room complete the home. This home provides ample storage, with 8 closets, a laundry room, and a two car garage with additional storage shelves and epoxy flooring. Imagine grilling outdoors while you relax on your shaded, screened lanai and enjoy the peaceful water views. Living in Bay Isles you will enjoy a true resort lifestyle with access to the community pool just a few steps away, deeded access to the nearby private Bay Isles beach club on the Gulf, optional golf, tennis or social membership in the Longboat Key Club, a marina, and miles of scenic paths for walking and cycling--all in a gated, maintenance free community. You are only minutes from the Longboat Key Club with its 45 holes of golf and Gulf side resort pool, the Longboat Key Tennis center, and a short drive to the shops, restaurants and cultural attractions of St. Armand's and Sarasota. Simply move in, unpack and enjoy your Longbboat life.

2352 Harbour Oaks Drive, Longboat Key

4370 Chatham Drive Unit 102, Longboat Key

$389,000

"REDUCED" Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

2 Beds ⋅ 2 Baths ⋅ A4711042 MLS ⋅ G BLDG.

"REDUCED" Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

4370 Chatham Drive Unit 102, Longboat Key

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

$2,670,000

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1 Beds ⋅ 2 Baths ⋅ A4710215 MLS ⋅ Champagne BLDG.

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

4330 Falmouth Drive Unit 107, Longboat Key

$399,000

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

2 Beds ⋅ 2 Baths ⋅ A4710255 MLS ⋅ 4330 BLDG.

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key

2110 Harbourside Drive Unit 523, Longboat Key

$599,900

Best value with SRQ Bay Views in Bay Isles- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

3 Beds ⋅ 2 Baths ⋅ A4709314 MLS ⋅ Fairway Bay BLDG.

Best value with SRQ Bay Views in Bay Isles- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key

3010 Grand Bay Boulevard Unit 416, Longboat Key

$2,495,000

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3 Beds ⋅ 4 Baths ⋅ A4709822 MLS ⋅ Building 4 BLDG.

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

415 L Ambiance Drive Unit PH-F, Longboat Key

$12,995,000

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

4 Beds ⋅ 4 Baths ⋅ A4709596 MLS ⋅ South Building BLDG.

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

$775,000

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, ideally in an elevated community near the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the ideal place to live. This location is within proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping and all amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, barbecue area, bike racks and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while offering flexibility to enjoy your beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

2 Beds ⋅ 2 Baths ⋅ A4709622 MLS ⋅ A BLDG.

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, ideally in an elevated community near the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the ideal place to live. This location is within proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping and all amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, barbecue area, bike racks and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while offering flexibility to enjoy your beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

775 Longboat Club Rd, 1008-1007, Longboat Key

$5,500,000

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format cinca porcelain stoneware flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club.

4 Beds ⋅ 4 Baths ⋅ A4708946 MLS ⋅ Beaches Of Longboat Key BLDG.

An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format cinca porcelain stoneware flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club.

775 Longboat Club Rd, 1008-1007, Longboat Key

2151 Gulf Of Mexico Drive Unit 4, Longboat Key

$4,100,000

Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six acres of Longboat Key beachfront. Fully furnished and designer-decorated, this coastal retreat encompasses approximately 3,800 square feet with 4 bedrooms, 3.5 baths and a home office. A private elevator opens to the foyer, introducing interiors appointed with marble floors, crown molding and tray ceilings. Views of palms, the pool pavilion and the open Gulf frame the living and dining spaces. The kitchen features a gas cooktop, double wall ovens and an adjoining butler’s pantry with a wet bar and wine refrigerator. Gulf-front balconies extend the living areas outdoors, including a summer kitchen with a built-in grill. The primary suite features a private balcony entrance, a walk-in closet and a spa bath with a jetted tub and walk-in shower. Each additional bedroom also includes a walk-in closet. A private two-car garage and storage locker complete the residence. With its limited number of residences, expansive grounds and 24-hour gated security, En Provence offers an exceptional sense of privacy. The pet-friendly community features a heated pool and spa, beach access with chair and umbrella service, a clubhouse with social and dining rooms, and a fitness center. Enjoy a secluded beachfront lifestyle just minutes from St. Armands Circle, Longboat Key Club golf and Sarasota’s dining and culture.

4 Beds ⋅ 4 Baths ⋅ A4708570 MLS ⋅ 2151 BLDG.

Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six acres of Longboat Key beachfront. Fully furnished and designer-decorated, this coastal retreat encompasses approximately 3,800 square feet with 4 bedrooms, 3.5 baths and a home office. A private elevator opens to the foyer, introducing interiors appointed with marble floors, crown molding and tray ceilings. Views of palms, the pool pavilion and the open Gulf frame the living and dining spaces. The kitchen features a gas cooktop, double wall ovens and an adjoining butler’s pantry with a wet bar and wine refrigerator. Gulf-front balconies extend the living areas outdoors, including a summer kitchen with a built-in grill. The primary suite features a private balcony entrance, a walk-in closet and a spa bath with a jetted tub and walk-in shower. Each additional bedroom also includes a walk-in closet. A private two-car garage and storage locker complete the residence. With its limited number of residences, expansive grounds and 24-hour gated security, En Provence offers an exceptional sense of privacy. The pet-friendly community features a heated pool and spa, beach access with chair and umbrella service, a clubhouse with social and dining rooms, and a fitness center. Enjoy a secluded beachfront lifestyle just minutes from St. Armands Circle, Longboat Key Club golf and Sarasota’s dining and culture.

2151 Gulf Of Mexico Drive Unit 4, Longboat Key

$595,000

Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking Sarasota Bay views. Offering 2 bedrooms, 2 bathrooms, and 1,148 square feet of thoughtfully redesigned living space, this residence captures sweeping water views from every room. Rarely available, a corner unit of this caliber offers an extraordinary opportunity to enjoy effortless waterfront living and explore the natural beauty of Longboat Key. Transformed with exceptional attention to detail, this light-filled home combines elevated finishes, soothing coastal palette, and an airy open-concept layout to create the ultimate coastal retreat. Luxury wood and tile accents compliment the redesigned interior, while the showcase kitchen features stunning water views, quartz countertops, European-style soft-close cabinetry, stainless steel appliances, stylish wine bar, and breakfast bar. Hurricane-impact windows and sliding glass doors provide peace of mind while framing waterfront vistas. The luxurious primary suite serves as an elevated retreat with bay views, custom walk-in wardrobe, and beautifully renovated en suite bath. The guest bedroom features wall-to-wall custom closet organization, while both bathrooms have been tastefully remodeled with designer tile-work, upgraded vanities, and premium fixtures. Additional improvements include luxury tile throughout, updated electrical and plumbing systems, new interior doors and hardware, recessed lighting, updated light fixtures and ceiling fans, new sinks, toilets, shelving, and custom closet systems. Extending the living space, the spacious Florida room is enclosed by floor-to-ceiling hurricane-impact sliding glass doors, creating a seamless connection between indoors and the spectacular waterfront setting. Perfectly positioned just steps from the bayfront heated community pool and marina, Sutton Place offers a Gulf Coast lifestyle that is truly unmatched. Residents enjoy exclusive private beach access directly across Gulf of Mexico Drive, complete with restrooms, showers, and convenient beach storage. Additional amenities include two sparkling swimming pools, affordable resident-only boat dockage with boat slips available on an as-available basis, an electric kayak launch and storage, and clubhouse. Thoughtfully improved for comfort, reliability, and peace of mind, the community has completed extensive improvements, including new roofs throughout, fresh exterior paint, and a resurfaced pool. The property has experienced no hurricane damage or flooding, and the community has successfully passed its milestone inspection with 10-year certification. The monthly HOA fee includes hazard, hurricane, and flood insurance, and reserves have been fully funded, adding another layer of financial reassurance for owners. An assigned covered parking space is conveniently located directly in front of the residence. Whether you're seeking a full-time residence, seasonal escape, or waterfront getaway, this impeccably renovated Sutton Place condominium delivers an exceptional combination of modern coastal luxury, thoughtful improvements, resort-style amenities, and the coveted Longboat Key lifestyle.

2 Beds ⋅ 2 Baths ⋅ A4709101 MLS ⋅ 605 BLDG.

Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking Sarasota Bay views. Offering 2 bedrooms, 2 bathrooms, and 1,148 square feet of thoughtfully redesigned living space, this residence captures sweeping water views from every room. Rarely available, a corner unit of this caliber offers an extraordinary opportunity to enjoy effortless waterfront living and explore the natural beauty of Longboat Key. Transformed with exceptional attention to detail, this light-filled home combines elevated finishes, soothing coastal palette, and an airy open-concept layout to create the ultimate coastal retreat. Luxury wood and tile accents compliment the redesigned interior, while the showcase kitchen features stunning water views, quartz countertops, European-style soft-close cabinetry, stainless steel appliances, stylish wine bar, and breakfast bar. Hurricane-impact windows and sliding glass doors provide peace of mind while framing waterfront vistas. The luxurious primary suite serves as an elevated retreat with bay views, custom walk-in wardrobe, and beautifully renovated en suite bath. The guest bedroom features wall-to-wall custom closet organization, while both bathrooms have been tastefully remodeled with designer tile-work, upgraded vanities, and premium fixtures. Additional improvements include luxury tile throughout, updated electrical and plumbing systems, new interior doors and hardware, recessed lighting, updated light fixtures and ceiling fans, new sinks, toilets, shelving, and custom closet systems. Extending the living space, the spacious Florida room is enclosed by floor-to-ceiling hurricane-impact sliding glass doors, creating a seamless connection between indoors and the spectacular waterfront setting. Perfectly positioned just steps from the bayfront heated community pool and marina, Sutton Place offers a Gulf Coast lifestyle that is truly unmatched. Residents enjoy exclusive private beach access directly across Gulf of Mexico Drive, complete with restrooms, showers, and convenient beach storage. Additional amenities include two sparkling swimming pools, affordable resident-only boat dockage with boat slips available on an as-available basis, an electric kayak launch and storage, and clubhouse. Thoughtfully improved for comfort, reliability, and peace of mind, the community has completed extensive improvements, including new roofs throughout, fresh exterior paint, and a resurfaced pool. The property has experienced no hurricane damage or flooding, and the community has successfully passed its milestone inspection with 10-year certification. The monthly HOA fee includes hazard, hurricane, and flood insurance, and reserves have been fully funded, adding another layer of financial reassurance for owners. An assigned covered parking space is conveniently located directly in front of the residence. Whether you're seeking a full-time residence, seasonal escape, or waterfront getaway, this impeccably renovated Sutton Place condominium delivers an exceptional combination of modern coastal luxury, thoughtful improvements, resort-style amenities, and the coveted Longboat Key lifestyle.

605 Sutton Place Unit 101, Longboat Key

600 Sutton Place Unit 101B, Longboat Key

$312,000

Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

1 Beds ⋅ 1 Baths ⋅ C7531576 MLS ⋅ 600 BLDG.

Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

600 Sutton Place Unit 101B, Longboat Key

2550 Harbourside Drive Unit 333, Longboat Key

$1,395,000

Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

3 Beds ⋅ 3 Baths ⋅ A4708474 MLS ⋅ Marina Bay Building 3 BLDG.

Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

2550 Harbourside Drive Unit 333, Longboat Key

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$2,995,000

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

3 Beds ⋅ 4 Baths ⋅ A4707766 MLS ⋅ Building 1 BLDG.

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

$12,500,000

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

4 Beds ⋅ 6 Baths ⋅ A4701288 MLS ⋅ Champagne BLDG.

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

$1,175,000

Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3 Beds ⋅ 3 Baths ⋅ A4707833 MLS ⋅ Building E BLDG.

Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

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