Refine Search
Sort by
455 Longboat Club Road Unit 402, Longboat Key
$2,000,000
3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code
Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront 3BR condo lives much larger than its 2,400+ SF. Nestled behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious: just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its own terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a 4th bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condos are smaller two-bedroom units; few offer this much space at this price. Three guest suites (two 1BR, one 2BR with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access, pet friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key

4330 Falmouth Drive Unit 107, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
First time on the market in 25 years! 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 white 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
$628,000
3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Best value with SRQ Bay Views- 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

5320 Gulf Of Mexico Drive Unit 101, Longboat Key
$999,000
3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code
Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

3060 Grand Bay Boulevard Unit 124, Longboat Key
$1,699,000
2 Beds ⋅ 3 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key

3010 Grand Bay Boulevard Unit 416, Longboat Key
$2,495,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
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
4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
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

4800 Gulf Of Mexico Drive Unit 205, Longboat Key
$759,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
STOP THE CAR...THIS IS THE ONE! Perfectly positioned to capture breathtaking Sarasota Bay views, this spectacularly renovated coastal retreat offers a rare combination of luxury, comfort, and natural beauty in one of Longboat Key's most sought-after waterfront communities. Showcasing exceptional craftsmanship and designer-curated finishes throughout, this stunning two-bedroom residence with an additional Queen Murphy Bed guest accommodation and guest closet has been thoughtfully reimagined to create a truly move-in-ready and turnkey masterpiece. Recent enhancements include brand-new luxury vinyl plank flooring and newly installed electric window blinds, adding both style and convenience to this exceptional home. From the moment you step inside, you'll be captivated by shimmering water views and the seamless blend of elegant interiors and the beauty of the outdoors. The open-concept floor plan is designed for effortless living and entertaining, creating a warm and inviting atmosphere filled with natural light. At the heart of the home, the chef-inspired gourmet kitchen is a showstopper, featuring a spacious granite island, abundant cabinetry, premium finishes, and a welcoming dining area perfect for gathering with family and friends (Dining for 6).  The living room and Florida room serve as front-row seats to some of the most spectacular scenery on Sarasota Bay with an additional formal dining area for 6. Watch playful dolphins glide through the water, spot gentle manatees just offshore, and enjoy the daily parade of coastal birds from your elevated vantage point. Whether savoring a peaceful sunrise with your morning coffee or unwinding beneath moonlit skies reflected across the bay, every day feels like a vacation. The primary suite is a private sanctuary designed for relaxation and renewal. This luxurious retreat features a cozy fireplace, beautifully crafted custom walk-in closet, and an ensuite bath showcasing lavish finishes and thoughtful design. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled resort-like amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits/barbecues throughout the property. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Beyond the community, enjoy easy access to St. Armands Circle, Downtown Sarasota, Bridge Street, Historic Cortez Fishing Village, championship golf courses, world-class dining, boutique shopping, and Sarasota's renowned arts and cultural attractions. Rarely does a residence combine this level of design, comfort, location, and lifestyle. Come discover why this exceptional Windward Bay home is one of the finest offerings ever in the community. STOP THE CAR and schedule your private showing today.

4800 Gulf Of Mexico Drive Unit 205, Longboat Key

6610 Gulf Of Mexico Drive, Longboat Key
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Introducing a rare legacy estate defined by architectural distinction, extraordinary waterfront, and an exceptional sense of privacy. 6610 Gulf of Mexico Drive is the pinnacle of architectural ingenuity designed by world-renowned visionary Carl Abbott, one of the most highly decorated architects in the Florida/Caribbean region. Known for naming his most valued accomplishments, Abbott designated this spectacular residence the “House of Columns”—a remarkable expression of art in architecture inspired by the land and its surrounding natural beauty. Including the adjacent lot at 6630 Gulf of Mexico Drive further enhances the offering, providing the opportunity to construct a guest house or secondary structure—an appealing option for multigenerational living, visiting guests, or staff accommodations. Set along Sarasota’s most coveted barrier island, the property represents a singular convergence of design, landscape, and place—an enduring residential landmark of remarkable presence and provenance. A long, private drive through a dense canopy of palms and native foliage leads to this nearly five-acre peninsula property with expansive bay frontage and exceptional seclusion. Endless expanses of water and sky form a breathtaking backdrop, while the ever-shifting light throughout the day casts the home and acreage in a constantly evolving palette. Designed for multilevel living, the 6,891-square-foot home features the main living structure with separate wings connected by enclosed bridges. Walls of glass dissolve the boundaries between interior and landscape, revealing lush grounds and a brilliant bay panorama that unfolds endlessly toward the horizon. A beautifully crafted pool surrounds nearly half of the home’s exterior and mirrors the tranquil movement of the water beyond. Clean architectural lines, soaring interior volumes, and a thoughtful interplay of solid and transparent forms create a cohesive relationship between the interior and exterior. Ceilings reaching up to 21 feet allow natural light to move freely throughout the home. Every space reveals a considered balance of visual drama and functional design. With every turn, another exquisite detail reveals itself—thoughtfully composed, beautifully nuanced, and presented with quiet grandeur. As daylight fades, exterior lighting transforms the grounds into a resort-like setting, creating an inviting atmosphere where every gathering becomes a memorable experience. A private dock with two lifts provides direct access to the protected shoreline of Sarasota Bay and the Intracoastal Waterway, supporting a seamless boating lifestyle. An elevator serves the home’s multiple levels, while Lutron lighting and automated shades allow the residence to respond intuitively to changing daylight. The owner’s garage provides convenient access to the interior elevator and an additional air-conditioned four-bay garage with a generous workspace brings the total capacity to six vehicles. A whole-home generator provides added continuity and peace of mind. Impeccably maintained by its original owner, the residence reflects an uncommon level of care and stewardship. Estates of this size and caliber, architectural clarity, substantial waterfront, established boating infrastructure, development flexibility, and meticulously maintained condition are exceptionally rare. This impressive property exudes a sense of timelessness and is distinguished by its design, scale, privacy, and extraordinary location.

6610 Gulf Of Mexico Drive, Longboat Key

677 Lands End Drive, Longboat Key
$2,500,000
3 Beds ⋅ 3 Baths ⋅ Lands End SubDv. ⋅ 34228 Zip Code
Nestled on the coveted north end of Longboat Key, this exceptional residence is tucked away on the secluded and private Lands End Drive, one of the island's most treasured addresses. Rich in history, Lands End is celebrated for its maritime heritage, world-class fishing, and preservation of Old Florida charm. With just twelve homes in this exclusive gated enclave, residents enjoy an unparalleled sense of privacy while embracing an effortless waterfront lifestyle. The community offers an impressive collection of amenities, including deep water boat slips on the open bay, a heated swimming pool, tennis and pickleball courts, and maintenance-free living—creating the ideal year-round residence or luxurious seasonal retreat. Surrounded by lush tropical landscaping, the home offers a series of serene outdoor living spaces, private terraces, and a waterfront dock, inviting you to enjoy peaceful mornings, spectacular sunsets, and endless days on the water. Elevated and thoughtfully designed on a single living level, the residence evokes the feeling of a sophisticated treehouse, with tranquil views through a canopy of tropical greenery. Inside, you are greeted with a dramatic great room that features soaring vaulted cedar-lined ceilings and exposed beams creating warmth and architectural character throughout the open-concept floor plan. Designed for both relaxed living and effortless entertaining, the home features three spacious bedrooms, three full baths, and a split floor plan that offers guests their own private wing, with two bedrooms opening directly onto terraces with atrium views. The separate library and a dedicated office, with custom built-in cabinetry, add distinctive character and are ideal for working remotely or pursuing creative passions. The island kitchen invites family gatherings, while the primary suite offers a full wall of windows over the bayou, dual walk-in closets, and additional custom storage. The expansive dual garages provide exceptional storage and accommodate up to four vehicles, with additional space for a golf cart, paddleboards, kayaks, bicycles, and all the essentials for embracing Longboat Key's laid-back coastal lifestyle. With pristine Gulf beaches just a short walk or golf cart ride away, this property offers the rare combination of historic island character, boating convenience, exceptional privacy, and maintenance-free ownership. This remarkable home is more than a residence—it is a sanctuary where every day feels like a vacation.

677 Lands End Drive, Longboat Key

615 Dream Island Place Unit 212, Longboat Key
$1,089,000
2 Beds ⋅ 2 Baths ⋅ Harbour Villa Club At The Bucc SubDv. ⋅ 34228 Zip Code
Enjoy waterfront living in this very special home located in the Harbour Villa Club on Longboat Key. This second-floor end residence offers a truly open and unobstructed view of Sarasota Bay and comes with a deeded boat dock. A wall of impact-rated glass sliders enables you to enjoy the expansive Bay views throughout the open-concept floor plan, including from the living room, dining room, kitchen, and primary bedroom. All windows and sliders are impact-rated. You'll marvel at the stunning experience of sunrise and sunset over the water from this exceptional setting. Offered fully furnished, this residence has been extensively renovated, including the kitchen, wet bar, bathrooms, flooring, closets, and windows, and sliders creating a bright and comfortable coastal retreat. The modern open kitchen features quartz countertops, stainless steel appliances, and a striking tile backsplash, a breakfast bar with extra storage and a pantry closet. The adjoining wet bar adds both function and style for entertaining. The primary suite is generously proportioned with an ensuite bath that has a wall of lighted closets, dual sinks, a walk-in stone-surfaced shower with a rain head, and a separate water closet. An in-unit washer and dryer add convenience for the beach and boating life. A standout feature is the deeded boat dock with a 10,000-pound lift. Ideally positioned for added protection from the open waters of Sarasota Bay, the dock features low-maintenance Trex decking, along with water and electricity. For boating enthusiasts and serious fishing, you are less than 2 miles from Longboat Pass and the Gulf. A dock storage box is included. Harbour Villa Club offers a resort-style life with a stunning bayfront pool and spa, tennis and pickleball courts, boat ramp and kayak storage, all on beautifully maintained, tropical landscaped grounds. This home also includes a reserved covered parking space. There is plenty of guest parking for a second vehicle. There is also a temperature-controlled storage locker and reserved bicycle space for this home. With its waterfront setting, boating, and community amenities, this property offers the best of island living. It is also an attractive investment opportunity, with rentals permitted up to 52 times a year. Owners may also generate additional income by renting out the boat dock, subject to association rules.

615 Dream Island Place Unit 212, Longboat Key

605 Sutton Place Unit 101, Longboat Key
$595,000
2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
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

1916 Harbourside Drive Unit 804, Longboat Key
$1,599,000
4 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
FAIRWAY BAY’S FINEST — WATERFRONT LUXURY " END UNIT " WITH UNPARALLELED VIEWS Experience the ultimate Longboat Key lifestyle in this exceptional, move-in-ready waterfront residence in the prestigious gated Bay Isles community of Fairway Bay. Recently renovated and thoughtfully designed, this stunning 4-bedroom, 3-bath home offers more than 2,750 square feet of beautifully appointed living space, framed by expansive windows and soaring ceilings that invite an abundance of natural light. From nearly every room, enjoy breathtaking panoramic views across Sarasota Bay to the iconic Ringling Bridge and downtown Sarasota. The seamless open-concept design creates an effortless flow between the sophisticated great room with a fireplace, dining room & beautifully appointed kitchen, featuring high-end appliances and exquisite quartz and marble finishes throughout the home. The light-colored wide planked wood floors add great warmth & grounding while the whole family gathers around the kitchen island or wrap-around sectional to enjoy a movie together! Designed for both elegant entertaining and relaxed coastal living, the residence offers two luxurious primary suite options one on the main floor or the panoramic terraced 2nd floor, including a private second-floor retreat that serves as an office or the 4th bedroom enjoying a sunrise terrace with a colorful flowerbox to enhance your relaxation. A versatile lower-level bonus room offers ample space for hosting family and friends or creating a private fitness studio, media room, or game room. The previous owner combined recreation and guest accommodations, furnishing the space with two king beds, an oversized couch, a ping-pong table, and a shuffleboard table. Step onto your private screened terrace and enjoy sweeping views across Sarasota Bay to downtown Sarasota, framed by spectacular sunrises and sunsets. Just steps away, your private dock accommodates a boat up to 40 feet, inviting spontaneous excursions along the Intracoastal Waterway and into the Gulf of Mexico. When it’s time to unwind, Fairway Bay offers an array of resort-style amenities, including access to the private Bay Isles Beach Club, a pool, spa, clubhouse, and tennis and pickleball courts. Scenic walking and biking paths invite outdoor exploration, while convenient kayaking access offers opportunities to discover the area’s abundant coastal wildlife. Enjoy convenient access to your private Bay Isles Beach Club via a pedestrian and bicycle tunnel, allowing you to reach the beach without crossing Gulf of Mexico Drive—just one of the many features this fabulous community offers. You’re also minutes from The Resort at Longboat Key Club, with its golf, restaurants, and marina, and a short drive from St. Armands Circle for exceptional dining, shopping, and art experiences. This is more than a beautiful home—it is a private waterfront retreat offering the very best of Longboat Key living. Simply arrive, unpack and begin enjoying the waterfront luxury lifestyle you deserve.

1916 Harbourside Drive Unit 804, Longboat Key

3488 Mistletoe Lane, Longboat Key
$3,275,000
3 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code
Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and boat dock. Set within an intimate, established enclave there is a difference in this property. It’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.

3488 Mistletoe Lane, Longboat Key

2550 Harbourside Drive Unit 334, Longboat Key
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code
Waterfront. Exquisite Bay Views. Deeded beach access. Bring your contractor and your imagination. This 3 Bedroom, 3 Bathroom, sun-filled unit lives large with over 3000 sqft of living space and wraparound balconies to capture all the magnificent views. Freshly painted and sparkling clean. Updates include a new roof 2025, 2 water heaters (2022), 2 A/C units (2022). Priced below appraised value. Marina Bay is pet-friendly, allowing one pet up to 25 lbs. Boat slips are available for purchase or lease, subject to availability. The Bay Isles Beach Club adds another dimension to island life. This private Gulf-front retreat offers gated entry, parking, restrooms, showers, and shaded seating along a beautiful stretch of sandy beach.Enjoy nearby shopping and exceptional dining. For those seeking additional recreation and social opportunities, optional membership at the Longboat Key Club offers golf, tennis, pickleball, beach club access, marina facilities, spa and wellness amenities, several dining venues, and an active social calendar. Expansive bay views, room to spread out, and access to both boating and the beach create a wonderful opportunity to shape your own Longboat Key lifestyle. Make an appointment today!

2550 Harbourside Drive Unit 334, Longboat Key

600 Sutton Place Unit 101B, Longboat Key
$319,000
1 Beds ⋅ 1 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
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
3 Beds ⋅ 3 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code
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
3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
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

560 Harbor Point Road, Longboat Key
$9,500,000
4 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine, protected water frontage and breathtaking views of the downtown Sarasota skyline. Designed by acclaimed architect Clifford Scholz and meticulously crafted by Murray Homes, this 5,245-square-foot Palladian-style masterpiece pairs timeless architectural symmetry with the ease of true waterfront living. Inside, an exceptional floor plan unfolds across four luxurious bedroom suites and four and a half baths, with a formal living room, private dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. His-and-hers offices offer the flexibility today’s discerning buyer expects, while impeccable millwork and the finest finishes reflect every detail executed to perfection. Expansive waterfront terraces and a redesigned viewing porch frame magical water views from every room. Outside, the water is the star. A private dock with boat lift and kayak launch puts the Gulf and Sarasota Bay within easy reach, with no bridges between you and open water. It is boating the way it was meant to be: quiet, private, and just steps from your back door. As a Bay Isles homeowner, you’ll also enjoy deeded, resident-only access to the Bay Isles Beach Club on the Gulf of Mexico, complete with an on-site attendant, covered gathering and picnic areas, changing rooms, barbecue grills, a volleyball court, and beach accessory storage. Close by are the championship golf, tennis, and dining of the Longboat Key Club, the St. Regis Resort, and the boutiques and restaurants of St. Armands Circle, while a short drive across the causeway brings downtown Sarasota’s acclaimed dining, vibrant arts scene, and beloved Farmers Market. Double-gated privacy. 200 feet of water frontage. Cul-de-sac seclusion. A rare offering in one of Longboat Key’s most prestigious enclaves.

560 Harbor Point Road, Longboat Key

1591 Gulf Of Mexico Drive Unit 618, Longboat Key
$12,500,000
4 Beds ⋅ 6 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
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 fractional 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
3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
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

3060 Grand Bay Boulevard Unit 162, Longboat Key
$1,595,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
From the sixth-floor in Building One at Grand Bay, this Biscayne residence captures sweeping 180-degree views across Sarasota Bay, the golf course and the Gulf of Mexico. The 3-bedroom, 3.5-bath home offers approximately 2,250 square feet, along with an expansive wraparound terrace that makes the most of the views and western sunsets. Private elevator access opens directly into the residence’s foyer and an open, light-filled great room framed by walls of glass. High stepped ceilings add volume, while built-ins provide useful storage and display space. Sliding glass doors extend the living areas onto the terrace, creating an easy connection between indoors and out. The updated kitchen is open to the main living space and features white stone countertops, a generous breakfast bar, streamlined cabinetry and new KitchenAid appliances. The primary suite enjoys terrace access and includes a custom walk-in closet and spacious bath with distinctive tilework, a glass-enclosed walk-in shower, soaking tub, makeup counter and separate water closet. Two additional bedrooms each feature en-suite baths and direct outdoor access, providing comfortable and private accommodation for guests. Important updates include 2 new (2026) air handlers, hurricane shutters, appliances and electric window treatments. Grand Bay offers an exceptional collection of amenities, including two heated pools and spas, a clubhouse, fitness center with saunas, Har-Tru tennis courts and scenic walking paths. Ownership also includes membership in the Bay Isles Beach Club, providing residents with private Gulf Beach access. For those seeking additional golf, tennis, dining and club amenities, membership at the Longboat Key Club is available separately. Boaters will appreciate the convenience of nearby Longboat Key Moorings Marina. Grand Bay is also pet-friendly and welcomes large dogs. With its expansive views, generous outdoor living space and access to some of Longboat Key’s most desirable amenities, this residence offers an easy way to enjoy the best of island living.

3060 Grand Bay Boulevard Unit 162, Longboat Key

1281 Gulf Of Mexico Drive Drive Unit 707, Longboat Key
$3,550,000
3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
Virtually Staged. Experience beachfront living at Water Club II, one of Longboat Key’s premier luxury condominium communities. Located on the seventh floor of the coveted North Tower, this fully renovated residence captures sweeping 180-degree views of the Gulf of Mexico, Sarasota Bay and downtown Sarasota. Eastern and western exposures offer breathtaking sunrises and spectacular Gulf sunsets. Encompassing 3,273 square feet under air and 3,692 total square feet, this three-bedroom residence combines contemporary design, premium finishes and a versatile open floor plan. A private elevator opens into your foyer, introducing expansive living spaces with 10-foot ceilings, large-format white porcelain flooring, custom moldings, automated window shades, designer treatments and architectural lighting. A dramatic turquoise onyx countertop anchors the renovated kitchen, complemented by sleek white Italian cabinetry. Opening directly to the main living area, the kitchen enjoys panoramic water views and connects to multiple dining and entertaining spaces. A breakfast nook, formal dining area, spacious living room and adjacent den provide flexibility for intimate gatherings or large-scale entertaining. The split-bedroom floor plan provides privacy for owners and guests. Occupying its own expansive wing, the primary suite features water views, a generous walk-in closet and separate his-and-hers bathrooms connected by a shared shower. A soaking tub overlooking the Gulf creates a private sanctuary. Two additional bedrooms occupy a separate guest wing, each with an en-suite bathroom and terrace access. With three balconies and water views throughout, the beauty of Longboat Key's coastal landscape is ever-present. Renovated with high-end materials and finishes, the residence features updated mechanical systems, including two air-conditioning units replaced approximately three years ago. Its contemporary design provides a versatile foundation for styles ranging from coastal contemporary to glamorous Art Deco. The seller’s high-end designer furnishings are available for separate purchase, presenting an opportunity for move-in-ready luxury living. Chandeliers are excluded. Two parking spaces near the private elevator offer added convenience. Surrounded by lush, preserved landscaping, Water Club II is celebrated for its privacy, security, full-time concierge services and extensive resort-style amenities. The gated beachfront community features a 17,000-square-foot private clubhouse with a ballroom and gathering spaces ideal for private celebrations and large events. Residents enjoy a resort-style pool, fitness center, tennis courts and private deeded beach access. Separate men’s and women’s locker rooms feature whirlpool spas, saunas and steam rooms, creating a luxurious wellness retreat. Situated on the south end of Longboat Key, Water Club II offers convenient access to Publix, the Longboat Key Club, championship golf, boating and waterfront dining. Nearby St. Armands Circle, Lido Key and downtown Sarasota offer exceptional shopping, acclaimed restaurants, galleries, theaters and cultural attractions. For buyers seeking a fully renovated luxury beachfront condominium on Longboat Key, this seventh-floor residence combines panoramic Gulf and bay views, contemporary interiors, private elevator access and the amenities of an established, full-service luxury community.

1281 Gulf Of Mexico Drive Drive Unit 707, Longboat Key

1920 Harbourside Drive Unit 1003, Longboat Key
$624,900
2 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout. Access to Bay Isles EXCLUSIVE Beach Club right across the street! The main living level is thoughtfully designed for everyday living and entertaining, featuring an open living and dining area complemented by a wood-burning fireplace. The kitchen offers ample space for casual meals and future customization. Large sliders extend the living space to a screened lanai overlooking the bay—an ideal spot to unwind or host guests. Hurricane shutters are already installed, offering added security and peace of mind. Upstairs, two well-proportioned bedroom suites each include private baths and walk-in closets, providing comfort and privacy for owners and guests alike. The primary suite is highlighted by a light-filled bath with an oversized soaking tub with jets and skylights above, creating a relaxing, spa-inspired atmosphere. A versatile loft area with additional skylights offers flexibility for a home office or gym, den, or reading space. On the ground level, an oversized two-car tandem garage delivers exceptional storage and functionality, with room for hobbies or a workshop. Residents of Fairway Bay enjoy a pet-friendly environment, professional on-site management, lushly landscaped walking and biking paths, and a private heated pool. Ownership also includes access to the exclusive Bay Isles Beach Club, a private Gulf-front amenity offering pavilion seating, tropical cabanas, grilling and picnic areas, beach storage, kitchen prep, and private restroom facilities. Ideally situated near the beaches, golf, dining, and shopping of Longboat Key, this townhome presents a rare opportunity to own in one of the island’s most established and desirable communities. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1920 Harbourside Drive Unit 1003, Longboat Key

2800 Harbourside Drive Unit E-21, Longboat Key
$385,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion is a concrete floating dock providing alternate boarding options. The slip is located on the north side of the pier. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, a Mediterranean-style village that includes restaurants, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside & Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association before entering the marina. A current photo must be submitted. Max length of vessel allowed is 58 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-21, Longboat Key

4600 Gulf Of Mexico Drive Unit 301, Longboat Key
$660,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Welcome to Paradise!  Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nearly every room in the house. The bright newly remodeled open concept kitchen has new cabinetry, quartz countertops and a large breakfast bar. You can even catch a sunset from the oversized westerly kitchen window. On the far side of the home is the master suite with an ensuite bath with a walk-in shower and dual sink vanity. The walk-in closet has built-in shelves and is large enough to accommodate the one-year-old stackable washer and dryer. The second bedroom has built in closets and drawers along with a built-in desk making it ideal for guests or a home office. Both bedrooms access the lanai that has an amazing view with its floor to ceiling windows. Additional features in the home include a whole house water filter, hurricane impact windows 2023, HVAC 2021, water heater 2022,microwave and range 2023 and a brand-new refrigerator. This home is extremely spacious and provides ample storage. There are two linen closets, three walk in closets and three sets of custom boudoir built-ins. There is also a ground level private storage room at your assigned under building parking space which happens to be located next to the Elevator. This condo is also located directly across from one of the community pools. Enjoy three beach access points (including one private), 26 acres of tropical surroundings including a 1/2 mile of nature trails, two heated pools, fitness center and sauna, clubhouse, tennis and pickleball courts, boat docks (waitlist) kayak launches, kayak storage and two marinas. You are also just minutes away from championship golf courses, restaurants, shopping, St. Armands Circle, Downtown Sarasota, and Anna Marie Island. This waterfront condo community and its great location has something for everyone to enjoy!

4600 Gulf Of Mexico Drive Unit 301, Longboat Key

2020 Harbourside Drive Unit 442, Longboat Key
$699,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life. Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below. The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring. Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by. The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service deep-water marina amenities. St. Armands Circle is moments away for boutique shopping and acclaimed dining, while downtown Sarasota offers a vibrant extension of the island lifestyle with arts, culture, restaurants, and waterfront attractions. This is a rare opportunity to enjoy a beautifully updated fourth-floor bayfront residence where views, private beach access, resort-style amenities, and the effortless rhythm of Longboat Key living come together.

2020 Harbourside Drive Unit 442, Longboat Key

7094 Longboat Drive E, Longboat Key
$3,249,000
Longboat Key SubDv. ⋅ 34228 Zip Code
A rare opportunity to craft a bespoke waterfront estate on the coveted north end of Longboat Key. Situated on over 11,000 square feet, this exceptional vacant homesite offers sweeping water views overlooking picturesque Jewfish Island, creating a serene and ever-changing coastal backdrop for your future residence. Cleared and ready for your builder, the property invites endless architectural possibilities—from a contemporary coastal retreat to a timeless island classic—designed to capture breathtaking sunsets, early morning sunrises and gentle bay breezes.Tucked away on a quiet street, this prime location offers the perfect balance of privacy and convenience. Enjoy a short stroll to the pristine Gulf beaches, where powdery white sands and turquoise waters define the Longboat Key lifestyle. Equally close are the coastal restaurants of the north end, allowing you to savor waterfront dining, casual cafés, and evening strolls without ever getting in the car. Whether you envision expansive indoor-outdoor living, a resort-style pool and lanai, or a private dock to explore Sarasota Bay and beyond, this homesite provides the canvas to bring your vision to life. Surrounded by natural beauty and neighboring luxury residences, 7049 Longboat Drive N represents an increasingly rare chance to build new on Longboat Key—one of Florida’s most desirable barrier islands. Create your legacy property in a setting defined by tranquility, walkability, and stunning waterfront vistas, all just moments from the Gulf of Mexico. Opportunities like this on Longboat Key’s north end are limited—secure your place and begin designing the extraordinary.

7094 Longboat Drive E, Longboat Key

6840 Longboat Drive S, Longboat Key
$2,398,000
4 Beds ⋅ 4 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Ideally situated at the north end of Longboat Key within the confines of The Preserve of Longbeach rests this stunning modern coastal residence. The tastemaker’s tastemaker who owns this masterpiece has imbued it with a seamless design incorporating an open floorplan where the great room, dining area and kitchen reflect a rare integration of all living space. An immediately accessible covered loggia terrace further expands these spaces, but also belies an astounding outdoor arena that houses a pool, lush landscaping and yet another covered sitting area. The first floor primary suite spaciously allows for King size bedding, a sitting area, access to the aforementioned terrace, and a striking en suite w/soaking tub. A forth bedroom or Den is adjacent to a half bath and full sized utility room. Both upstairs bedrooms come w/en suites and capacious closets. 3 of the 4 bedrooms have direct balcony and/or terrace access. The great room features a fireplace which serves as a focal point of earthiness and ease. Bathed in timeless paint treatments, heirloom modern lighting and fixtures the appointments lend for a spectacular dwelling. Exquisite flooring, custom cabinetry, stone counters and Viking appliances resonate a profoundly less but more aesthetic. A 3 car garage allows for easy maneuverability. A whole house elevator maximizes usage for all. Ideal as a family home, secondary Gulf Coastal residence, part-time rental or whatever your family’s dynamic demands. This very particular stretch of sand, surf and sky offers accessibility to a myriad of dining venues, as charming & kitschy as you’d like, or more refined, boat ramp access and recreational opportunities at your leisure. We await your visit, and anticipate your future legacy within the heart that is this home..

6840 Longboat Drive S, Longboat Key

2800 Harbourside Drive Drive Unit M-10, Longboat Key
$289,000
Bay Isles SubDv. ⋅ 34228 Zip Code
A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2800 Harbourside Drive Drive Unit M-10, Longboat Key

How much is your home worth?

Get instant property value now!