274

Longboat Key, FL Condos for Sale

Section Image
  • 5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    /61

    $774,900

    • 3 Beds
    • 3 Baths
    • 1,460 Sq Ft

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

    Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of

    Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
  • 6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    /52

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228

    PRICED BELOW MARKET VALUE AT $499,000 ! Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower & 2nd bathroom with tub. Large, impact resistant

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /33

    $2,345,000

    • 3 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

    Reid Murphy DEVELOPERS REALTY LBK, INC

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    /52

    $774,900 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

    Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A

    Michael Albano, PA COLDWELL BANKER REALTY

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • 4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    /39

    $470,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228

    Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

    Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
  • 4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /49

    $890,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all. This unit also has extra protection as both lanais have electric shutters that

    Debbie Lane RE/MAX ALLIANCE GROUP

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    /28

    $675,000

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft

    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228

    Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo then this is the place for you! Check out these consistently strong revenue numbers: 2023: $55,764, 2024: $54,307.46, 2025: $62,007.40!!! The entrance to this unit is via beautiful pergolas and lush landscaping, which immediately sets the vibe for a tropical

    Michelle Furiato CHARLES RUTENBERG REALTY INC

    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
  • 4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    /30

    $825,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228

    Turnkey furnished and direct Gulf-front, this exceptional ground-floor residence at Turtle Crawl Inn on Longboat Key offers both effortless beachfront living and remarkable, documented rental performance. Residence T-101 has averaged a yearly gross rental income of approximately $90,000 over the past three years, making it a compelling opportunity for investors, seasonal owners, or those seeking

    Roger Pettingell COLDWELL BANKER REALTY

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    /35

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228

    $100,000 PRICE REDUCTION! Refined coastal renovation, waterfront location, deeded beach, pet-friendly, pickleball, tennis, kayaking, boating, and the best of casual island living. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
  • 4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    /57

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4430 Exeter Dr Unit 106, Longboat Key, FL 34228

    Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free

    Bruce Myer COLDWELL BANKER REALTY

    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    /58

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,634 Sq Ft

    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228

    Rarely available, this 7th floor, 3 bedroom, 3 bath condo with perfect east/west views offers total privacy. Relax, unwind, and enjoy the magnificent views of the pristine sandy beach and the blue waters of the Gulf of Mexico from this unit in L ambiance. Turn around to the east and watch the boats on Sarasota Bay, and enjoy the lush fairways of the Longboat Key Golf Club. This well-designed unit

    Reid Murphy DEVELOPERS REALTY LBK, INC

    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
  • 2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    /55

    $855,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228

    Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication,

    Beverly Perez FINE PROPERTIES

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
  • 5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
    /54

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228

    Turnkey-Furnished Longboat Key Condo with Dock Access & Short-Term Rental PotentialExperience the best of coastal living in this beautifully furnished turnkey condo on highly sought-after Longboat Key. Perfect as a personal getaway or an income-producing investment, this residence is one of the rare properties that allows short-term rentals, giving you exceptional flexibility and earning

    Miguel Rosa WAGNER REALTY

    5310 Gulf of Mexico Dr Unit 16, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    /60

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228

    Peek-a-boo Gulf views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis Resort. This Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space and combines comfort, convenience. There are 2 balconies one off the living room and the second off the master bedroom. Watch a game of tennis and enjoy the salt air as you

    Amy Jones COASTAL KEY REALTY LLC

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 1E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1E, Longboat Key, FL 34228
    /52

    $1,450,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 1E, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to this rarely available Seagate direct beachfront residence, where unmatched coastal living meets exceptional convenience. Step from your private terrace straight onto the sand, an experience that truly defines beachfront living. Perfectly situated across from the Publix Bay Isles Shopping Center and just moments from the world-famous

    Ryan Heers COLDWELL BANKER REALTY

    2425 Gulf of Mexico Dr Unit 1E, Longboat Key, FL 34228
  • 1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /40

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Step into a bright, inviting coastal retreat just moments from the sand at Beachplace on Longboat Key. This beautifully furnished first-floor residence in Building 3 offers true walk-down convenience from the private wraparound terrace—an effortless way to enjoy the Gulf-front lifestyle. Designed for comfort and ease, the interior features porcelain tile flooring throughout, plus new impact

    Roger Pettingell COLDWELL BANKER REALTY

    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
    /42

    $995,000

    • 1 Bed
    • 1 Bath
    • 716 Sq Ft

    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228

    A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
  • 4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    /68

    $769,000

    • 2 Beds
    • 2 Baths
    • 1,523 Sq Ft

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    "One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”The only coveted South Marina corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /43

    $1,395,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
    /66

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228

    Sublime Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204 Experience the pinnacle of effortless beachfront living behind the prestigious gates of the Longboat Key Club. This immaculate, fully remodeled 2-bedroom/2-bath residence at Privateer South is offered turnkey furnished, presenting an immediate sanctuary of modern coastal style. Meticulously renovated with longevity in mind,

    Mike Griffin PREFERRED SHORE LLC

    1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
  • 775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    /53

    $1,215,000

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228

    Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive

    Reid Murphy DEVELOPERS REALTY LBK, INC

    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
    /65

    $2,999,999

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228

    Tucked within the private enclave of the Longboat Key Club, this beautifully reimagined penthouse at The Pierre offers an inspired blend of Manhattan sophistication and relaxed coastal charm. This three-bedroom, three-and-a-half-bath residence has been fully renovated to perfection, showcasing a fresh, contemporary design with sleek finishes, designer lighting, and open, airy living spaces that

    Gina Ursini BRISTA REALTY LLC

    455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
  • 1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    /60

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

    The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • 5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
    /52

    $975,000

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228

    Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of luxury, comfort, and high rental potential. Situated within the meticulously maintained Seagrape Inn, this turnkey furnished unit is an investor’s dream, boasting a potential gross annual revenue of $108,000 and a net operating income of $66,000. The Seagrape Inn's lush

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
    /40

    $598,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228

    Exceptional full Bay views, private beach access and kayak launch, and incredible value! This 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular

    Lenore Treiman MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
  • 4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    /37

    $520,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4380 Exeter Dr Unit 202, Longboat Key, FL 34228

    Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly every room offers sparkling water views and a sense of calm that only waterfront living can bring. Perfect for investors or seasonal residents, this home combines desirable updates with a lifestyle that’s hard to beat. Fully updated in 2025, this home blends modern luxury with

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    /26

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or

    Ryan Heers COLDWELL BANKER REALTY

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    /63

    $2,795,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

    Welcome to The Water Club at Longboat Key, where privacy, spaciousness, and resort-style amenities complement the natural beauty of the setting at the edge of the sparkling waters of the Gulf of Mexico. Residents benefit from a semi-private elevator that opens directly into an impressive foyer, offering sweeping views of Sarasota Bay and the city skyline through floor-to-ceiling windows. This

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    /49

    $349,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening

    Dia Wilson MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • 4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    /73

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    IN THE COVETED "B" BUILDING, A STRATEGIC PRICE REFINEMENT NOW POSITIONS THIS EXCEPTIONAL RESIDENCE AS THE MOST COMPELLING OFFERING AT WINDWARD BAY! A BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment

    Debby McCaig COLDWELL BANKER REALTY

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    /5

    $68,500

    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228

    Welcome to Slip #2224 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 7' 8" and a 8.6 ft beam (No T-tops unless collapsible). Enjoy first-class

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
  • 4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
    /78

    $340,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    ~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
  • 6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    /32

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228

    ...shortstories " all the buildings look alike...the photo in picture is of whitney beach condo building ..... Welcome to your private waterfront getaway. This beautifully renovated first floor residence offers tranquil Bay views, easy Bay access and your own boat dock---perfect for boating enthusuasts. Enjoy peaceful water views from the living room and entertainer's kitchen, thoughtfully

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • 545 Sanctuary Dr Unit B204, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B204, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B204, Longboat Key, FL 34228
    /61

    $2,799,000

    • 3 Beds
    • 3 Baths
    • 3,115 Sq Ft

    545 Sanctuary Dr Unit B204, Longboat Key, FL 34228

    Prepare to be wowed by the direct turquoise Gulf views from the oversized wraparound terrace, main living areas and primary bedroom. The chef’s kitchen is open to the main living area and offers state-of-the-art JennAir stainless steel appliances complete with built-in convection and steam ovens, oversized center island, wine refrigeration with storage and breakfast area. The massive primary

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    545 Sanctuary Dr Unit B204, Longboat Key, FL 34228
  • 4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    /53

    $529,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228

    ~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
  • 2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
    /22

    $399,000

    • 2 Beds
    • 1 Bath
    • 695 Sq Ft

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and

    Bruce Myer COLDWELL BANKER REALTY

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • 2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /54

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Wonderful "Manhattan Style" beachfront Condo with sweeping views of Sarasota Bay and views of the Gulf now available at the popular Islander Club on LBK. This gorgeous beachfront renovation was completed 4 years ago and truly shows all the craftmanship that went into the process under the owner's direction. Open kitchen beings the morning light into the room for enjoying your coffee or tea as you

    Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    2295 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
    /50

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 2,298 Sq Ft

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

    Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

    Bruce Myer COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    /43

    $1,675,000

    • 2 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1211 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

    Rarely available north-side corner residence at The Promenade showcases panoramic views of the Gulf of Mexico, Sarasota Bay, white sandy beaches, and the sparkling city skyline. This beautifully designed 2,100 sq. ft. “E” floor plan features two bedrooms plus a den/3rd bedroom (with an en-suite full bath) and three bathrooms, with a spacious split layout that captures natural light and

    Ryan Ackerman COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • 4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    /47

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

    PRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like a single-family home while offering the convenience of maintenance-free island living. With nearly 1,900 square feet, this is the largest floor plan in the community and offers beautiful Sarasota Bay and canal views from the main living areas. The well-designed layout includes a spacious waterfront great

    Debbie McHardy COLDWELL BANKER REALTY

    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

Showing Results 161 - 200, Page 5 of 7

Florida Manatee County Longboat Key

Condos for Sale in Longboat Key, FL

How to Buy a Home How to Finance a Home How to Sell a Home

In Longboat Key, there are currently 274 condos for sale, providing a variety of options for potential buyers. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Longboat Key, FL, and discover your ideal residence.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group