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Newest Homes for Sale in Longboat Key, FL

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  • 2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    /50

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,715 Sq Ft

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228

    A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl

    Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
  • 2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    /39

    $539,000

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228

    Experience the Best of Coastal Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2.5-bath residence offering a perfect blend of comfort, style, and relaxed island living. This spacious two-level layout features an inviting open-concept living and dining area with neutral coastal tones, tile flooring throughout the main level, and seamless access to a private

    Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    /72

    $6,100,000

    • 3 Beds
    • 5 Baths
    • 3,380 Sq Ft

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228

    Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living.

    Bruce Myer COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
  • 2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    /46

    $2,450,000

    • 3 Beds
    • 3.5 Baths
    • 3,083 Sq Ft

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to Marina Bay – the premier condominium within the gated Bay Isles Community on Longboat Key. This exceptional corner residence spans 3,578 sq ft of sunlit, sophisticated living, and shares it fourth floor lobby with only one other unit. The large, updated kitchen/dining room features extra-large windows allowing for an unobstructed view of Sarasota Bay. Exquisite floor-to-ceiling

    Steven Weiss REDFIN CORPORATION

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    /17

    $300,000

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228

    A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. Club membership is not required. 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 marina village that

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
  • 1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    /41

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

    Welcome to Emerald Pointe South in the gated Bay Isles community on Longboat Key. This well-maintained residence offers a light and open floor plan with spacious living and dining areas, ideal for everyday living and entertaining. Sliding glass doors provide abundant natural light and lead to a private screened lanai overlooking lush tropical landscaping.The kitchen features ample cabinetry,

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
  • 561 Birdie Ln, Longboat Key, FL 34228
    561 Birdie Ln, Longboat Key, FL 34228
    561 Birdie Ln, Longboat Key, FL 34228
    /49

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,256 Sq Ft

    561 Birdie Ln, Longboat Key, FL 34228

    This mid-canal gem in the heart of the prestigious Country Club Shores perfectly balances immediate enjoyment with future possibilities. Whether you are looking for a private boating retreat, a "saltwater lake house," or a high-performing seasonal rental investment, this 3-bedroom, 3-bathroom block construction home delivers “all of the above”, and boasts an oversized lot! The residence is

    Mairead Smialek COLDWELL BANKER REALTY

    561 Birdie Ln, Longboat Key, FL 34228
  • 531 Wedge Ln, Longboat Key, FL 34228
    531 Wedge Ln, Longboat Key, FL 34228
    531 Wedge Ln, Longboat Key, FL 34228
    /28

    $2,599,999 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,751 Sq Ft

    531 Wedge Ln, Longboat Key, FL 34228

    A seamless blend of refined design and waterfront living defines this beautifully updated canal-front residence in Country Club Shores. Expanded from its original ranch design, the home offers approximately 2,700+ square feet of thoughtfully curated space, featuring four bedrooms, including dual primary suites on both the first and second levels—an ideal layout for guests or multi-generational

    Kerry McCarthy COLDWELL BANKER REALTY

    531 Wedge Ln, Longboat Key, FL 34228
  • 554 Spanish Dr S, Longboat Key, FL 34228
    554 Spanish Dr S, Longboat Key, FL 34228
    554 Spanish Dr S, Longboat Key, FL 34228
    /72

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    554 Spanish Dr S, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club waterfront community and your new home! All new, beautifully updated in this light-and-bright villa. Fully renovated after the hurricanes. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa with carpeting in bedrooms. The new kitchen boasts stainless steel appliances, white quartz

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    554 Spanish Dr S, Longboat Key, FL 34228
  • 842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    /58

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    842 Bayport Way Unit 842, Longboat Key, FL 34228

    Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This first floor corner residence brings added natural light and extra privacy, giving the feeling of a private home with the ease of low maintenance living. The open layout includes a spacious eat-in kitchen, a primary bedroom with office space,

    Rosemarie McKee COLDWELL BANKER REALTY

    842 Bayport Way Unit 842, Longboat Key, FL 34228
  • 1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    /47

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 2,180 Sq Ft

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

    Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

    Bruce Myer COLDWELL BANKER REALTY

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    /45

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,410 Sq Ft

    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228

    Gulf-front living takes on a refined sense of scale in this beautifully renovated residence at The Pierre, an intimate waterfront community of just 66 residences set behind the gates of the Longboat Key Club. With 2,400+ sq. ft. of thoughtfully updated living space, the residence offers a seamless blend of comfort, style and presence in one of the island’s most desirable locations. From the

    Bruce Myer COLDWELL BANKER REALTY

    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
  • 3610 Bayou Cir, Longboat Key, FL 34228
    3610 Bayou Cir, Longboat Key, FL 34228
    3610 Bayou Cir, Longboat Key, FL 34228
    /85

    $2,400,000

    • 3 Beds
    • 3.5 Baths
    • 3,192 Sq Ft

    3610 Bayou Cir, Longboat Key, FL 34228

    Welcome to The Bayou section of beautiful Bay Isles. Tucked away from the hustle and bustle of daily life, this double-gated community, a collection of 126 homes, is the perfect place to be on Longboat Key. The pavered front circular drive delivers you to the elevated double-door entrance. Step inside and prepare to be delighted by the neutral palate throughout and an abundance of natural light.

    Mike Prisco MICHAEL SAUNDERS & COMPANY

    3610 Bayou Cir, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    /51

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

    Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, furnished two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features

    Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • 1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    /60

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228

    Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located

    Bruce Meyer MICHAEL SAUNDERS & COMPANY

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
  • 806 Bayport Way Unit 806, Longboat Key, FL 34228
    806 Bayport Way Unit 806, Longboat Key, FL 34228
    806 Bayport Way Unit 806, Longboat Key, FL 34228
    /79

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    806 Bayport Way Unit 806, Longboat Key, FL 34228

    Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 477-8383

    806 Bayport Way Unit 806, Longboat Key, FL 34228
  • 7149 Longboat Dr N, Longboat Key, FL 34228
    7149 Longboat Dr N, Longboat Key, FL 34228
    7149 Longboat Dr N, Longboat Key, FL 34228
    /47

    $2,595,000

    • 4 Beds
    • 3 Baths
    • 3,230 Sq Ft

    7149 Longboat Dr N, Longboat Key, FL 34228

    Fully Renovated in Coveted Longbeach Village, This Waterfront Retreat Captures the Rare Blend of Old Longboat Key Charm and Like-New Coastal Luxury...Extensively Overhauled From Top to Bottom, the Residence Showcases a Refined Interior, a Stunning Floating Staircase Connecting the Levels, a Newly Added True Fourth Bedroom on the First Floor, and a Spacious Second Floor Chef’s Kitchen Appointed

    Bo Fuller FULLER GROUP

    7149 Longboat Dr N, Longboat Key, FL 34228
  • 6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    /41

    $399,000

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228

    If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready.What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm:

    Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
  • 510 Bowsprit Ln, Longboat Key, FL 34228
    510 Bowsprit Ln, Longboat Key, FL 34228
    510 Bowsprit Ln, Longboat Key, FL 34228
    /80

    $4,600,000 Open House 4/12

    • 5 Beds
    • 6.5 Baths
    • 4,389 Sq Ft

    510 Bowsprit Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to this renovated waterfront luxury retreat in the highly sought-after Country Club Shores on Longboat Key. From the moment you arrive to this 5 bedroom 6.5 bathroom almost 4,400 sqft home sitting on nearly 1⁄4 acre, the home’s striking curb appeal, tropical landscaping, and circular paver driveway set the tone for what awaits inside.

    Kaisen Mitchell COLDWELL BANKER REALTY

    510 Bowsprit Ln, Longboat Key, FL 34228
  • 605 Sutton Place Unit 201, Longboat Key, FL 34228
    605 Sutton Place Unit 201, Longboat Key, FL 34228
    605 Sutton Place Unit 201, Longboat Key, FL 34228
    /46

    $619,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    605 Sutton Place Unit 201, Longboat Key, FL 34228

    This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The

    Melissa Rodocker RE/MAX ALLIANCE GROUP

    605 Sutton Place Unit 201, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    /69

    $409,000

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

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228

    Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated.Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there

    Michael Yawitz MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
  • 4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    /61

    $739,000 Open Sat 9AM - 12PM

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

    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    GORGEOUS BAYFRONT PENTHOUSE VIEWS Nestled in the heart of a vibrant Longboat Key Community, this stunning two-bedroom, two-bathroom condo offers unparralled water views of Sarasota bay, creating a great backdrop for both sunrises and sunsets. Step inside and be captivated by the breathtaking scenery and spacious design that blends coastal living with sophistication. Beautifully renovated with new

    Marcela Terrell COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • 3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    /57

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    Start living the Longboat Key lifestyle from day one in this furnished coastal condominium at Beach Harbor Club with serene bay views. This spacious two bedroom, two bath residence is ideally located in a sought after beach to bay community along Gulf of Mexico Drive.Positioned on the second floor with convenient elevator access, the residence is filled with natural light and offers a

    Pam Bailey COLDWELL BANKER REALTY

    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • 3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    /25

    $397,000

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated for 2025 with a brand-new HVAC system and water heater, giving you total peace of mind. Standing out as a unique residence that is

    Sarah Wampler REDFIN CORPORATION

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • 3030 Grand Bay Blvd Unit 384, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 384, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 384, Longboat Key, FL 34228
    /45

    $1,699,000

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3030 Grand Bay Blvd Unit 384, Longboat Key, FL 34228

    Perched on the eighth floor of Grand Bay’s Building 3, this updated Cayman residence captures sweeping Gulf-to-bay views that stretch across the Harbourside Golf Course, Sarasota Bay, downtown skyline, and the Gulf of Mexico. With more than 2,500 square feet of interior living space and multiple terraces, the residence offers a refined blend of comfort, flexibility, and panoramic scenery in one

    Roger Pettingell COLDWELL BANKER REALTY

    3030 Grand Bay Blvd Unit 384, Longboat Key, FL 34228
  • 6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228
    6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228
    6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228
    /43

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,287 Sq Ft

    6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228

    Beautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private beach across the way, this 2nd floor island retreat is located in a charming Gulf-to-Bay community, nestled between the azure blue water of the Gulf of Mexico and serene Bishops Bayou, where Manatees & Dolphins play. This lovely 2nd level end-unit features an open floor plan, enhanced by a gorgeous designer

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    6800 Gulf of Mexico Dr Unit 184, Longboat Key, FL 34228
  • 616 Lyons Ln, Longboat Key, FL 34228
    616 Lyons Ln, Longboat Key, FL 34228
    616 Lyons Ln, Longboat Key, FL 34228
    /47

    $1,175,000

    • 2 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    616 Lyons Ln, Longboat Key, FL 34228

    Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil

    Steve Barthelemy ROOST REALTY INC.

    616 Lyons Ln, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
    /39

    $1,700,000

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

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228

    Amazing and Unobstructed 14th Floor Gulf and Beach Views! This is the perfectly remodeled unit you've been waiting for, with stunning sky views! Open floor plan, tile floors throughout, gorgeous open kitchen, and split bedroom floor plan. Just move right in and enjoy the views and amenities. The building has been completely remodeled. New roof, new windows, new railings, new pool, new storage

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
  • 3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
    /67

    $1,195,000

    • 3 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228

    Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual

    Bruce Myer COLDWELL BANKER REALTY

    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
  • 3481 Bayou Sound, Longboat Key, FL 34228
    3481 Bayou Sound, Longboat Key, FL 34228
    /2

    $2,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,391 Sq Ft

    3481 Bayou Sound, Longboat Key, FL 34228

    More pictures coming soon. Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found.Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier

    Hugo Gagliardi LUXIO REAL ESTATE LLC

    3481 Bayou Sound, Longboat Key, FL 34228
  • 803 Bayport Way Unit 803, Longboat Key, FL 34228
    803 Bayport Way Unit 803, Longboat Key, FL 34228
    803 Bayport Way Unit 803, Longboat Key, FL 34228
    /62

    $775,000 Open House 4/12

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    803 Bayport Way Unit 803, Longboat Key, FL 34228

    Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This tastefully renovated second-floor unit

    Alexis Smith-Frady COMPASS FLORIDA LLC

    803 Bayport Way Unit 803, Longboat Key, FL 34228
  • 1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    /41

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    Coveted Southern exposure offering morning sun with a very tropical feel over looking the Longboat Key Club golf course. With palm trees and beautifully landscaped grounds right outside your windows and privacy on your balcony. Featuring two bedrooms and two bathrooms, this spacious residence is open and airy with a beautifully updated kitchen, bathrooms and impact windows, this is the largest

    Maggie Hicks COLDWELL BANKER REALTY

    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • 2120 Harbourside Dr Unit 623, Longboat Key, FL 34228
    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228
    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228
    /35

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228

    Step into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay residence, where every detail has been thoughtfully reimagined. A charming private lanai and seating area welcome you before entering the unit, setting the tone for relaxed waterfront living. Inside, an open-concept layout seamlessly blends the kitchen, dining, and living spaces, creating a bright, airy

    Ryan Ackerman COLDWELL BANKER REALTY

    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228
  • 604 Spanish Dr N Unit 148, Longboat Key, FL 34228
    604 Spanish Dr N Unit 148, Longboat Key, FL 34228
    604 Spanish Dr N Unit 148, Longboat Key, FL 34228
    /47

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft

    604 Spanish Dr N Unit 148, Longboat Key, FL 34228

    Longboat Key waterfront lifestyle at its finest is now yours to discover. We are proud to present this stunning, fully renovated waterfront two-bedroom, two-bathroom freestanding villa-arguably a premier location within the Spanish Main Yacht Club. Situated in the middle of the north shore of serene Lake Spanish Main, it provides breathtaking views in every direction. The effortless waterfront

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    604 Spanish Dr N Unit 148, Longboat Key, FL 34228
  • 3427 Winding Oaks Dr Unit 14, Longboat Key, FL 34228
    3427 Winding Oaks Dr Unit 14, Longboat Key, FL 34228
    3427 Winding Oaks Dr Unit 14, Longboat Key, FL 34228
    /49

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,555 Sq Ft

    3427 Winding Oaks Dr Unit 14, Longboat Key, FL 34228

    Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota’s coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey

    Carolyn Donnelly COLDWELL BANKER REALTY

    3427 Winding Oaks Dr Unit 14, Longboat Key, FL 34228
  • 3636 Fair Oaks Place, Longboat Key, FL 34228
    3636 Fair Oaks Place, Longboat Key, FL 34228
    3636 Fair Oaks Place, Longboat Key, FL 34228
    /59

    $3,800,000

    • 5 Beds
    • 4.5 Baths
    • 3,463 Sq Ft

    3636 Fair Oaks Place, Longboat Key, FL 34228

    PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let’s start with some bullet points: DIRECT BAY BIG,BIG,BIG WATER VIEW. PRIVACY. 5BED/4.5BATH HOME. ELEVATOR. ALL NEW- DOCK WITH 16,000 LB. LIFT, ROOF, SKYLIGHTS, GUTTERS, OPERATIONAL WINDOWS, DOORS, SHUTTERS (FOR BAYFRONT FIXED WINDOWS), TRAVERTINE POOL DECK, GUNITE POOL SURFACE, FENCE, LANDSCAPING, EXTERIOR PAINT. The work

    Cindy Schatzle COLDWELL BANKER REALTY

    3636 Fair Oaks Place, Longboat Key, FL 34228
  • 7030 Poinsetta Ave, Longboat Key, FL 34228
    7030 Poinsetta Ave, Longboat Key, FL 34228
    7030 Poinsetta Ave, Longboat Key, FL 34228
    /62

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    7030 Poinsetta Ave, Longboat Key, FL 34228

    Discover your slice of paradise in this cozy and character-filled home in the sought-after historic neighborhood of Longbeach Village on north end of Longboat Key. This beautifully turnkey furnished home with an updated metal roof, new impact windows, new cabinetry and appliances, has been lovingly restored to retain its historic character and warmth, yet provide modern conveniences. This

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    7030 Poinsetta Ave, Longboat Key, FL 34228
  • 1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
    /82

    $679,000

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

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228

    Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers

    Michael Renick MANGROVE REALTY ASSOCIATES

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
  • 536 Ketch Ln, Longboat Key, FL 34228
    536 Ketch Ln, Longboat Key, FL 34228
    536 Ketch Ln, Longboat Key, FL 34228
    /80

    $2,895,000

    • 3 Beds
    • 3 Baths
    • 2,960 Sq Ft

    536 Ketch Ln, Longboat Key, FL 34228

    Welcome to an extraordinary south Longboat Key canal front estate in Country Club Shores, located 2 in from Sarasota Bay on a lushly landscaped 1/3 acre lot, where luxury and tranquility come together in perfect harmony. This residence is the ultimate sanctuary, blending refined modern design and extraordinary finishings with the serenity of its picturesque surroundings. Untouched by recent

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    536 Ketch Ln, Longboat Key, FL 34228
  • 4955 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    4955 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    4955 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /61

    $5,650,000

    • 3 Beds
    • 3.5 Baths
    • 3,122 Sq Ft

    4955 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the

    Reid Murphy DEVELOPERS REALTY LBK, INC

    4955 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 12

Florida Manatee County Longboat Key

Newest Listings for Sale in Longboat Key, FL

Frequently Asked Questions

What is the average home price in Longboat Key, FL?
Homes for sale in Longboat Key, FL have an average home price of $2,046,238.
Are home prices dropping in Longboat Key?
Yes, home prices in Longboat Key are down 24% in the last 12 months.
How many homes have sold over the last 12 months in Longboat Key, FL?
442 homes have sold in Longboat Key, FL over the last 12 months.
What are the most popular zip codes in Longboat Key, FL?
The most popular zip codes in Longboat Key, FL include 34228, 34210, 34207, 34243 and 34202.
How much do you need to make to afford a house in Longboat Key?
The median home price in Longboat Key is $1,150,000. If you put a 20% down payment of $230,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $5,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $248K a year to afford the median home price in Longboat Key. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Longboat Key, FL?
Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Booker Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 102 days on the market compared to the national average of 55 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,000,000, down 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,000,000
Median Single Family Sale Price
$1,812,500
Median Townhouse Sale Price
$1,090,000
Median 2 Bedroom Sale Price
$739,000
Median 1 Bedroom Sale Price
$459,500
Average Price Per Sq Ft
$769
Number of Homes for Sale
429
Last 12 months Home Sales
442
Months of Supply
11.60
Median List Price
$1,150,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-17%
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