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Longboat Key, FL Homes for Sale with Acreage

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  • 600 Sutton Place Unit 101, Longboat Key, FL 34228
    600 Sutton Place Unit 101, Longboat Key, FL 34228
    600 Sutton Place Unit 101, Longboat Key, FL 34228
    /53

    $399,000

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The

    Agent Photo

    Jill Baldwin

    MARINA PARK REALTY LLC

    (941) 207-2895

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • 4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
    4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
    4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
    /48

    $650,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    4320 Falmouth Dr Unit 301, Longboat Key, FL 34228

    Experience true Bay-to-Gulf living with exclusive access to Sarasota Bay and the Longboat Key Beach through the private gated beach club just steps away! This beautifully fully renovated 2-bedroom and 2-bathroom top-floor end-unit condo in the highly desirable Longboat Harbour community combines modern updates, comfortable living spaces, and stunning water views from almost every room. Whether

    Agent Photo

    Kevin Tai

    PREFERRED SHORE LLC

    (941) 207-0454

    4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
    /45

    $590,000 Open House 12/07

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

    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228

    ****What do a disco ball and the ocean have in common? They both sparkle in the light, and so will you when you make this magical gem your new home. Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. The front of this condo faces east, overlooking

    Agent Photo

    Meredith Van Vaals

    COLDWELL BANKER REALTY

    (941) 220-0872

    2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
  • 1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    /33

    $495,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

    Alie Espinoza EATON REALTY

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
    415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
    415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
    /99

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,822 Sq Ft

    415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of America sunsets and Sarasota Bay panoramas. Views are unobstructed. A private elevator with double door entry

    Patty Lance COMPASS FLORIDA LLC

    415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
  • 1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    /51

    $1,275,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,897 Sq Ft

    1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Experience the best of Longboat Key living in this rare three-bedroom, three-bathroom corner end-unit residence located in the highly coveted Players Club—one of the island’s premier gulf-front communities. You'll find this home to be very spacious and airy. There are windows on three sides, filling the space with natural light and capturing views throughout. Two sets of four-panel sliding glass

    Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1425 Gulf of Mexico Dr Unit 208, 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

    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 a soft, calming

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 101, 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

    $1,799,000

    • 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
  • 1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    /73

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

    Start living your beach-front dream immediately! Unit 505 at Longboat Key's popular Promenade is turnkey furnished and priced to sell. This community is among LBK's most sought after, thoughtfully designed for resident comfort and security, well managed and impeccably maintained. But when you walk through the condo's front door you'll see what makes this opportunity special - it has already been

    Sharon Whalen COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
  • 2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    /59

    $1,945,000

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228

    It's all about the breathtaking direct Gulf of Mexico views and sweeping Sarasota Bay panoramas from this fully updated, highly desirable residence at Islands West. From the moment you enter, the blue-green waters of the Gulf of Mexico take center stage through floor to ceiling storm rated windows and sliders from every room. The light filled open plan was completely remodeled in 2020 and

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2525 Gulf of Mexico Dr Unit 8D, 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
    /75

    $1,095,000

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

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

    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 as a refined vacation escape. With 750 feet of

    Ryan Heers COLDWELL BANKER REALTY

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228
    /47

    $2,100,000

    • 2 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228

    Rarely available Corner Residence! This very private Bayfront Southwest corner residence features 3 terraces. Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the south end of Longboat Key. This impeccably maintained 2BR, plus office/Den, or 3-bedroom, 2.5-bath home offers 2,300 sq. ft. of refined living space with breathtaking views of Sarasota Bay and downtown, as well

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228
  • 6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
    /52

    $1,050,000

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

    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228

    Discover the charm of Whitney Beach Condominiums, a beloved Gulf-front community on beautiful Longboat Key. This delightful upper floor, end-unit, 2-bedroom, 2-bathroom condominium offers unobstructed views of the Gulf of Mexico and the perfect blend of comfort, character, and coastal charm.Lushly landscaped grounds with 600 feet of sugar-white sand beachfront, Whitney Beach invites you to

    Kamila Nowak COASTAL PROPERTIES & MGMT.

    6701 Gulf of Mexico Dr Unit 330, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    /40

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228

    Coastal Elegance at Privateer South, Longboat Key!Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and

    Roger Pettingell COLDWELL BANKER REALTY

    1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
  • 230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    /38

    $1,150,000

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228

    Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
  • 5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /37

    $1,250,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood

    Schuyler Burke KELLER WILLIAMS ON THE WATER S

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    /41

    $1,115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

    This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    /39

    $1,115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

    This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
  • 7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
    /61

    $1,065,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

    Looking for a beachfront home on Longboat Key with direct Gulf access? This 2-bedroom, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condos on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms, and 1,170 square feet of

    Diana Kryszak MICHAEL SAUNDERS & COMPANY

    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
  • 1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    /35

    $1,299,000

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

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

    Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /20

    $1,275,000

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

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the

    Tom Aposporos DUNCAN REAL ESTATE, INC.

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    /86

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • 4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
    /59

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228

    Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views and a dream coastal lifestyle. With an extraordinary location on a serene peninsula, this ground-level, maintenance-free residence lives like a single-family home—without the upkeep or the price. Step outside to your private waterfront patio, with dolphins, manatees, and

    Debbie McHardy COLDWELL BANKER REALTY

    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    /56

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,585 Sq Ft

    1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

    Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 704, 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

    $778,000 Open Sun 3PM - 5PM

    • 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 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 atmosphere

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • 7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    /53

    $775,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    Set in the sought-after Longbeach community on the northern end of Longboat Key, this beautifully updated, Turnkey Furnished 2BR/2BA residence blends comfort, elegance and effortless Gulfside living. Poised on the second floor, it enjoys picturesque views over the community’s manicured landscape and out toward the shimmering waters of the Gulf. Inside, over 1,100 sq. ft. of refined space unfolds

    Bruce Myer COLDWELL BANKER REALTY

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
  • 4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    /75

    $595,000 Open Sat 3PM - 5PM

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home.

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, 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

    Modern Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204Fully remodeled, offered turnkey furnished, and move-in-ready, this 2-bed/2-bath residence blends modern coastal style with the ease of beachfront living within the Longboat Key Club gates. Every finish and system was selected with longevity in mind, and the property is wrapped in impact-rated windows and doors for quiet

    Mike Griffin PREFERRED SHORE LLC

    1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
  • 2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    /45

    $950,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft

    2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Rare Gulf-Front Opportunity! This is the only listing currently available at The Beachcomber on Longboat Key. Perfectly positioned on the 4th floor, this corner residence is filled with natural light from multiple windows and offers unobstructed, direct Gulf-front views. The beautifully updated two-bedroom, two-bath condominium provides the ultimate in coastal living, with the flexibility of

    Jo James COLDWELL BANKER REALTY

    2721 Gulf of Mexico Dr Unit 408, 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
  • 4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228
    /57

    $695,000

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

    4234 Gulf of Mexico Dr Unit H1, Longboat Key, FL 34228

    Gorgeous coastal renovation, waterfront location, deeded beach, pet friendly and more. Enjoy this newly renovated two-bedroom, two-bath furnished bayfront condominium in Longboat's Pelican Harbour & Beach Club. Association amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, kayak launch and owner boat docks. This condominium features include

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit H1, 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
    /65

    $3,395,000

    • 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
  • 4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /76

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Experience breathtaking Sarasota Bay views from every room in this beautifully customized Windward Bay condominium. This coastal retreat offers a seamless blend of elegance and comfort, featuring designer upgrades and thoughtful touches throughout. The open-concept living area is centered around a stunning custom fireplace — a feature that adds warmth and character to the space.Walls of

    Marcela Terrell COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 305, 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
    /72

    $775,000 Open Sun 9AM - 11AM

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

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

    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 you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular

    Debby McCaig COLDWELL BANKER REALTY

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
    603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
    603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
    /42

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228

    Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    /55

    $679,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228

    Sweeping bay views and refined comfort define this beautifully maintained 2BR/2BA residence in Fairway Bay on Longboat Key. A full wall of floor-to-ceiling sliders in the living room frames stunning views of the mangroves and open water, bringing the beauty of the bay into everyday living. Warm wood floors and soft neutral finishes create a classic, welcoming ambiance. The kitchen features rich

    Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
  • 3030 Grand Bay Blvd Unit 324, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 324, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 324, Longboat Key, FL 34228
    /70

    $1,998,000

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

    3030 Grand Bay Blvd Unit 324, Longboat Key, FL 34228

    Be wowed by the $800,000 renovation of this stunning Cayman unit in coveted building 3 of the desirable gated Grand Bay community in Bay Isles on Longboat Key. Savor the mesmerizing full Sarasota Bay views, highlighted by boats arriving in the Marina, the manicured grounds of the Longboat Key Club Blue course 9th hole, and downtown Sarasota in the distance. Discerning buyers will appreciate the

    Sherry Dominick MICHAEL SAUNDERS & COMPANY

    3030 Grand Bay Blvd Unit 324, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    /58

    $6,995,000

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

    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228

    Welcome to L’Ambiance, where every day is a holiday. — This residence is the gem of all jewels, a Crown of Coastal Elegance and the epitome of refined luxury living! Discover the true essence of a sophisticated coastal lifestyle at L’Ambiance, where every detail has been meticulously curated to offer unparalleled elegance, comfort, and breathtaking beauty. Nestled just moments from the

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
  • 3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    /44

    $599,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

    Offered at $599,000! This stunning residence presents an incredible opportunity to experience the coveted Longboat Key lifestyle. Welcome to your completely renovated coastal retreat, bright, airy, and beautifully designed to capture breathtaking water views of Crane’s Bayou, Buttonwood Harbor, and Sarasota Bay. Natural light fills every corner of this end-unit condo, creating an inviting and

    Mimi Kruk MICHAEL SAUNDERS & COMPANY

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 4

Florida Manatee County Longboat Key

Homes for Sale with Acreage in Longboat Key, FL

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 90 days on the market compared to the national average of 53 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,025,000, down 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,025,000
Median Single Family Sale Price
$1,665,000
Median Townhouse Sale Price
$1,975,000
Median 2 Bedroom Sale Price
$760,000
Median 1 Bedroom Sale Price
$560,000
Average Price Per Sq Ft
$807
Number of Homes for Sale
329
Last 12 months Home Sales
421
Months of Supply
9.40
Median List Price
$1,225,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-15%
How to Buy a Home How to Finance a Home How to Sell a Home

In Longboat Key, there are currently 121 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Longboat Key, FL offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Longboat Key and discover the potential and freedom that comes with owning your own piece of property.

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