11,561

Longboat Key, FL Homes

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  • 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
  • 701 Broadway St, Longboat Key, FL 34228
    701 Broadway St, Longboat Key, FL 34228
    701 Broadway St, Longboat Key, FL 34228
    /33

    $11,400 per month

    • 2 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • House for Rent

    701 Broadway St, Longboat Key, FL 34228

    Newly remodeled bungalow blocks from Whitney Beach & a block from bay. Historic home was once a post office in the 1920's. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! Sleep tight in a quiet neighborhood that allows zero public parking. Very serene, private

    Keith Gordon GETMOREOFFERS

    701 Broadway St, Longboat Key, FL 34228
  • 1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    /2

    $1,500,000 Sold Aug 19, 2025

    • 1,551 Sq Ft
    • $967/SF
    • 81 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    Welcome to the Aquarius Club, a boutique coveted beachfront community on the serene southern end of Longboat Key, where just 58 residences enjoy an intimate, resort-style setting along the Gulf of Mexico. This 5th-floor, turnkey furnished direct Gulf-front condominium offers over 1,550+ SF of refined coastal living, with a desirable split floor plan featuring two bedrooms and two bathrooms.

    Ryan Ackerman COLDWELL BANKER REALTY

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228
      /29

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 693 Sq Ft

      3710 Gulf of Mexico Dr Unit E23, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit E23, 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

    $370,000 Open Sun 1PM - 3PM

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228

    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 just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access,

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 305, Longboat Key, FL 34228
  • 380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
    /57

    $7,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,490 Sq Ft
    • Condo for Rent

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228

    Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where sweeping bay views set the stage for an exceptional lifestyle. This furnished residence captures the charm of a single-family home with its private courtyard entrance while offering all the benefits of resort-style community living. This comfortable three-bedroom retreat features a

    Maureen Plichta STRINGER MANAGEMENT INC

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
  • 1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /2

    $825,000 Sold Aug 18, 2025

    • 1,772 Sq Ft
    • $466/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Presenting a rare opportunity to acquire a distinguished residence within the exclusive Players Club community on Longboat Key. In the desirable north building, this three-bedroom, two-and-a-half-bath condominium offers an unparalleled canvas for creating a bespoke coastal retreat. Situated first-up and adjacent to the St. Regis, this property boasts a prime location in this prestigious 24-hour

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    • 5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
      5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
      5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
      /69

      Est $786,521 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,498 Sq Ft

      5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

      5270 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228
    /26

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft

    3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to your Gulf to Bay island escape! This light and bright 2-bedroom, 2-bathroom first-floor end-unit condo offers a relaxed and inviting coastal lifestyle. This well-maintained unit is being sold turnkey furnished, making it move-in or rental ready from day one. And you can rest assured with the security of newly installed hurricane impact

    Toni Zarghami KW COASTAL LIVING III

    3806 Gulf of Mexico Dr Unit C102, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
    /100

    $25,000 per month

    • 1 Bed
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228

    Welcome Serenity Oasis, your paradise at The Residences at the St.?Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat.The expansive living room

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
  • 2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    /2

    $1,550,000 Sold Aug 18, 2025

    • 3,080 Sq Ft
    • $503/SF
    • 68 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228

    BREATH TAKING SARASOTA BAY VIEWS..... Welcome to an extraordinary residence that lives like a single-family home, offering unparalleled, unobstructed views of Sarasota Bay, the city skyline, and the lush fairways of the Longboat Key Club Harbourside Golf Course—all at an exceptional value. Nestled behind the 24-hour manned gates of the Longboat Key Club, this home enjoys a prime location close

    Linda Weber COLDWELL BANKER REALTY

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit C-10, Longboat Key, FL 34228
      2600 Harbourside Dr Unit C-10, Longboat Key, FL 34228
      2600 Harbourside Dr Unit C-10, Longboat Key, FL 34228
      /18

      Est $223,852 Not Listed For Sale

      • Studio
      • 1,155 Sq Ft

      2600 Harbourside Dr Unit C-10, Longboat Key, FL 34228

      2600 Harbourside Dr Unit C-10, 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
  • 4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    /42

    $7,800 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    SEASONAL: Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, in unit washer/dryer, large walk-in closets and covered parking. The Master suite

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    /2

    $1,000,000 Sold Aug 18, 2025

    • 2,100 Sq Ft
    • $476/SF
    • 155 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to a blank canvas for your beachfront dream home in this 7th-floor corner residence at Promenade on Longboat Key, where sophisticated design meets expansive, breathtaking vistas. With 2 bedrooms plus a den that can easily transform back into a full 3rd bedroom, and 3 elegant baths, this home awaits your personal vision. Upon entering, walls

    Ryan Ackerman COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    • 210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228
      210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228
      210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228
      /48

      Est $2,371,401 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,284 Sq Ft

      210 Sands Point Rd Unit 2603/04, Longboat Key, FL 34228

      210 Sands Point Rd Unit 2603/04, 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
    /60

    $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
  • 2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    /21

    $45,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,961 Sq Ft
    • Condo for Rent

    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator access, a

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 565 Sutton Place, Longboat Key, FL 34228
    565 Sutton Place, Longboat Key, FL 34228
    /2

    $302,000 Sold Aug 13, 2025

    • 1,278 Sq Ft
    • $236/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    565 Sutton Place, Longboat Key, FL 34228

    Escape to Paradise – Rarely Available Villa on Longboat Key. Welcome to your private coastal sanctuary in one of Longboat Key’s most sought-after Gulf-to-Bay communities. This rarely available 2bedroom, 2bath villa exudes the charm of a single family home with all the ease and convenience of maintenance-free living. Inside, be captivated by the bright, open layout where a thoughtfully designed

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    565 Sutton Place, Longboat Key, FL 34228
    • 1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      /64

      Est $1,348,345 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,548 Sq Ft

      1465 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

      1465 Gulf of Mexico Dr Unit 302, 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
    /30

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

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

    ...shortstories " ITS ALL BRAND NEW

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • 2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
    /46

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Condo for Rent

    2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228

    RARELY AVAILABLE! This absolutely gorgeous fully furnished 2BR/2BA Condo at Islander Club – Just steps from the Beach!Start living the island lifestyle in this beautifully updated, furnished 2-bedroom, 2-bath condo at the Islander Club on South Longboat Key! This turnkey rental is ready for immediate enjoyment—just bring your suitcase.Enjoy a bright, open layout with

    Michele Conn FINE PROPERTIES

    2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
    /2

    $1,420,000 Sold Aug 13, 2025

    • 2,410 Sq Ft
    • $589/SF
    • 104 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228

    3 bedroom/3 bath condo on LBK with gulf views!! Welcome to The Pierre, nestled within the exclusive gated Longboat Key Club, offering coastal views of pristine coastline and sparkling gulf waters. This residence delivers the ultimate beachfront views and lifestyle, enhanced by wonderful amenities. Relax and unwind from everyday life in this 4th floor unit spanning 2,410 square feet of living

    Stacy Hanan MICHAEL SAUNDERS & COMPANY

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
    • 1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
      1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
      1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
      /29

      Est $1,157,549 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,859 Sq Ft

      1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

      1445 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 2333 Harbour Oaks Dr, Longboat Key, FL 34228
    2333 Harbour Oaks Dr, Longboat Key, FL 34228
    2333 Harbour Oaks Dr, Longboat Key, FL 34228
    /61

    $1,285,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft

    2333 Harbour Oaks Dr, Longboat Key, FL 34228

    Welcome to your dream home in paradise with a sunny southwest exposure! This luxury villa offers an exceptional view of the lush green fairways of the Longboat Key Club golf courses, ponds, and breathtaking sunsets.Featuring an expansive lot (.25 acres), this end unit provides an abundance of natural light. Recent upgrades include a beautifully remodeled kitchen, a new roof 2025, high-impact

    Babette Paige COLDWELL BANKER REALTY

    2333 Harbour Oaks Dr, Longboat Key, FL 34228
  • 1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
    /85

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft
    • Condo for Rent

    1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

    "SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 2026. AVAILABLE NOV 2025 AT $3,500, DEC 2025 AT $5,000 & JAN 2026 AT $6,500. Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a

    Chrissie Cummings JENNETTE PROPERTIES INC

    1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
  • 581 Kingfisher Ln, Longboat Key, FL 34228
    581 Kingfisher Ln, Longboat Key, FL 34228
    /2

    $4,225,000 Sold Aug 12, 2025

    • 3,925 Sq Ft
    • $1,076/SF
    • 71 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2019

    581 Kingfisher Ln, Longboat Key, FL 34228

    Discover unparalleled luxury and design at 581 Kingfisher Lane, a 2019 masterpiece by Ross Built Construction, this like-new, move-in-ready home is ideally located in Longboat Key Estates, offering direct access to Sarasota Bay and just seven homes from the pristine Gulf beaches. This home combines the best of coastal beauty, modern design, and convenience, offering a perfect retreat for those

    Rich Polese COMPASS FLORIDA LLC

    581 Kingfisher Ln, Longboat Key, FL 34228
    • 1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
      /42

      Est $841,927 Not Listed For Sale

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

      1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

      1085 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • 1965 Gulf of Mexico Dr Unit G5104, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5104, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5104, Longboat Key, FL 34228
    /41

    $495,000

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft

    1965 Gulf of Mexico Dr Unit G5104, Longboat Key, FL 34228

    Embrace an extraordinary coastal lifestyle where fun water adventures fill your days and peaceful evening walks along the shore mark every sunset. Step outside your back door and onto the sand—the beach is quite literally your backyard! This Seaplace residence offers a rare opportunity to live just steps from the beach, right on the sparkling waters of the Gulf of Mexico. Located on the ground

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    1965 Gulf of Mexico Dr Unit G5104, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
    435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
    435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
    /27

    $9,000 per month

    • 2 Beds
    • 2.5 Baths
    • 2,385 Sq Ft
    • Condo for Rent

    435 L Ambiance Dr Unit H402, Longboat Key, FL 34228

    RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush

    Jose Hugo Martinez KW COASTAL LIVING III

    435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228
    /2

    $290,000 Sold Aug 08, 2025

    • 1,031 Sq Ft
    • $281/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228

    Island Gulf to Bay Condo for Sale - Your Paradise Awaits! Wake up to a breathtaking walk on your own deed beach or get to the dock and take off early! This island beachfront condo is a rare opportunity to own a slice of paradise. This beautifully maintained unit offers deeded beach access, sweeping water views, heated oversize swimming pool, fitness center, private boat docking, community

    Kay Winefordner BAY VISION REALTY INC

    3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228
      2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228
      2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228
      /18

      Est $350,574 Not Listed For Sale

      • Studio

      2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228

      2600 Harbourside Dr Unit L-08, 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

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

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

    Offered at $599,000! Well below market value, 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,

    Mimi Kruk MICHAEL SAUNDERS & COMPANY

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
  • 3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    /45

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • 689 Lands End Dr, Longboat Key, FL 34228
    689 Lands End Dr, Longboat Key, FL 34228
    /2

    $3,170,000 Sold Aug 08, 2025

    • 3,254 Sq Ft
    • $974/SF
    • 140 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2005

    689 Lands End Dr, Longboat Key, FL 34228

    Welcome to 689 Lands End, where bespoke design seamlessly blends with the finest in Florida living. This elevated pool home is nestled on a stunning canal, offering quick access to open water. Start your day with a peaceful cup of coffee on the covered front porch or bask in the sun as you enjoy the serene surroundings. As the day unfolds, move the celebration indoors or gather with family under

    Matthew Voss PREFERRED SHORE LLC

    689 Lands End Dr, Longboat Key, FL 34228
    • 5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228
      5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228
      /2

      Est $656,855 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft

      5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228

      5260 Gulf of Mexico Dr Unit 412, 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
    /59

    $3,150,000

    • 3 Beds
    • 3.5 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
  • 2339 Harbour Oaks Dr, Longboat Key, FL 34228
    2339 Harbour Oaks Dr, Longboat Key, FL 34228
    2339 Harbour Oaks Dr, Longboat Key, FL 34228
    /45

    $10,995 per month

    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft
    • House for Rent

    2339 Harbour Oaks Dr, Longboat Key, FL 34228

    Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood

    Henry Rossi RENT SARASOTA

    2339 Harbour Oaks Dr, Longboat Key, FL 34228
  • 321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228
    321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228
    /2

    $625,000 Sold Aug 07, 2025

    • Land
    • 0.14 Acre
    • $4,464,286 per Acre
    • 185 Days On Market

    321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228

    Imagine creating your dream home on one of the few remaining home sites nestled in the serene and picturesque Longboat Key. This prime location offers easy access to the dazzling white-sand beaches and the mesmerizing turquoise waters of the Gulf of Mexico, perfect for indulging in an afternoon swim or witnessing a breathtaking sunset. Only a few steps from Beer Can Island and the beach access

    Brian Leakeas COLDWELL BANKER REALTY

    321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228
    • 1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
      /28

      Est $1,240,337 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

Showing Results 281 - 320, Page 8 of 18

Florida Manatee County Longboat Key

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