11,561

Longboat Key, FL Homes

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  • 1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    /36

    $1,900,000

    • 2 Beds
    • 4 Baths
    • 2,965 Sq Ft

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Offering the perfect blend of coastal elegance and resort-style luxury, this beautifully furnished, move-in-ready residence at The Water Club stands among the best values in one of Longboat Key's most sought-after gulf-front addresses. Featuring two bedrooms plus a den and four baths, this refined coastal retreat offers an ideal combination of comfort, style, and convenience. Spanning 2,965

    Lisa O'Hara ROSEBAY INTERNATIONAL REALTY, INC

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • 6925 Longboat Dr S, Longboat Key, FL 34228
    6925 Longboat Dr S, Longboat Key, FL 34228
    6925 Longboat Dr S, Longboat Key, FL 34228
    /39

    $30,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,230 Sq Ft
    • House for Rent

    6925 Longboat Dr S, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful decor

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    6925 Longboat Dr S, Longboat Key, FL 34228
  • 3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /2

    $350,000 Sold Jul 03, 2025

    • 1,396 Sq Ft
    • $251/SF
    • 70 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    Discover Your Slice of Paradise!This stunning 2-bedroom, 2-bath condo is perfectly positioned between the Gulf of Mexico and Sarasota Bay, offering breathtaking sunrise and sunset views. The desirable split floor plan features two primary suites, providing ultimate privacy and comfort. Step outside to a spacious outdoor patio, ideal for entertaining, sipping your morning coffee, or

    Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    • 4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
      4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
      4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
      /31

      Est $710,562 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 955 Sq Ft

      4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228

      4401 Gulf of Mexico Dr Unit 803, Longboat Key, FL 34228
  • 3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
    /74

    $1,695,000

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

    3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228

    Set above the sparkling waters of Sarasota Bay, this beautifully updated 3BR/3.5BA, 2,550 sq. ft. residence in Grand Bay on Longboat Key offers refined living with a seamless, well-planned layout. From the moment the private elevator opens to your foyer, the atmosphere feels bright and balanced, with rich wood floors, crown molding and recessed lighting framing panoramic views of the bay,

    Bruce Myer COLDWELL BANKER REALTY

    3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    /41

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Property for Rent

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228

    Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH located Behind the Gates of Longboat Key. GULF VIEWS FROM EVERY ROOM. A top of the line remodel with 2 spacious bedrooms with walk-in closets. The master bedroom ensuite has a king size bed and guest bedroom is a queen size. 2 updated bathrooms with walk-in closets and views of

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
  • 6821 Longboat Dr S, Longboat Key, FL 34228
    6821 Longboat Dr S, Longboat Key, FL 34228
    /2

    $2,000,000 Sold Jul 03, 2025

    • 2,834 Sq Ft
    • $706/SF
    • 129 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1996

    6821 Longboat Dr S, Longboat Key, FL 34228

    Nestled on an oversized waterfront homesite of nearly 17,000 sq. ft., this quality-built, elevated coastal oasis is "natural Florida" at its best. As you approach the architecturally designed home, a tree-lined drive and lush landscaping set the stage for the island lifestyle that awaits. The private setting, the deep-covered terraces, and generous windows beautifully capture the essence of a

    Amy Drake DOUGLAS ELLIMAN

    6821 Longboat Dr S, Longboat Key, FL 34228
    • 1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
      1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
      1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
      /35

      Est $978,697 Not Listed For Sale

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

      1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

      1085 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    /44

    $2,195,000

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

    1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Design your dream beachfront retreat at the Water Club on Longboat Key. This spacious three-bedroom, four-bath residence offers 3,000-plus square feet of living space with Gulf views and a flexible layout, ideal for creating your custom coastal masterpiece. The private primary suite features dual baths, walk-in closet and beachfront terrace. A generous guest suite sits on opposite end, and a

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1241 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    /72

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,839 Sq Ft
    • Condo for Rent

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathrooms, living room/dining room combination, sitting area off the living room, separate sitting room at the front entrance, three lanais with ocean views and a laundry closet with full sized washer and

    C. Alison Hunter JENNETTE PROPERTIES INC

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
  • 2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
    /2

    $585,000 Sold Jul 01, 2025

    • 1,076 Sq Ft
    • $544/SF
    • 23 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228

    Experience coastal luxury in this beautifully renovated 2-bedroom, 2-bath condo, showcasing stunning partial Gulf views. Thoughtfully upgraded, the kitchen and bathrooms feature sleek granite countertops, custom cabinetry, and stainless steel appliances. Offered fully furnished, this move-in-ready residence is ideal as a vacation retreat, second home, or investment opportunity.Located

    Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
    • 3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
      3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
      3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
      /45

      Est $1,053,818 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,153 Sq Ft

      3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

      3115 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
    2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
    2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
    /61

    $799,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    2155 Harbourside Dr Unit 804, Longboat Key, FL 34228

    Located in the quiet, gated community of Bay Isles on Longboat Key, this beautifully renovated – 2nd-floor residence in Harbour Oaks offers over 2,000 square feet of comfortable, thoughtfully designed living space. The entryway has built-in shelves and cubbies that make it easy to keep jackets, shoes, and bags organized. Inside, the main living areas feature high tray ceilings, recessed lighting,

    Bruce Myer COLDWELL BANKER REALTY

    2155 Harbourside Dr Unit 804, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    /30

    $11,769 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

    ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
  • 230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    /2

    $1,000,000 Sold Jul 01, 2025

    • 750 Sq Ft
    • $1,333/SF
    • 58 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1982

    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

    Rarely does an A+ Junior Suite like this come on the market. Create memories that last a lifetime in this dream-like beachside oasis. Overlooking the sparkling turquoise water of the Gulf, this waterfront resort will embrace you and your guests with an incomparable array of private residential amenities and exclusive club membership privileges. Sensational waterfront Junior Club Suite A+ (50

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    • 3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228
      3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228
      3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228
      /41

      Est $357,181 Not Listed For Sale

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

      3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228

      3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    /57

    $3,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

    Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer,

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    /23

    $9,587 per month

    • 3 Beds
    • 2.5 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228

    THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites. Stunning direct Gulf front 3 bedroom condo on the quaint island of Longboat Key on Florida's tranquil Gulf Coast. Sunny days and uncompromising beauty awaits you. Experience the island lifestyle of relaxation and escape. Warm ocean breezes flow through the unit and the peaceful sound of

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
  • 1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
    /2

    $950,000 Sold Jul 01, 2025

    • 1,532 Sq Ft
    • $620/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228

    Beachfront Condo with Stunning Gulf Views – Your Dream Coastal Retreat!Welcome to your perfect getaway! This rarely available, top floor updated 3-bedroom, 2-bath corner unit is beautifully furnished and move-in ready. Nestled in a prime beachfront community, this condo offers breathtaking views of the Gulf of Mexico and resort-style amenities, making it ideal as a vacation home, rental

    Michael Renick MANGROVE REALTY ASSOCIATES

    1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
    • 1281 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
      1281 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
      1281 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
      /50

      Est $2,601,458 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,054 Sq Ft

      1281 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      1281 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • 3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
    /34

    $1,879,000

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

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is

    Ryan Ackerman COLDWELL BANKER REALTY

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
    /24

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228

    Experience unparalleled Gulf-front living in this beautifully renovated 2-bedroom, 2-bathroom condo at Tiffany Plaza. Spanning 1,336 sq ft, this fully furnished residence boasts luxury vinyl flooring, a modern kitchen with marble countertops, and a spacious lanai offering breathtaking views of the turquoise waters of the Gulf of Mexico .The master suite features a king-sized bed, while

    Shaun Cumston STERLING REALTY

    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
  • 671 Emerald Harbor Dr, Longboat Key, FL 34228
    671 Emerald Harbor Dr, Longboat Key, FL 34228
    /2

    $1,150,000 Sold Jul 01, 2025

    • 2,632 Sq Ft
    • $437/SF
    • 145 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1964

    671 Emerald Harbor Dr, Longboat Key, FL 34228

    Discover the coveted Longboat Key waterfront lifestyle with an exceptional opportunity for this property, offering 100 feet of canal frontage on deep sailboat water in the highly sought-after Dream Island, located within the prestigious Emerald Harbor community. Surrounded by lush tropical landscapes, this charming pool home exudes classic Old Florida appeal, with stunning water views from the

    Judy Wright, PA MICHAEL SAUNDERS & COMPANY

    671 Emerald Harbor Dr, Longboat Key, FL 34228
    • 5611 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
      5611 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
      5611 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
      /58

      Est $886,827 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,207 Sq Ft

      5611 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

      5611 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 775 Longboat Club Rd Unit 807, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 807, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 807, Longboat Key, FL 34228
    /71

    $2,675,000

    • 3 Beds
    • 3 Baths
    • 1,842 Sq Ft

    775 Longboat Club Rd Unit 807, Longboat Key, FL 34228

    Welcome to Beaches of Longboat Key - Unit 807From a morning stroll on the beach to twilight cocktails on your wrap around balcony watching the glittering lights of Sarasota over the bay, you will experience beauty all around. Longboat Key, a jewel in the crown of the Sarasota Coastline, has so much to share. This elegantly appointed home will not disappoint. Custom finishes are abundant

    David Stasney COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 807, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
    /25

    $5,835 per month

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. Welcome to Seaside Dream! Beautifully furnished and decorated, 2 bedrooms, 2 bath condo located in Beach Harbor Club on Longboat Key. If you enjoy resort-style living, then the Beach Harbor Club is for you! Situated on Sarasota Bay, you will enjoy refreshing breezes which will

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
  • 4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /2

    $340,000 Sold Jul 01, 2025

    • 1,312 Sq Ft
    • $259/SF
    • 131 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    OUTSTANDING PRICE IMPROVEMENT OFFERED BY MOTIVATED SELLERS! This private bayfront condo has gorgeous views of a protected mangrove preserve and Sarasota Bay. The spacious two bed two bath home boasts a flow through open floor plan with abundant light supplied by floor to ceiling windows with peaceful water views from both the living room and expansive Florida Room. Watch the sunrise as pelicans

    Marcela Terrell COLDWELL BANKER REALTY

    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • 1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
      1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
      1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
      /52

      Est $1,393,920 Not Listed For Sale

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

      1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

      1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • 4380 Exeter Dr Unit 303, Longboat Key, FL 34228
    4380 Exeter Dr Unit 303, Longboat Key, FL 34228
    4380 Exeter Dr Unit 303, Longboat Key, FL 34228
    /58

    $499,000

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

    4380 Exeter Dr Unit 303, Longboat Key, FL 34228

    PENTHOUSE UNIT!! DEEDED BEACH ACCESS DIRECTLY ACROSS THE STREET!! New roof 2025! Top-floor, end-unit living with sparkling water views and everyday coastal ease. This light-filled 2-bed/2-bath residence opens with a reimagined, wall-removed kitchen that flows into the living area—finished with wood-look tile throughout and sleek quartz counters—so the view is the star from the moment you walk in.

    Andrew Reese COLDWELL BANKER SUNSTAR REALTY

    4380 Exeter Dr Unit 303, Longboat Key, FL 34228
  • 4540 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    /43

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Condo for Rent

    4540 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228

    OPEN FOR SEASON 2026. Also available off season @$3300 per month. Rarely available tranquil 2 bed/2 bath corner unit condo with full bay views at desirable Windward Bay! This light and bright condo is the perfect place to spend your season in the sun in a quiet community directly across the street from the sparkling Gulf of Mexico waters and white sandy beaches of Longboat Key. Walk or bike along

    Bridget Gennett JENNETTE PROPERTIES INC

    4540 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
  • 1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /2

    $795,000 Sold Jun 30, 2025

    • 1,569 Sq Ft
    • $507/SF
    • 35 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1981

    1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    Enjoy the best of Gulf-front living in this well-appointed 2-bedroom, 2-bath residence with a flexible study/den in the Players Club, a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and a comfortable interior with tile floors throughout the main living areas and a neutral, coastal color palette. A wall of sliding

    Bruce Myer COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    • 1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      /31

      Est $991,533 Not Listed For Sale

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

      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    /34

    $899,999

    • 2 Beds
    • 2.5 Baths
    • 2,369 Sq Ft

    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228

    Step into easy, worry-free condo living behind the double gates of Bay Isles. Set within an intimate community of just 20 residences, this fully furnished home is a rare find—showing no water or storm damage from recent storms. Seller recently updated HVAC system as well. Relax on your oversized screened lanai with peaceful golf course views and western skies that glow at sunset. The spacious

    Kerry McCarthy COLDWELL BANKER REALTY

    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
    /75

    $25,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228

    This EXQUISITE 3 bedroom - 3 1⁄2 bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a

    Teresa Ribaudo JENNETTE PROPERTIES INC

    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
  • 612 Weston Pointe Ct, Longboat Key, FL 34228
    612 Weston Pointe Ct, Longboat Key, FL 34228
    /2

    $1,800,000 Sold Jun 30, 2025

    • 2,612 Sq Ft
    • $689/SF
    • 80 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1993

    612 Weston Pointe Ct, Longboat Key, FL 34228

    CONTRACT CANCELLATION DUE TO BUILD OUT LIMITATION TO FOOTPRINT OF PROPERTY TO THE EXTENT OF WHAT BUYER WANTED. Seldom is there an opportunity to purchase one of these casita homes in Weston Pointe which is, quite possibly, the best BOATABLE single family home community on Longboat Key. Not only does it come with a boat slip, complete with lift, but it is also the closest proximity of any to the

    Cindy Schatzle COLDWELL BANKER REALTY

    612 Weston Pointe Ct, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      /20

      Not Listed For Sale

      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228

      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
    /55

    $300,000

    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228

    Enjoy the ultimate in boating lifestyle with your private slip in a World Class Deep Harbor Marina located off of Sarasota Bay on beautiful Longboat Key! Amenities include Full Service Fuel Dock, Pump out at Fuel Dock or via Marina Pump Out Boat, Shuttle Service as far as St Armands, 24 hour bathhouse with showers, laundry room and marina village ship store. Your 55 ft slip will accommodate a

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
    /12

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228

    LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly capture you. Enjoy exquisite sunsets from any room or either private terrace. Interior design by award- winning international artist, with paintings & sculptures from the artist's private collection for your enjoyment. Granite counters & granite inlaid floor tiles in kitchen.

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
  • 500 Harbor Point Rd, Longboat Key, FL 34228
    500 Harbor Point Rd, Longboat Key, FL 34228
    /2

    $7,130,000 Sold Jun 30, 2025

    • 6,556 Sq Ft
    • $1,088/SF
    • 98 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2008

    500 Harbor Point Rd, Longboat Key, FL 34228

    ACCEPTING BACK UP OFFERS. Sleek. Sophisticated. Effortlessly Luxurious. This completely reimagined Bay Isles Harbor residence is a stunning example of minimalist elegance, where clean lines, impeccable craftsmanship, and Restoration Hardware’s exquisite furnishings create a space that blends everyday comfort with innovation. Step inside to an open, airy layout filled with natural light, where

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    500 Harbor Point Rd, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      /19

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 554 Sq Ft

      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228

Showing Results 441 - 480, Page 12 of 18

Florida Manatee County Longboat Key

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