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Waterfront Homes for Sale in Longboat Key, FL

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  • /73

    $3,195,000

    • 3 Beds
    • 5.5 Baths
    • 3,727 Sq Ft

    3576 Fair Oaks Way, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. A boater’s dream location on Longboat Key in Queens Harbour....This is the “Best” waterfront lot in Queens Harbour! No bridges to Sarasota Bay and close to the intercoastal waterway too. 125-lb boat lift on a deepwater canal for your Dream boat.Location, Location, Location on Longboat Key with a Chef’s kitchen, contemporary interior design with

    Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

    3576 Fair Oaks Way, Longboat Key, FL 34228
  • /53

    $5,250,000

    • 3 Beds
    • 3.5 Baths
    • 3,139 Sq Ft

    655 Longboat Club Rd Unit 1PH, Longboat Key, FL 34228

    It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    655 Longboat Club Rd Unit 1PH, Longboat Key, FL 34228
  • /51

    $799,000

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

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

    Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. This rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for

    Michael Albano, PA COLDWELL BANKER REALTY

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • /56

    $7,900,000

    • 4 Beds
    • 4.5 Baths
    • 3,961 Sq Ft

    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 fully furnished 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

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /50

    $1,950,000

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

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

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

    Bruce Myer COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
  • /94

    $729,000

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

    4310 Falmouth Dr Unit 102, Longboat Key, FL 34228

    Experience exceptional bayfront living at 4310 Falmouth Drive, Unit 102, located in the sought-after Longboat Harbour community on Longboat Key—a premier coastal city and barrier island along Florida’s Gulf Coast, renowned for attracting year-round residents, second-home owners, seasonal residents, and visitors seeking a refined, upscale seaside lifestyle. This A-Building, direct bayfront

    Kerre Allman MARCUS & COMPANY REALTY

    4310 Falmouth Dr Unit 102, Longboat Key, FL 34228
  • /81

    $1,895,000

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

    3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to Grand Bay. Experience the essence of refined coastal living, where breathtaking panoramic water and city views take center stage. Awaken to the sunrise over Sarasota Bay’s skyline with limitless views of the bay and golf course, and unwind with stunning sunsets over the Gulf, an ever-changing display of beauty from every room. Perfectly

    Stacy Hanan MICHAEL SAUNDERS & COMPANY

    3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228
  • /53

    $879,000

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

    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside. The kitchen offers classic white cabinetry with glass accents, granite countertops,

    Bruce Myer COLDWELL BANKER REALTY

    1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
  • /29

    $1,100,000

    • Land
    • 0.23 Acre
    • $4,782,609 per Acre

    579 Bayview Dr, Longboat Key, FL 34228

    Discover an extraordinary opportunity to build your dream waterfront retreat in the coveted Bayview Estates on world-famous Longboat Key. This exceptional saltwater canal lot offers direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—an absolute haven for boating enthusiasts. With a deep-water canal, dock, seawall, and lift already in place, the groundwork is set for

    Rachelle Golden MICHAEL SAUNDERS & COMPANY

    579 Bayview Dr, Longboat Key, FL 34228
  • /72

    $749,000

    • 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
  • /73

    $1,195,000

    • 2 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228

    This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness

    Scott Rickards RE/MAX ALLIANCE GROUP

    360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228
  • /18

    $300,000

    2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

    A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-16, 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
  • /32

    $839,900

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

    4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • /65

    $2,950,000

    • 2 Beds
    • 3 Baths
    • 2,385 Sq Ft

    415 L Ambiance Dr Unit E507, Longboat Key, FL 34228

    Experience a lifestyle defined by effortless luxury, resort-style comforts, and uncompromising convenience in the sought-after, guard-gated L’Ambiance on Longboat Key. Recently and thoughtfully updated to perfection with quality finishes, this “Areca” corner residence is a masterpiece of comfortable contemporary design. Beginning with two secure parking spaces and continues directly up the

    Linda Driggs MICHAEL SAUNDERS & COMPANY

    415 L Ambiance Dr Unit E507, Longboat Key, FL 34228
  • /94

    $1,100,000

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

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228

    SIGNIFICANT PRICE REDUCTON - This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset-lit City and Golf Course views will take your breath away. Ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort, this perfect gem features storm

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
  • /34

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,239 Sq Ft

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

    Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
  • /95

    $5,595,000 New Construction

    • 4 Beds
    • 6 Baths
    • 3,737 Sq Ft

    524 Halyard Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228

Showing Results 321 - 338, Page 9 of 9

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