Longboat Key, FL Homes for Sale

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  /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
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  /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
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  $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
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  $480,000

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

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228

  Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228
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  /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
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  /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
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  /48

  $299,900

  • 1 Bed
  • 1 Bath
  • 667 Sq Ft

  4350 Chatham Dr Unit 205, Longboat Key, FL 34228

  Resort-style living at Longboat Harbour! This move in ready one bedroom, one bath condo is one of the best get-aways in the area. From your lanai, the serene view down the canal makes for a great place to have your morning coffee or enjoy a sunset cocktail. Steps away, you have private gated access to the Gulf beaches including a pavilion with washrooms, lockers and parking. If you like, this

  Tracey Fiedler DALTON WADE INC

  4350 Chatham Dr Unit 205, Longboat Key, FL 34228
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  $749,000 Open Sun 10:30AM - 12PM

  • 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
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  /72

  $729,900

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1920 Harbourside Dr Unit 1003, Longboat Key, FL 34228

  Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout.The main living level is

  Connor Meckley PREFERRED SHORE LLC

  1920 Harbourside Dr Unit 1003, Longboat Key, FL 34228
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  /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
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  /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
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  /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
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  $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
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  /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
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  /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
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  $2,895,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 4 Baths
  • 3,417 Sq Ft

  3598 Fair Oaks Ln, Longboat Key, FL 34228

  Situated within the gated Queens Harbour enclave of Bay Isles, this thoughtfully updated four-bedroom courtyard residence offers a refined blend of privacy, comfort, and waterfront living on Longboat Key. Designed around a lush central courtyard, the home creates an effortless indoor-outdoor flow anchored by a resurfaced swimming pool and new paver deck—an inviting retreat for everyday living or

  Roger Pettingell COLDWELL BANKER REALTY

  3598 Fair Oaks Ln, Longboat Key, FL 34228
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  $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
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  /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

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