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See all homes in Longboat Key

Waterfront Homes for Sale in Longboat Key, FL

176 homes
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1932 Harbourside Dr Unit 242, Longboat Key, FL 34228

Step into this stunning 2BR residence and enjoy breathtaking Sarasota Bay views, nestled within the exclusive Bay Isles gates of the pet-friendly Fairway Bay community. This home effortlessly blends ...
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597 Cutter Ln, Longboat Key, FL 34228

Located in the sought-after Country Club Shores community on the south end of Longboat Key, this 3BR, 2BA waterfront home offers stunning bay views, contemporary design, and exceptional boating capab...
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4340 Falmouth Dr Unit D104, Longboat Key, FL 34228

Tranquil and picturesque, with captivating water view and nature, updated and move-in ready. Feel Relaxed in your enclosed lanai while enjoying the playful dolphins, colorful birds.. A few highlight...
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3320 Gulf Of Mexico Dr Unit 302C, Longboat Key, FL 34228

High and Dry! Unscathed by Hurricanes Helene and Milton, this light-filled 2-bedroom, 2-bathroom condo epitomizes coastal living. Perched on the 3rd floor of Longboat Arms, it offers an open split-fl...
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1930 Harbourside Dr Unit 152, Longboat Key, FL 34228

Welcome to this stunning newly renovated condominium located behind the gates of Fairway Bay in Longboat Key Club. Let me preface this with, no damage from water intrusion from the storms. As you ap...
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4241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

Experience exceptional gulf front living in this spacious three-bedroom, second-floor condominium, on Longboat Key. Enjoy stunning 180-degree views of the Gulf of Mexico, unwind on your private beach...
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585 Gunwale Ln, Longboat Key, FL 34228

Welcome to your exclusive waterfront retreat, a resilient haven that has withstood multiple storms without damage. On the point of a peaceful cul-de-sac in Country Club Shores on Longboat Key, this e...
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6700 Gulf of Mexico Dr Unit 121, Longboat Key, FL 34228

Direct waterfront 2nd floor condo with tranquil Bayou Views, located in a charming Gulf-to-Bay community, between the azure blue waters of the Gulf of Mexico and serene Bishops Bayou, where dolphins ...
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720 Old Compass Rd, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Unique opportunity to renovate (or build) in Emerald Harbor - one of Longboat Key's most sought-after neighborhoods. Located at the widest point on th...
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83 Twin Shores Blvd, Longboat Key, FL 34228

Location, location location! This storm impacted mobile home is your opportunity to own a slice of paradise with PRIVATE BEACH ACCESS, MARINA ACCESS, and community saltwater pool and more. Ready to ...
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4234 Gulf of Mexico Dr Unit Y2, Longboat Key, FL 34228

Million Dollar View!!! This one won't last. Don't miss the incredible bay view from this 2 bed/2 bath, recently redesigned condo. Brand new bathrooms and kitchen with all new appliances, backsplash, ...
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3460 Mistletoe Ln, Longboat Key, FL 34228

Move in today and embrace the ultimate coastal lifestyle in this completely updated, turnkey furnished bayfront residence in the highly sought-after Corey’s Landing neighborhood. Designed with a fres...
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528 Forest Way, Longboat Key, FL 34228

New Opportunity, Here Now! A beautifully maintained Townhome in Cedars East Tennis Resort & Club. Elevated structure with living space well above flood plain. Ideally located with easy access to Long...
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1095 Gulf Of Mexico Dr Unit 502, Longboat Key, FL 34228

Welcome to Paradise! Whether you’re an investor seeking a fantastic opportunity, a snowbird escaping the cold, a second-home buyer, or someone looking for a perfect beachfront condo to call home—don’...
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4360 Chatham Dr Unit 108, Longboat Key, FL 34228

Welcome home to Longboat Harbour! Gorgeous Longboat Key condominium with water views and sunsets. Sailboat water, no bridges to bay. Resort and boating community with private deeded Gulf of Mexico be...
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565 Sutton Pl Unit V-9, Longboat Key, FL 34228

Located in a Gulf to Bay community, this spacious 2-bedroom, 2 full-bathroom villa offers all the charm of a single-family home with the ease of condominium living. The open-concept layout features a...
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957 Spanish Dr N, Longboat Key, FL 34228

LONGBOAT KEY WATERFRONT CONDO. UNOBSTRUCTED VIEW OF THE BAY. PEACEFUL LOCATION. BEAUTIFUL MARBLE FLOORS. A STAND ALONE CONDO UNATTACHED. LOCATED IN THE SOUGHT AFTER SPANISH MAIN YACHT CLUB ASSOCIAT...
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2120 Harbourside Dr Unit 617, Longboat Key, FL 34228

Welcome to resort-style living located behind the gates of Fairway Bay in one of Longboat Key’s most sought after world class communities. The Atrium provides a tropical care-free lifestyle and unmat...