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405 Properties Available In Longboat Key
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
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- Square Feet (Biggest)

$419,900
Condo
3802 GULF OF MEXICO DR #A203, Longboat Key, FL 34228
Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach acc...
Listed by


$3,595,000
Single Family Home
3540 MISTLETOE LN, Longboat Key, FL 34228
This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to refl...
Listed by


$795,000
Condo
4500 GULF OF MEXICO DR #202, Longboat Key, FL 34228
Spectacular, unobstructed Bay views over the marina and mangrove islands and the rare opportunity for two pets, a featur...
Listed by


$1,699,999
Single Family Home
3210 BAYOU SOUND, Longboat Key, FL 34228
Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design...
Listed by


$524,900
Single Family Home
4840 GULF OF MEXICO DR #Villa 15, Longboat Key, FL 34228
LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny...
Listed by


$4,300,000
Single Family Home
524 SCHOONER LN, Longboat Key, FL 34228
Significant Price Improvement– Bayfront Living in Country Club Shores <br>Now offered at an exceptional value, this cus...
Listed by


$3,500,000
Single Family Home
560 SCHOONER LN, Longboat Key, FL 34228
Coastal Elegance on Longboat Key – A Masterpiece of Waterfront Living. Tucked away in the south longboat community of C...
Listed by


$699,900
Condo
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panorami...
Listed by


$1,599,000
Single Family Home
619 BUTTONWOOD DR, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Welcome to an exceptional mid-century modern waterfront residence in But...
Listed by


$748,750
Condo
2110 HARBOURSIDE DR #522, Longboat Key, FL 34228
This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and walking distance to the Longbo...
Listed by


$2,195,000
Condo
1241 GULF OF MEXICO DR #203, Longboat Key, FL 34228
Design Your Dream Beachfront Retreat at the Water Club on Longboat Key <br>This spacious 3BR/4BA residence offers 3,000+...
Listed by


$2,995,000
Condo
415 L AMBIANCE DR #C403, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. This is more than a home-it's a lifestyle defined by rare views and exce...
Listed by


$5,500
Condo
3440 GULF OF MEXICO DR #9, Longboat Key, FL 34228
AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with ...
Listed by


$3,500,000
Condo
435 L AMBIANCE DR #L807, Longboat Key, FL 34228
Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf ...
Listed by


$2,675,000
Condo
775 LONGBOAT CLUB RD #807, Longboat Key, FL 34228
Welcome to Beaches of Longboat Key - Unit 807 <br>From a morning stroll on the beach to twilight cocktails on your wrap ...
Listed by


$2,215,000
Single Family Home
510 WEDGE LN, Longboat Key, FL 34228
Welcome to your own piece of paradise in the prestigious Country Club Shores neighborhood on Longboat Key. This stunning...
Listed by


$1,879,000
Condo
3010 GRAND BAY BLVD #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...
Listed by


$1,000,000
Condo
4325 GULF OF MEXICO DR #102, Longboat Key, FL 34228
Experience the relaxed Gulf Coast lifestyle at Tiffany Plaza - direct Gulf-front, accessible community on Longboat Key w...
Listed by


$899,999
Condo
2013 HARBOUR LINKS DR #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 2...
Listed by


$695,000
Condo
4540 GULF OF MEXICO DR #204, Longboat Key, FL 34228
Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living ...
Listed by


$499,000
Condo
4380 EXETER DR #303, Longboat Key, FL 34228
PENTHOUSE UNIT!! DEEDED BEACH ACCESS DIRECTLY ACROSS THE STREET!! New roof 2025! Top-floor, end-unit living with sparkli...
Listed by


$8,000
Condo
5611 GULF OF MEXICO DR #5, Longboat Key, FL 34228
Steps to the Sand – 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat Key <br>Enjoy the best of beachfront livi...
Listed by


$3,695,000
Condo
1241 GULF OF MEXICO DR #803, Longboat Key, FL 34228
The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club...
Listed by


$1,525,000
Condo
1241 GULF OF MEXICO DR #109, Longboat Key, FL 34228
Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct acces...
Listed by
