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407 Properties Available In Longboat Key
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- Price-High To Low
- Price-Low To High
- Newest Listings
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$1,350,000
Condo
4241 GULF OF MEXICO DR #202, Longboat Key, FL 34228
Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly O...
Listed by


$449,000
Condo
6800 GULF OF MEXICO DRIVE #203, Longboat Key, FL 34228
Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in ...
Listed by


$425,000
Condo
5310 GULF OF MEXICO DR #18, Longboat Key, FL 34228
Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitc...
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$3,900
Condo
3802 GULF OF MEXICO DR #A107, Longboat Key, FL 34228
2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestl...
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$3,000
Condo
534 SUTTON PL, Longboat Key, FL 34228
Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This...
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$2,925,000
Single Family Home
3310 BAYOU RD, Longboat Key, FL 34228
Artfully Curated, Fully Reimagined Lakefront Estate in Bay Isles <br> <br>This is not just a home—it's a curated piece o...
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$599,000
Condo
1945 GULF OF MEXICO DR #M2-213, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Opportunity Knocks at Seaplace — Prime Gulfside Condo with Endless Poten...
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$15,500
Condo
601 LONGBOAT CLUB RD #404S, Longboat Key, FL 34228
Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views gree...
Listed by


$5,049,000
Single Family Home
569 BAYVIEW DR, Longboat Key, FL 34228
Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home...
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$2,250,000
Condo
2165 GULF OF MEXICO DR #114, Longboat Key, FL 34228
Enjoy Sunsets and experience direct beachfront living with stunning Gulf views on South Longboat Key in this exceptional...
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$850,000
Condo
4725 GULF OF MEXICO DR #212, Longboat Key, FL 34228
GREAT NEW PRICE! An exceptional INVESTMENT and lifestyle opportunity awaits in this completely TURNKEY FURNISHED, 2 bed...
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$799,000
Townhouse
2075 GULF OF MEXICO DR #T1-108, Longboat Key, FL 34228
Gulfside Comfort, Space, and Style—Just Steps from the Sand <br>Seaplace | Longboat Key | Townhouse Unit T1-108 | 3BR | ...
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$449,900
Condo
1965 GULF OF MEXICO DR #G5-304, Longboat Key, FL 34228
Gulf Views | Move-In Ready | Gated Community <br>Welcome to Seaplace, one of Longboat Key's most desirable Gulf-front co...
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$399,900
Condo
2055 GULF OF MEXICO DR #G2-214, Longboat Key, FL 34228
Island Living Meets Contemporary Comfort — Gulfside Loft at Seaplace <br>Welcome to your coastal dream retreat on Longbo...
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$398,000
Condo
2850 GULF OF MEXICO DR #5, Longboat Key, FL 34228
Turnkey Vacation Getaway or Smart Investment Opportunity! Own your slice of paradise on Longboat Key with this charming ...
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$12,000
Single Family Home
2377 HARBOUR OAKS DR, Longboat Key, FL 34228
Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated...
Listed by


$9,000
Condo
1000 LONGBOAT CLUB RD, Longboat Key, FL 34228
Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. ...
Listed by


$5,500
Condo
3806 GULF OF MEXICO DR #C108, Longboat Key, FL 34228
Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harb...
Listed by


$1,200,000
Condo
1932 HARBOURSIDE DR #244, Longboat Key, FL 34228
Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on pictur...
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$17,000
Single Family Home
830 TARAWITT DR, Longboat Key, FL 34228
Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desir...
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$10,000
Single Family Home
6979 LONGBOAT DR S, Longboat Key, FL 34228
Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a spark...
Listed by


$3,495,000
Single Family Home
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...
Listed by


$1,218,375
Single Family Home
501 DE NARVAEZ DR, Longboat Key, FL 34228
Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant upd...
Listed by


$635,000
Condo
1945 GULF OF MEXICO DR #M2-207, Longboat Key, FL 34228
Partial Gulf View Condo in Highly Sought-After Seaplace Community. <br> <br>Selling as Fully furnished. Don't miss this ...
Listed by
