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408 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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$1,250,000
Condo
4325 GULF OF MEXICO DR #204, Longboat Key, FL 34228
Breathtaking Gulf Views & Sunset Serenity. Welcome to Tiffany Plaza, a mid-rise offering just 42 residences. This rarely...
Listed by


$1,139,000
Condo
1000 LONGBOAT CLUB ROAD #1105, Longboat Key, FL 34228
Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally...
Listed by


$890,000
Condo
225 SANDS POINT RD #6201, Longboat Key, FL 34228
This beautifully remodeled Junior Suite offers peaceful lagoon views and a robust income stream. Sold fully furnished an...
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$825,000
Condo
225 SANDS POINT RD #7205, Longboat Key, FL 34228
This beautifully remodeled Junior Suite offers peaceful lagoon views and a robust income stream. Sold fully furnished an...
Listed by


$5,495,000
Single Family Home
670 OLD COMPASS RD, Longboat Key, FL 34228
Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-...
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$675,000
Condo
4420 EXETER DR #L303, Longboat Key, FL 34228
Significant Reduction ! Enjoy breathtaking water views from most rooms in this beautifully renovated top-floor 2-bedroom...
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$1,250,000
Single Family Home
726 JUNGLE QUEEN WAY, Longboat Key, FL 34228
Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal r...
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$899,000
Condo
2181 HARBOURSIDE DR #1403, Longboat Key, FL 34228
MOTIVATED SELLER! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks commun...
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$579,000
Condo
4380 EXETER DR #204, Longboat Key, FL 34228
Make your dreams come true with this beautiful waterfront condominium located at the popular Longboat Harbour resort! En...
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$744,000
Condo
2295 GULF OF MEXICO DR #64S, Longboat Key, FL 34228
Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully u...
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$2,495
Condo
3810 GULF OF MEXICO DR #F206, Longboat Key, FL 34228
GULF to BAY ACCESS! Beach Harbour Club Welcomes you home to Island living. New to the rental market is this second floor...
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$4,340,000
Single Family Home
590 DE NARVAEZ DR, Longboat Key, FL 34228
Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly pos...
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$499,999
Condo
2055 GULF OF MEXICO DR #G2-108, Longboat Key, FL 34228
PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of S...
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$1,050,000
Condo
615 DREAM ISLAND PL #210, Longboat Key, FL 34228
Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year-round or rent...
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$6,000
Condo
4325 GULF OF MEXICO DR #305, Longboat Key, FL 34228
Furnished beachfront vacation rental! This spacious (1336 sq ft + balcony) condo is a luxurious living space that offers...
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$6,900
Single Family Home
535 FOREST WAY, Longboat Key, FL 34228
Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by G...
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$4,995
Single Family Home
640 BROADWAY ST, Longboat Key, FL 34228
Experience tranquility in this 2025 hurricane-rebuilt Longboat Key retreat, featuring 2 bedrooms, 2 bathrooms, and a ver...
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$1,725,000
Condo
3010 GRAND BAY BLVD #472, Longboat Key, FL 34228
Your semi-private elevator provides access to the beautiful 7th floor condo with sweeping wide water views of Sarasota B...
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$989,000
Single Family Home
608 SAINT JUDES DR, Longboat Key, FL 34228
A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car g...
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$1,800,000
Condo
2425 GULF OF MEXICO DR #14B, Longboat Key, FL 34228
BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14...
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$399,000
Condo
669 SPANISH DR N #21, Longboat Key, FL 34228
Fully renovated villa ready for immediate occupancy! Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront c...
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$11,900,000
Single Family Home
630 DE NARVAEZ DR, Longboat Key, FL 34228
This stunning Bayfront estate delivers over 680 feet of pristine Bayfront waterfront on nearly an acre and a half of pri...
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$2,580,000
Condo
2185 GULF OF MEXICO DR #243, Longboat Key, FL 34228
Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious...
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$399,500
Condo
730 SPANISH DR S #99, Longboat Key, FL 34228
Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This attractively p...
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