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407 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)

$319,000
Condo
3806 GULF OF MEXICO DR #C-312, Longboat Key, FL 34228
Furnished 2-bedroom, 2-bathroom end unit condo on Longboat Key! Brand New HVAC! This 3rd-floor corner unit provides out...
Listed by


$509,000
Condo
2045 GULF OF MEXICO DR #M1-502, Longboat Key, FL 34228
PARADISE AWAITS! Wake up to breathtaking sunrise views from your private lanai and unwind with sunsets on a pristine Gul...
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$9,500
Condo
5621 GULF OF MEXICO DR #102, Longboat Key, FL 34228
AVAILABLE MARCH 2025 - APRIL 10 $7,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo...
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$1,100,000
Single Family Home
834 JUNGLE QUEEN WAY, Longboat Key, FL 34228
LOCATION LOCATION LOCATION! JUST 3 LOTS IN FROM SARASOTA BAY!!! <br>Imagine living in highly sought after Longboat Key, ...
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$3,000
Condo
3806 GULF OF MEXICO DR #C202, Longboat Key, FL 34228
2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is...
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$695,000
Condo
4234 GULF OF MEXICO DR #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 redesign...
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$450,000
Townhouse
619 CEDARS CT, Longboat Key, FL 34228
Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat...
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$5,999,000
Condo
4651 GULF OF MEXICO DR #402, Longboat Key, FL 34228
Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or ...
Listed by


$13,250,000
Condo
1561 GULF OF MEXICO DR #403, Longboat Key, FL 34228
Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional re...
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$2,970,000
Condo
1591 GULF OF MEXICO DR #515, Longboat Key, FL 34228
Seller has reduced price for immediate sale. Rare opportunity to be a resident at The St. Regis Longboat Key for under $...
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$10,495,000
Single Family Home
5919 GULF OF MEXICO DR, Longboat Key, FL 34228
Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 15...
Listed by


$6,250,000
Single Family Home
5910 GULF OF MEXICO DR, Longboat Key, FL 34228
Live the boater's dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront ...
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$4,499,000
Condo
1591 GULF OF MEXICO DR #413, Longboat Key, FL 34228
Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ce...
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$749,000
Condo
3070 GRAND BAY BLVD #632, Longboat Key, FL 34228
Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enc...
Listed by


$3,900
Condo
3240 GULF OF MEXICO DR #B404, Longboat Key, FL 34228
Available October through January for two to four months. Take advantage of quiet beaches, easy to get dinner reservatio...
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$7,000
Condo
4825 GULF OF MEXICO DR #202, Longboat Key, FL 34228
SEASONAL/VACATION RENTAL! AVAILABLE FOR 2026 SEASON! CALL TODAY! Stunning Gulf views and beautiful sunsets from this spa...
Listed by


$489,000
Condo
2850 GULF OF MEXICO DR #2, Longboat Key, FL 34228
This beautiful corner unit is in excellent condition and has not experienced any storm damage, offering peace of mind fo...
Listed by


$8,500,000
Single Family Home
501 HARBOR POINT RD, Longboat Key, FL 34228
Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota's most prestigious ...
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$11,700
Condo
448 GULF OF MEXICO #A-106, Longboat Key, FL 34228
LONGBOAT KEY SOUTH...This is a 3 bedroom, 2 bathroom, end unit on the main floor which makes this unit light & bright wi...
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$749,000
Condo
1065 GULF OF MEXICO DR #302, Longboat Key, FL 34228
One of a kind, never rented, ready for a new owner to put their touches on this opportunity! Unit has endless views. Co...
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$10,500
Condo
2425 GULF OF MEXICO DR #7F, Longboat Key, FL 34228
No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendo...
Listed by


$10,500
Condo
4485 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228
**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!*...
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$6,500
Condo
4825 GULF OF MEXICO DR #203, Longboat Key, FL 34228
AVAILABLE Jan - Mar 2026!!! : Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2...
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$11,000
Condo
739 BAYPORT WAY #739, Longboat Key, FL 34228
This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which f...
Listed by
