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431 Properties Available In Longboat Key
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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 PREMIER SOTHEBYS INTL REALTY
$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...
Listed by MICHAEL SAUNDERS & COMPANY
$3,400,000
Condo
1591 GULF OF MEXICO DR #515, Longboat Key, FL 34228
Incredible opportunity for the lowest price residence at The St. Regis Longboat Key. Buyer will consider all offers. Ent...
Listed by MICHAEL SAUNDERS & COMPANY
$19,500,000
Single Family Home
5861 GULF OF MEXICO DR, Longboat Key, FL 34228
Welcome to 5861 Gulf of Mexico Drive, a contemporary home that exudes Zen-like calm in a tropical jungle garden located ...
Listed by SATO REAL ESTATE INC.
$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 MICHAEL SAUNDERS & COMPANY
$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 ...
Listed by MICHAEL SAUNDERS & COMPANY
$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...
Listed by MICHAEL SAUNDERS & COMPANY
$5,500
Townhouse
1928 HARBOURSIDE DR #1402, Longboat Key, FL 34228
Experience luxury and tranquility in this stunning unit at 1928 Harbourside Dr, Unit 1402, located within the Bay Isles ...
Listed by KELLER WILLIAMS ON THE WATER S
$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 MICHAEL SAUNDERS & COMPANY
$5,500
Condo
2012 HARBOURSIDE DR #2102, Longboat Key, FL 34228
Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious...
Listed by KELLER WILLIAMS ON THE WATER S
$3,975
Condo
3240 GULF OF MEXICO DR #B404, Longboat Key, FL 34228
A perfect island getaway. This well appointed and updated Longboat Key condo is available as a six or seven month rental...
Listed by COLDWELL BANKER REALTY
$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 GULF COAST RENTAL HOMES&CONDOS
$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 MICHAEL SAUNDERS & COMPANY
$499,000
Condo
4380 EXETER DR #303, Longboat Key, FL 34228
PENTHOUSE UNIT!! No hurricane flooding or damage to the entire community from both hurricanes!! Only attached to one ot...
Listed by COLDWELL BANKER SUNSTAR REALTY
$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 ...
Listed by COMPASS FLORIDA LLC
$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...
Listed by JENNETTE PROPERTIES INC
$649,000
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...
Listed by COLDWELL BANKER REALTY
$950,000
Multi-Family
578-580 COMPANION WAY, Longboat Key, FL 34228
Seasonal Income Awaits – Turnkey Duplex in the Heart of Longboat Key <br> <br>'Tis the season for a lucrative investment...
Listed by DOUGLAS ELLIMAN
$10,000
Condo
2675 GULF OF MEXICO DR #302, Longboat Key, FL 34228
Available Now! Absolutely stunning waterfront turnkey furnished short term rental property on Longboat Key. This unit fe...
Listed by ANDRE LECLAIR PROPERTIES LLC
$1,540,000
Condo
603 LONGBOAT CLUB RD #602N, Longboat Key, FL 34228
Experience the ultimate in luxury living with this stunning 2-bedroom, 2-bathroom condo in the most prestigious area of ...
Listed by COLDWELL BANKER REALTY
$2,950,000
Single Family Home
705 JUNGLE QUEEN WAY, Longboat Key, FL 34228
LONGBOAT KEY CANAL FRONT HOME WITH DEEDED BEACH EASEMENT 2 BLOCKS AWAY. This 4 BED / 3.5 BATH MODERN COASTAL RETREAT is ...
Listed by RE/MAX ALLIANCE GROUP
$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 WILLIAM GLADE LIC. REAL ESTATE BROKER
$4,500
Single Family Home
4780 GULF OF MEXICO DR, Longboat Key, FL 34228
This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek...
Listed by ONE STEP AHEAD REALTY INC
$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!*...
Listed by COLDWELL BANKER REALTY