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560 Properties Available
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- Newest Listings
- Beds (Most)
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$7,200
Condo
4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228
This magnificent Gulf front vacation retreat sits on the 6th floor of the beautiful Westchester of Longboat Key, boastin...
Listed by GULF COAST REALTY & MANAGEMENT
$6,000
Condo
5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228
Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everythi...
Listed by GULF COAST REALTY & MANAGEMENT
$7,200
Condo
3240 GULF OF MEXICO DR #B303, Longboat Key, FL 34228
Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained...
Listed by JENNETTE PROPERTIES INC
$12,500
Condo
2425 GULF OF MEXICO DR #7C, Longboat Key, FL 34228
SEASONAL; From floor to ceiling – you'll just love the magnificent views from every room in this direct Gulf front resid...
Listed by GULF COAST RENTAL HOMES&CONDOS
$8,000
Condo
3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228
Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorge...
Listed by LINDSAY LEASING LLC
$8,000
Condo
2109 GULF OF MEXICO DR #1402, Longboat Key, FL 34228
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center i...
Listed by Jennette Properties Inc
$11,400
Condo
1135 GULF OF MEXICO DR #504, Longboat Key, FL 34228
Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2...
Listed by Gulf Coast Rental Homes&Condos
$12,500
Single Family Home
2319 HARBOUR OAKS DR, Longboat Key, FL 34228
SEASONAL: AVAILABLE FOR 2025 SEASON! All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oa...
Listed by GULF COAST RENTAL HOMES&CONDOS
$8,000
Condo
1925 GULF OF MEXICO DR #G8-208, Longboat Key, FL 34228
Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH ...
Listed by JENNETTE PROPERTIES INC
$700,000
Vacant Land
2929 PYRULA DR, Longboat Key, FL 34228
Build your dream home on this exceptional vacant lot located in the heart of Longboat Key. Nestled midway on the island,...
Listed by HARTMAN REAL ESTATE & COMPANY
$1,495,000
Vacant Land
591 RUSSELL ST, Longboat Key, FL 34228
Beautiful, estate sized corner lot north end of Longboat Key in the historic and charming Village of Longbeach. Water & ...
Listed by HOMECOIN.COM
$1,795,000
Vacant Land
500 OUTRIGGER LN, Longboat Key, FL 34228
PRICED BELOW RECENT APPRAISAL; OVERSIZED corner lot ready to build substantial water front home with seawall, composite ...
Listed by MICHAEL SAUNDERS & COMPANY
$239,000
Condo
2600 HARBOURSIDE DR #O-05, Longboat Key, FL 34228
An east side of the marina boat slip at Longboat Key Moorings Marina for sale right now! The slip measures 45 x 20 feet....
Listed by LBRE LLC
$450,000
Condo
2600 HARBOURSIDE DR #L-04, Longboat Key, FL 34228
72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the ci...
Listed by LBRE LLC
$4,995,000
Vacant Land
6453 GULFSIDE RD, Longboat Key, FL 34228
An ideal opportunity to own a direct Gulf-front estate-sized lot on the coveted shores of Longboat Key. Spanning nearly ...
Listed by COLDWELL BANKER REALTY
$275,000
Vacant Land
2600 HARBOURSIDE DRIVE #H-10, Longboat Key, FL 34228
One of two slips for sale side by side...right up front. Perfect for your fleet! A 55 ft. x 20 ft. Boat Slip at Longboat...
Listed by LBRE LLC
$275,000
Condo
2600 HARBOURSIDE DRIVE #H-09, Longboat Key, FL 34228
Many boaters feel H-dock is the best dock in the marina; convenient to the showers, and the marina village and office. S...
Listed by LBRE LLC
$799,999
Vacant Land
6324 LAGUNA DR, Longboat Key, FL 34228
Discover your boater's paradise on Longboat Key! This is a rare opportunity to build your dream oasis on the last availa...
Listed by MICHAEL SAUNDERS & COMPANY
$3,150,000
Vacant Land
620 JACKSON WAY, Longboat Key, FL 34228
A coveted island lifestyle awaits your vision with an incredible opportunity to build your dream home on one of the larg...
Listed by MICHAEL SAUNDERS & COMPANY
$825,000
Vacant Land
656 TARAWITT DR, Longboat Key, FL 34228
An incredible opportunity to build your dream home awaits on this expansive 10,800-square-foot canal-front lot, featurin...
Listed by FLATFEE.COM
$2,000,000
Vacant Land
6604-6608 GULF OF MEXICO DR, Longboat Key, FL 34228
Privacy is key for this sprawling, estate-size lot down a quiet street not on Gulf of Mexico Drive as address suggests, ...
Listed by PREMIER SOTHEBYS INTL REALTY
$1,000,000
Vacant Land
6604 GULF OF MEXICO DR, Longboat Key, FL 34228
Privacy is key for this sprawling, estate-size lot down a quiet street, not on Gulf of Mexico Drive as address suggests,...
Listed by PREMIER SOTHEBYS INTL REALTY
$1,000,000
Vacant Land
Longboat Key, FL 34228
Privacy is key for this sprawling, estate-size lot down a quiet street, not on Gulf of Mexico Drive as address suggests,...
Listed by PREMIER SOTHEBYS INTL REALTY
$4,995,000
Vacant Land
1641 HARBOR CAY LN, Longboat Key, FL 34228
Build your dream home on this rarely available oversized waterfront lot in the exclusive gated Bay Isles Harbor communit...
Listed by MICHAEL SAUNDERS & COMPANY