476 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$5,000
Townhouse
1912 HARBOURSIDE DR #603, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living! <br> <br> Live the island dream in this beautifully furnished 2...
Listed by LPT REALTY, LLC
$5,000
Condo
1922 HARBOURSIDE DR #1102, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living! <br> <br>Live the island dream in this beautifully furnished 2-...
Listed by LPT REALTY, LLC
$3,200,000
Single Family Home
3302 SABAL COVE LN, Longboat Key, FL 34228
Step into a world of refined elegance, where no detail has been overlooked in this Stunningly Renovated Estate in the ex...
Listed by COLDWELL BANKER REALTY
$975,000
Condo
615 DREAM ISLAND PL #303, Longboat Key, FL 34228
Welcome to Water Song, your slice of paradise at Harbour Villa Club in prestigious Longboat Key! Water Song is a beau...
Listed by SATO REAL ESTATE INC.
$2,000,000
Single Family Home
3322 BAYOU RD, Longboat Key, FL 34228
Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to...
Listed by MICHAEL SAUNDERS & COMPANY
$724,000
Condo
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panorami...
Listed by MICHAEL SAUNDERS & COMPANY
$4,299,000
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafte...
Listed by PREFERRED SHORE LLC
$1,599,000
Single Family Home
619 BUTTONWOOD DR, Longboat Key, FL 34228
One or more photo(s) virtually staged. Welcome home to your Waterfront Retreat in Buttonwood Harbor! This remodeled mid...
Listed by COLDWELL BANKER REALTY
$899,999
Single Family Home
600 FOX ST, Longboat Key, FL 34228
Experience the charm of historic Longboat Key living in this delightful 3-bedroom, 3-bathroom single-family home – Coast...
Listed by DUNCAN REAL ESTATE, INC.
$1,675,000
Condo
2675 GULF OF MEXICO DR #404, Longboat Key, FL 34228
What a wonderful opportunity to own in a very private building with only twenty residents. This large 3bed/3bath corner ...
Listed by COLDWELL BANKER REALTY
$7,500
Condo
1050 LONGBOAT CLUB RD #702, Longboat Key, FL 34228
Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer,...
Listed by GULF COAST REALTY & MANAGEMENT
$6,250,000
Condo
2251 GULF OF MEXICO DR #301, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Looking for your own private Gulf Oasis? Enter your dream coastal retrea...
Listed by HOUSE MATCH
$899,900
Condo
1211 GULF OF MEXICO DR #105, Longboat Key, FL 34228
Exceptional opportunity to own this beautiful first-floor condominium at The Promenade, offering the perfect balance of ...
Listed by COLDWELL BANKER REALTY
$850,000
Condo
1485 GULF OF MEXICO DR #101, Longboat Key, FL 34228
Under contract-accepting backup offers. Presenting a rare opportunity to acquire a distinguished residence within the ex...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$725,000
Condo
4805 GULF OF MEXICO DR #105, Longboat Key, FL 34228
Enjoy direct Gulf views and effortless coastal living in this turnkey-furnished, first floor walkout residence. In The W...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$649,000
Condo
225 SANDS POINT RD #6103, Longboat Key, FL 34228
The most perfectly peaceful lagoon views are enjoyed from this first floor Junior Suite in Building 6. Unlike the other ...
Listed by MICHAEL SAUNDERS & COMPANY
$17,500
Single Family Home
613 BUTTONWOOD DR, Longboat Key, FL 34228
This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept w...
Listed by PRECISE REALTY CORP
$15,000
Condo
1211 GULF OF MEXICO DR #1005, Longboat Key, FL 34228
Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium i...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$1,700,000
Condo
2425 GULF OF MEXICO DR #10F, Longboat Key, FL 34228
Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor en...
Listed by MICHAEL SAUNDERS & COMPANY
$2,100,000
Condo
2295 GULF OF MEXICO DR #83S, Longboat Key, FL 34228
Imagine waking up each morning to the gentle sound of waves and a breathtaking view of the Gulf from every room in your ...
Listed by DEAL HOUSE REALTY LLC
$685,000
Condo
2039 GULF OF MEXICO DR #G3-207, Longboat Key, FL 34228
THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor of the G3 building, this home ...
Listed by MICHAEL SAUNDERS & COMPANY
$109,000
Mobile Home
85 TWIN SHORES BLVD, Longboat Key, FL 34228
Location, location location! This flood impacted mobile home is being sold AS-IS, and is your opportunity to own a slice...
Listed by KELLER WILLIAMS ON THE WATER S
$5,425,000
Single Family Home
585 GUNWALE LN, Longboat Key, FL 34228
Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on souther...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$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 41 residences. This rarely...
Listed by COLDWELL BANKER REALTY