- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
525 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,495,000
Single Family Home
618 BUTTONWOOD DR, Longboat Key, FL 34228
Experience the perfect blend of comfort, style, and privacy in this beautifully remodeled, single-level Longboat Key hom...
Listed by MICHAEL SAUNDERS & COMPANY


$3,500
Condo
3810 GULF OF MEXICO DR #F304, Longboat Key, FL 34228
1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestl...
Listed by FLORIDA GALLERY REAL ESTATE


$2,350,000
Condo
535 SANCTUARY DR #A202, Longboat Key, FL 34228
Luxurious Gulf-Front Living with Breathtaking Views! Experience the pinnacle of coastal elegance in this exquisitely upd...
Listed by MICHAEL SAUNDERS & COMPANY


$32,000
Condo
1581 GULF OF MEXICO DR #507, Longboat Key, FL 34228
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natu...
Listed by SVN COMMERCIAL ADVISORY GROUP


$2,695,000
Condo
2410 HARBOURSIDE DR #121, Longboat Key, FL 34228
This exceptional 3-bedroom, 3.5-bathroom + family room residence, with 3,825 square feet of living space, is located wit...
Listed by COLDWELL BANKER REALTY


$2,200,000
Condo
575 SANCTUARY DR #A304, Longboat Key, FL 34228
Experience the epitome of luxury living in this exquisite 3-bedroom, 3-bathroom condo at The Sanctuary, nestled behind t...
Listed by COMPASS FLORIDA LLC


$1,845,000
Condo
1145 GULF OF MEXICO DR #603, Longboat Key, FL 34228
This is the one.....rarely available Beachplace penthouse exhibiting the ultimate in elegance, sophistication and swagge...
Listed by COLDWELL BANKER REALTY


$1,395,000
Condo
1145 GULF OF MEXICO DR #301, Longboat Key, FL 34228
Elegance meets comfort in this rarely available, Gulf-front corner unit on Longboat Key's southern end. From the moment ...
Listed by PREMIER SOTHEBYS INTL REALTY


$1,295,000
Condo
1211 GULF OF MEXICO DR #207, Longboat Key, FL 34228
Discover this sunny coastal residence in the prestigious Promenade community. This two-bedroom residence spans more than...
Listed by COLDWELL BANKER REALTY


$1,250,000
Condo
4835 GULF OF MEXICO DR #302B, Longboat Key, FL 34228
Experience the ultimate beachfront lifestyle in this stunning 1,393 sq. ft. 2-bedroom, 2-bathroom retreat on Longboat Ke...
Listed by BERKSHIRE HATHAWAY HOMESERVICE


$2,495,000
Single Family Home
3151 BAYOU SOUND, Longboat Key, FL 34228
Coastal elegance meets island living in Bay Isles Bayou on Longboat Key. Nestled within this prestigious, 24-hour guard-...
Listed by COLDWELL BANKER REALTY


$2,000,000
Condo
1211 GULF OF MEXICO DR #702, Longboat Key, FL 34228
Enjoy breathtaking 270-degree views from the gulf to the bay in this exceptionally furnished 2,100-square-foot residence...
Listed by PREMIER SOTHEBYS INTL REALTY


$999,999
Condo
1050 LONGBOAT CLUB RD #704, Longboat Key, FL 34228
Step into the epitome of coastal elegance in this beautifully renovated residence, perfectly situated behind the gates o...
Listed by COLDWELL BANKER REALTY


$759,000
Condo
1945 GULF OF MEXICO DR #110, Longboat Key, FL 34228
RARELY available - DIRECT GULF-FRONT condo with UNOBSTRUCTED BEACH views! Step into paradise with this STUNNINGLY UPDATE...
Listed by KELLER WILLIAMS ON THE WATER


$1,250,000
Condo
1050 LONGBOAT CLUB ROAD #801, Longboat Key, FL 34228
Under contract-accepting backup offers. Dazzling endless water views and breathtaking sunsets, views of Sarasota Bay and...
Listed by ROSEBAY INTERNATIONAL REALTY, INC


$875,000
Condo
5757 GULF OF MEXICO DR #110, Longboat Key, FL 34228
Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf ...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$2,399,500
Single Family Home
3421 BAYOU SOUND, Longboat Key, FL 34228
Stunning Bay Isles Estate Home: Discover the epitome of luxury living in this elegant Bay Isles estate home. With a spac...
Listed by MICHAEL SAUNDERS & COMPANY


$650,000
Condo
4600 GULF OF MEXICO DR #202, Longboat Key, FL 34228
Welcome to your bay front condo on Longboat Key, where every day begins with breathtaking sunrises and panoramic views o...
Listed by COLDWELL BANKER REALTY


$270,000
Condo
713 SAINT JUDES DR S #1, Longboat Key, FL 34228
2B/2B WATERFRONT CONDO on Longboat Key! Here's your rare chance to own a waterfront property with direct access to the I...
Listed by SATO REAL ESTATE INC.


$3,695,000
Single Family Home
3540 MISTLETOE LN, Longboat Key, FL 34228
This spectacular direct bayfront four-bedroom home is offered fully furnished and meticulously updated to reflect modern...
Listed by COLDWELL BANKER REALTY


$699,000
Condo
4621 GULF OF MEXICO DR #19B, Longboat Key, FL 34228
Only a few properties on fabulous Longboat Key offer short term rentals, and this is one of them! Casa Del Mar, a beauti...
Listed by MICHAEL SAUNDERS & COMPANY


$625,000
Single Family Home
7119 LONGBOAT DR E, Longboat Key, FL 34228
This fabulous little 1930's cottage has a wonderful history and is ready to be reimagined by its next visionary owner. L...
Listed by MICHAEL SAUNDERS & COMPANY


$1,849,000
Condo
1465 GULF OF MEXICO DR #104, Longboat Key, FL 34228
Discover refined coastal living at this three-bedroom, three-bath turnkey-furnished residence spanning 2,051 square feet...
Listed by PREMIER SOTHEBYS INTL REALTY


$1,795,000
Single Family Home
501 RECLINATA DR, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Introducing a stunning 3 bedroom, 3.5 bath, 2-story home, perfectly nest...
Listed by STARZ REAL ESTATE, LLC
