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

$2,250,000
Single Family Home
6940 LONGBOAT DR S, Longboat Key, FL 34228
This stunning move-in-ready coastal contemporary Key West style home is located in Longboat Key's coveted historic North...
Listed by MICHAEL SAUNDERS & COMPANY


$1,195,000
Condo
4401 GULF OF MEXICO DR #704, Longboat Key, FL 34228
ANOTHER PRICE REDUCTION!!STUNNING UNPARALLELED FULL GULF VIEWS from this rarely available 7th floor 2 bedroom/2 bathroom...
Listed by BETTER HOMES & GARDENS REAL ES


$25,950,000
Single Family Home
612 JUAN ANASCO DR, Longboat Key, FL 34228
Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting ov...
Listed by COLDWELL BANKER REALTY


$9,495,000
Single Family Home
1580 HARBOR CAY LN, Longboat Key, FL 34228
Exceptional Contemporary Bayfront Estate in Bay Isles Harbor Section. Experience unparalleled luxury in this immaculate,...
Listed by MICHAEL SAUNDERS & COMPANY


$3,995,000
Single Family Home
3491 BAYOU SOUND, Longboat Key, FL 34228
Welcome to the secure, double-gated Bay Isles Bayou community on Longboat Key. Set on an exclusive waterfront lot just t...
Listed by COLDWELL BANKER REALTY


$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


$1,397,849
Single Family Home
552 JUAN ANASCO DRIVE, Longboat Key, FL 34228
short stories"...Great opportunity pick cabinets and flooring ..pool is back new air condition..open floor plan.Brand ne...
Listed by KELLER WILLIAMS ON THE WATER S


$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.
