- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
555 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$2,229,000
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


$1,475,000
Single Family Home
3111 BAYOU SOUND, Longboat Key, FL 34228
*New Roof to be installed for the buyers** In the lovely gated community of Bayou, this home is set back from the road, ...
Listed by PREMIER SOTHEBYS INTL REALTY


$695,000
Condo
1930 HARBOURSIDE DR #136, Longboat Key, FL 34228
*No storm damage - Welcome to this upgraded and partially furnished 2-bedroom, 2-bathroom condo on the coveted third flo...
Listed by COLDWELL BANKER REALTY


$695,000
Condo
5155 GULF OF MEXICO DR #9, Longboat Key, FL 34228
Wake up to the gentle sound of waves and take in beach and turquoise Gulf views from this rarely available, fully remode...
Listed by KW COASTAL LIVING III


$749,000
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


$1,750,000
Single Family Home
691 GULF BAY RD, Longboat Key, FL 34228
Discover your dream barrier island lifestyle in this stunning, recently remodeled home on Longboat Key, Florida with an ...
Listed by MICHAEL SAUNDERS & COMPANY


$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


$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


$2,199,999
Single Family Home
3617 FAIR OAKS PL, Longboat Key, FL 34228
This home sustained no hurricane damage or water intrusion. Nestled within the exclusive Queens Harbour of Bay Isles, th...
Listed by MICHAEL SAUNDERS & COMPANY


$1,095,000
Condo
2129 HARBOURSIDE DR #901, Longboat Key, FL 34228
Nestled in the prestigious Harbour Oaks community on Longboat Key, this 3BR/2.5BA, 2,219 sq. ft. residence blends elegan...
Listed by COLDWELL BANKER REALTY


$4,549,900
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
Under Construction. THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE. SELLER TO COVER ALL CLOSING COSTS. GULF AND BAY VIEW...
Listed by KELLER WILLIAMS ON THE WATER S


$1,695,000
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


$3,300,000
Single Family Home
3598 FAIR OAKS LN, Longboat Key, FL 34228
Not to be missed – this 3,400+ SF, extensively renovated Queens Harbour home – is a step into airy, nature inspired livi...
Listed by MICHAEL SAUNDERS & COMPANY


$724,750
Condo
1000 LONGBOAT CLUB RD #304, Longboat Key, FL 34228
NOW the lowest priced condominium behind the gates of the Longboat Key Club & Resort on the gulf side, on the beach, and...
Listed by RE/MAX ALLIANCE GROUP


$873,750
Condo
2110 HARBOURSIDE DR #522, Longboat Key, FL 34228
Welcome to Paradise! Upon entering this spacious open-floor home, you will give a “WOW”! The view from the floor to ceil...
Listed by RE/MAX ALLIANCE GROUP


$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.


$3,495,000
Single Family Home
625 JACKSON WAY, Longboat Key, FL 34228
TURN KEY FURNISHED IS available. On the north end of beautiful and exclusive Longboat Key, Florida rests an historic enc...
Listed by DEVELOPERS REALTY LBK, INC


$925,000
Single Family Home
3465 WINDING OAKS DR #33, Longboat Key, FL 34228
This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community...
Listed by MICHAEL SAUNDERS & COMPANY


$2,599,900
Single Family Home
630 COMPANION WAY, Longboat Key, FL 34228
Price Improvement! Fantastic opportunity for this BRAND NEW construction. The Lowest priced New ELEVATED construction on...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$2,500,000
Single Family Home
3310 SABAL COVE LN, Longboat Key, FL 34228
Embrace the resort lifestyle in the tranquil community of Sabal Cove, an exclusive collection of 38 custom single-family...
Listed by MICHAEL SAUNDERS & COMPANY


$485,000
Condo
4500 GULF OF MEXICO DR #205, Longboat Key, FL 34228
THIS IS YOUR LUCKY DAY! DRAMATIC PRICE IMPROVEMENT! SELLERS ARE MOTIVATED! A blank palette to create the home that you h...
Listed by COLDWELL BANKER REALTY


$719,000
Condo
4960 GULF OF MEXICO DR #206, Longboat Key, FL 34228
$108,000 SAVINGS FROM THE 1/21/2025 LIST PRICE! AMAZINGLY RARE OPPORTUNITY & DREAM COST FOR A STYLISHLY FURNISHED WINDWA...
Listed by COLDWELL BANKER REALTY


$749,000
Condo
4900 GULF OF MEXICO DR #205, Longboat Key, FL 34228
Beauty on the Bay will be found in this delightful 2 bedroom 2 bath condo at Windward Bay; in fact the ONLY unit current...
Listed by MICHAEL SAUNDERS & COMPANY


$499,000
Condo
4540 GULF OF MEXICO DR #304, Longboat Key, FL 34228
OUTSTANDING PRICE IMPROVEMENT OFFERED BY MOTIVATED SELLERS! This private bayfront condo has gorgeous views of a protecte...
Listed by COLDWELL BANKER REALTY
