- 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
67 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


$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


$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


$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


$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


$680,000
Condo
1930 HARBOURSIDE DR #145, Longboat Key, FL 34228
MASSIVE PRICE REDUCTION!! <br>Deeded garage parking spot! The pictures tell all you want to know! And it is being offere...
Listed by FINE PROPERTIES


$3,595,000
Single Family Home
549 SLOOP LN, Longboat Key, FL 34228
Experience unparalleled luxury and elegance at this prestigious Country Club Shores residence, nestled on the sought-aft...
Listed by COLDWELL BANKER REALTY


$4,950,000
Single Family Home
5444 GULF OF MEXICO DR, Longboat Key, FL 34228
Behold a sanctuary of contemporary elegance, where luxury and innovation converge to create a residence that stands as a...
Listed by COLDWELL BANKER REALTY


$599,000
Condo
1930 HARBOURSIDE DR #142, Longboat Key, FL 34228
Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringlin...
Listed by PREMIER SOTHEBYS INTL REALTY


$3,399,999
Single Family Home
585 CUTTER LN, Longboat Key, FL 34228
Exquisite Waterfront Retreat on Longboat Key <br>Sarasota Bay with private beach access to the sugar-soft sands of the G...
Listed by COLDWELL BANKER REALTY


$1,695,000
Single Family Home
581 BROADWAY ST, Longboat Key, FL 34228
Buyer Opportunity! New price on this stunning furnished three-bedroom elevated retreat in the charming and historic Long...
Listed by PREMIER SOTHEBYS INTL REALTY


$2,425,000
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 24-hour guard-gated communi...
Listed by COLDWELL BANKER REALTY


$1,850,000
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


$949,500
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


$575,000
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


$1,150,000
Condo
1945 GULF OF MEXICO DR #M2-516, Longboat Key, FL 34228
Beachfront Condo with Stunning Gulf Views – Your Dream Coastal Retreat! <br> <br>Welcome to your perfect getaway! This r...
Listed by MANGROVE REALTY ASSOCIATES


$5,795,000
Single Family Home
741 HIDEAWAY BAY DR, Longboat Key, FL 34228
SOPHISTICATED WATERFRONT LIVING ON SARASOTA BAY-- POSTMODERN GEM <br>Experience sophisticated waterfront living in this...
Listed by DEVELOPERS REALTY LBK, INC


$2,650,000
Condo
1281 GULF OF MEXICO DR #703, Longboat Key, FL 34228
Under contract-accepting backup offers. Looking for that unique beachfront retreat? Why not design it yourself! With bre...
Listed by PREMIER SOTHEBYS INTL REALTY


$1,225,000
Single Family Home
650 PENFIELD ST, Longboat Key, FL 34228
An ELEVATED waterfront home uniquely positioned in an exceptional location on the fabulous north end of Longboat Key. Th...
Listed by MICHAEL SAUNDERS & COMPANY


$1,445,000
Condo
1211 GULF OF MEXICO DR #701, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Welcome to a blank canvas for your beachfront dream home in this 7th-flo...
Listed by COLDWELL BANKER REALTY


$599,000
Condo
5055 GULF OF MEXICO DR #411, Longboat Key, FL 34228
Great Value Longboat Key Beachside! Storm-secure, this beautiful turnkey furnished 2-bedroom plus den walk-out residence...
Listed by COLDWELL BANKER REALTY


$4,000
Condo
3806 GULF OF MEXICO DR #C305, Longboat Key, FL 34228
Steps from the Sand – Luxury Beach Condo with Pool Access! <br>Leave the snow behind and soak up the sun! This stunningl...
Listed by ALTIS REALTY


$3,675,000
Single Family Home
3371 BAYOU SOUND, Longboat Key, FL 34228
WOW! New pricing reflects such an amazing deal. This home has been beautifully redone with a light and airy, upscale coa...
Listed by COLDWELL BANKER REALTY
