547 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$3,850,000
Condo
1241 GULF OF MEXICO DR #506, Longboat Key, FL 34228
Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of M...
Listed by Tyler Sajan LPT REALTY, LLC
$4,250
Single Family Home
6980 POINSETTA, Longboat Key, FL 34228
Tucked away in a quiet fisherman's village on Longboat Key, this elegant one-bedroom cottage blends classic island charm...
Listed by Christina Vescovo LPT REALTY, LLC
$3,600,000
Single Family Home
3636 FAIR OAKS PL, Longboat Key, FL 34228
Under contract-accepting backup offers. PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let's...
Listed by Cindy Schatzle COLDWELL BANKER REALTY
$5,500
Single Family Home
640 BROADWAY ST, Longboat Key, FL 34228
HOT off-season specials from June 15th through end of August. Step into living history in the heart of Historic Longbeac...
Listed by Christina Vescovo LPT REALTY, LLC
$14,400
Single Family Home
701 BROADWAY ST, Longboat Key, FL 34228
This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, ab...
Listed by Christina Vescovo LPT REALTY, LLC
$4,999,000
Single Family Home
3606 FAIR OAKS PL, Longboat Key, FL 34228
Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residenc...
Listed by Renee Preininger SARASOTA TRUST REALTY COMPANY
$3,125,000
Single Family Home
2945 PYRULA DR, Longboat Key, FL 34228
A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025...
Listed by Alin Zdroba PROPERTIO
$1,699,000
Single Family Home
3344 SABAL COVE LN, Longboat Key, FL 34228
Behind the gates of Bay Isles in the private enclave of Sabal Cove, this spacious waterfront residence offers an excepti...
Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY
$900,000
Condo
828 BAYPORT WAY, Longboat Key, FL 34228
Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained ...
Listed by Alexis Smith-Frady COMPASS FLORIDA LLC
$2,599,000
Single Family Home
536 KETCH LN, Longboat Key, FL 34228
Seller motivated and offering peace of mind with no hurricane damage, this extraordinary south Longboat Key canal-front ...
Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY
$1,399,999
Single Family Home
3511 FAIR OAKS CT, Longboat Key, FL 34228
Nestled behind the gates of Queens Harbour in Bay Isles, this exceptional single-story home offers a rare blend of priva...
Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY
$1,195,000
Condo
1445 GULF OF MEXICO DR #101, Longboat Key, FL 34228
Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36' x 11' ...
Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY
$1,295,000
Single Family Home
550 DE NARVAEZ DR, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT re...
Listed by Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S
$799,000
Single Family Home
4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
AMAZING $51,000 PRICE IMPROVEMENT! YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit Villa—Steps From Both Shores!...
Listed by Debby McCaig COLDWELL BANKER REALTY
$649,900
Condo
4310 FALMOUTH DR #102, Longboat Key, FL 34228
Recently reduced—don't miss this opportunity. No special assessments after the 2024 storms, no history of flooding, well...
Listed by Kerre Allman MARCUS & COMPANY REALTY
$649,900
Condo
4960 GULF OF MEXICO DR #206, Longboat Key, FL 34228
Public showings are now available for the first time on 5/2/2026. After months of restricted access due to a tenant, thi...
Listed by Debby McCaig COLDWELL BANKER REALTY
$360,000
Condo
4310 FALMOUTH DR #304, Longboat Key, FL 34228
Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in rea...
Listed by Rachel Rademacher HOUSE MATCH
$1,049,000
Condo
2109 GULF OF MEXICO DR #1303, Longboat Key, FL 34228
Discover effortless beachfront living in this beautifully renovated 2-bedroom, 2-bath residence. A rare opportunity to o...
Listed by Wendy Leventhal COLDWELL BANKER REALTY
$649,999
Condo
5260 GULF OF MEXICO DR #403, Longboat Key, FL 34228
This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an excepti...
Listed by Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY
$530,000
Condo
4340 FALMOUTH DR #D104, Longboat Key, FL 34228
Located in the gated waterfront community of Longboat Harbour, this updated first floor residence offers direct walkout ...
Listed by Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY
$4,950,000
Single Family Home
548 HORNBLOWER LN, Longboat Key, FL 34228
This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in covet...
Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY
$749,900
Condo
4725 GULF OF MEXICO DR #314, Longboat Key, FL 34228
Welcome to Sand Cay Beach Resort—one of Longboat Key's premier vacation destinations. VACATION WHEN YOU WANT - GENERATE ...
Listed by Michael Albano, PA COLDWELL BANKER REALTY
$470,000
Condo
4370 CHATHAM DR #104, Longboat Key, FL 34228
Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172...
Listed by Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY
$749,900
Single Family Home
624 SAINT JUDES DR, Longboat Key, FL 34228
Wow, Excellent New Price! Your opportunity to own a piece of Longboat Key paradise just got even better. The stunning Ca...
Listed by Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES
- 1
- 2
- 3
- 4
- 5
- ...
- 23
