- 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
27 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$460,000
Condo
4310 FALMOUTH DR #304, Longboat Key, FL 34228
Your Exclusive Ticket to the Ultimate Beach & Boating Lifestyle! This move-in ready fully furnished gem on Longboat Key ...
Listed by HOUSE MATCH


$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


$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


$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


$4,699,900
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
Under Construction. GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! An exquisite coastal contemporary masterpiece by Floridian...
Listed by KELLER WILLIAMS ON THE WATER S


$1,975,000
Condo
2675 GULF OF MEXICO DR #301, Longboat Key, FL 34228
Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of t...
Listed by COLDWELL BANKER REALTY


$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


$2,990,000
Single Family Home
614 NORTON ST, Longboat Key, FL 34228
Luxurious Longboat Key Canal Front Home – A Coastal Entertainer's Dream! <br> <br>Welcome to this stunning 6-bedroom, 5....
Listed by SATO REAL ESTATE INC.


$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


$1,599,000
Condo
775 LONGBOAT CLUB RD #304, Longboat Key, FL 34228
Welcome to paradise and your beachside retreat! Beaches of Longboat Key is located on a private gated road, just past th...
Listed by MICHAEL SAUNDERS & COMPANY


$675,000
Condo
6750 GULF OF MEXICO DR #153, Longboat Key, FL 34228
A bayou breeze awaits you. Experience the ultimate coastal lifestyle in this beautiful 2nd-floor end-unit condo, offerin...
Listed by COLDWELL BANKER REALTY


$798,750
Condo
1000 LONGBOAT CLUB RD #304, Longboat Key, FL 34228
NOW the lowest priced condominium behind the gates on Longboat Key and all future assessments have been levied but the A...
Listed by RE/MAX ALLIANCE GROUP


$649,000
Townhouse
653 CEDARS CT, Longboat Key, FL 34228
Motivated Sellers Would Love an Offer! Tennis, beach and beyond, Cedars East, known to be Longboat Key's desirable tenni...
Listed by COLDWELL BANKER REALTY


$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


$975,000
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


$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


$732,000
Condo
3240 GULF OF MEXICO DR #B504, Longboat Key, FL 34228
This stunningly remodeled and fully furnished fifth-floor condominium offers breathtaking water views of Cranes Bay with...
Listed by MICHAEL SAUNDERS & COMPANY


$749,000
Condo
4960 GULF OF MEXICO DR #206, Longboat Key, FL 34228
UNBELIEVEABLE PRICE IMPROVEMENT! PANORAMIC WATER VIEWS! Precious memories await as you experience exquisite water views ...
Listed by COLDWELL BANKER REALTY


$774,900
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


$525,000
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


$3,950,000
Single Family Home
591 PUTTING GREEN LN, Longboat Key, FL 34228
Welcome to your dream home, perched on a serene cul-de-sac on sought-after Longboat Key, where the beauty of Sarasota Ba...
Listed by PREMIER SOTHEBYS INTL REALTY


$789,000
Condo
1930 HARBOURSIDE DR #152, Longboat Key, FL 34228
*No storm damage* *Automated remote hurricane screen* *Fully updated* *First quarter HOA credit at closing* *Deeded gara...
Listed by WAGNER REALTY


$2,250,000
Single Family Home
6940 LONGBOAT DR S, Longboat Key, FL 34228
Under contract-accepting backup offers. This stunning move-in-ready coastal contemporary Key West style home is located ...
Listed by MICHAEL SAUNDERS & COMPANY


$799,900
Condo
4485 GULF OF MEXICO DR #403, Longboat Key, FL 34228
STUNNING 2-BEDROOM, 2-BATH BEACHFRONT CONDO WITH UNPARALLELED FULL GULF VIEWS! This beautifully furnished, 4th-floor con...
Listed by RE/MAX ALLIANCE GROUP
