- 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 In Longboat Key
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,790,000
Single Family Home
581 BROADWAY ST, Longboat Key, FL 34228
Coastal elegance meets modern luxury in this stunning three-bedroom elevated retreat, nestled in the charming and histor...
Listed by PREMIER SOTHEBYS INTL REALTY


$874,500
Condo
814 BAYPORT WAY, Longboat Key, FL 34228
Welcome to your new retreat in Bayport Beach and Tennis Club on Longboat Key! Walking distance to the Bayfront Park Recr...
Listed by KELLER WILLIAMS ON THE WATER S


$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


$1,695,000
Single Family Home
3540 BAYOU CIR, Longboat Key, FL 34228
Beautiful Bay Isles pool home in The Bayou with exclusive beach club access. Welcome to this updated three-bedroom, thre...
Listed by PREMIER SOTHEBYS INTL REALTY


$4,699,950
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


$850,000
Condo
2020 HARBOURSIDE DR #432, Longboat Key, FL 34228
Experience true elegance in this exquisite 2-bedroom, 2-bathroom alluring residence with breathtaking water views. Desig...
Listed by COLDWELL BANKER REALTY


$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


$1,795,000
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


$2,500,000
Single Family Home
6537 GULF OF MEXICO DR, Longboat Key, FL 34228
Gulf views from this spacious and bright home on an oversized 17,000-plus-square-foot lot with beach access just a short...
Listed by PREMIER SOTHEBYS INTL REALTY


$390,000
Condo
4390 EXETER DR #I305, Longboat Key, FL 34228
Elegantly Updated Waterfront Residence – A Perfect Retreat! Perched on the third floor, this beautifully updated waterfr...
Listed by MICHAEL SAUNDERS & COMPANY


$290,000
Condo
3810 GULF OF MEXICO DR #F105, Longboat Key, FL 34228
Best value on Longboat Key! Own your slice of paradise in this bright and spacious first-floor, one-bedroom, one-bath co...
Listed by PREMIER SOTHEBYS INTL REALTY


$725,000
Condo
4500 GULF OF MEXICO DR #305, Longboat Key, FL 34228
Step into this beautifully and recently updated 2 bedroom 2 bath condo and enjoy unobstructed bay views over the marina ...
Listed by COMPASS FLORIDA LLC


$3,150,000
Single Family Home
6821 LONGBOAT DR S, Longboat Key, FL 34228
Nestled on an oversized waterfront homesite of nearly 17,000 sq. ft., this elevated coastal oasis offers a rare opportun...
Listed by DOUGLAS ELLIMAN


$1,385,000
Single Family Home
541 EDLEE LN, Longboat Key, FL 34228
Welcome to 541 Edlee Lane, a private Key West-inspired retreat tucked away on a quiet and private street in the heart of...
Listed by COLDWELL BANKER REALTY


$899,000
Single Family Home
531 EDLEE LN, Longboat Key, FL 34228
531 Edlee Lane, Longboat Key, FL – Offered at $899,000 <br> <br>Prime Coastal Property with New Luxury Pool & Spa – Rest...
Listed by COLDWELL BANKER REALTY


$13,950,000
Single Family Home
50 LIGHTHOUSE POINT DR, Longboat Key, FL 34228
Discover the pinnacle of coastal luxury at 50 Lighthouse Point Drive, an extraordinary estate nestled in the exclusive g...
Listed by COLDWELL BANKER REALTY


$1,000,000
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


$2,690,000
Single Family Home
630 COMPANION WAY, Longboat Key, FL 34228
REDUCED PRICE, Motivated Seller. This BRAND NEW construction (2024) is the Lowest priced New ELEVATED construction on a...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$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


$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


$378,500
Condo
549 SUTTON PL #T19, Longboat Key, FL 34228
Unparalleled Coastal Living – Affordable Luxury with Gulf to Bay Access! Presenting an extraordinary opportunity to own ...
Listed by MICHAEL SAUNDERS & COMPANY


$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


$1,650,000
Condo
2105 GULF OF MEXICO DR #3303, Longboat Key, FL 34228
Welcome to your dream oasis. Just completed fully updated, turnkey furnished unit, directly on the Gulf, at Sunset Beach...
Listed by PREMIER SOTHEBYS INTL REALTY


$779,000
Condo
3320 GULF OF MEXICO DRIVE #208C, Longboat Key, FL 34228
“Modern waterfront living.” Discover the beauty of coastal living in this tastefully renovated fully furnished condo fea...
Listed by PREFERRED SHORE LLC
