Sandy beach path between palms and trees leading to the ocean

Homes for Sale in Longboat Key

Aerial view of Longboat Key’s Gulf beach, waterfront homes, and canals.

Property Listings

Price

Living Area

Modern curved condominium with glass balconies, landscaped grounds, and warm evening lights.

$19,995,000

1561 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

3 Beds 4.5 Baths 5,895 Sq.Ft.

Condominium courtyard with a brick walkway, palm trees, white bench, and parked bicycle.

$619,000

1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228

2 Beds 2.5 Baths 933 Sq.Ft.

Aerial view of waterfront homes lining a marina canal beside a broad bay.

$389,000

726 SPANISH DR N #164, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,093 Sq.Ft.

Aerial view of a waterfront condominium complex with a palm-lined courtyard at dusk.

$539,000

1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,192 Sq.Ft.

Coastal bay beyond a golf course, with palms and a sandy path in the foreground.

$675,000

3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,276 Sq.Ft.

Aerial view of a coastal home outlined in white, beside neighboring houses and turquoise water.

$3,400,000

5422 SANDHAMN PL, LONGBOAT KEY, FL 34228

3 Beds 2.5 Baths 2,802 Sq.Ft.

Aerial view of beachfront condominium buildings beside Longboat Key’s turquoise Gulf shore.

$899,000

5757 GULF OF MEXICO DR #110, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,561 Sq.Ft.

Blue-and-white coastal home with a metal roof, palm trees, and a spacious driveway.

$2,995,000

6930 LONGBOAT DR S, LONGBOAT KEY, FL 34228

4 Beds 4.5 Baths 2,541 Sq.Ft.

Beachfront condominium buildings frame the turquoise Gulf, with palm trees and red-tile roofs in front.

$3,750,000

1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 2,650 Sq.Ft.

Aerial view of beachfront condominiums beside a golf course with winding water hazards.

$2,850,000

435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228

2 Beds 2.5 Baths 2,525 Sq.Ft.

Aerial condominium complex with pool and waterfront, one building section outlined in green at sunset.

$2,345,000

2165 GULF OF MEXICO DR #121, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 2,560 Sq.Ft.

Curved beachfront-style condominium towers framed by palm trees along a landscaped entrance drive.

$1,395,000

3030 GRAND BAY BLVD #315, LONGBOAT KEY, FL 34228

3 Beds 3.5 Baths 2,143 Sq.Ft.

White multi-story coastal residence with a screened balcony, landscaped entry, and paved parking area.

$589,000

575 SUTTON PL, LONGBOAT KEY, FL 34228

3 Beds 2.5 Baths 1,450 Sq.Ft.

Marina slip E6 among docked boats, with waterfront condos and open bay beyond.

$275,000

2800 HARBOURSIDE DR #E06, LONGBOAT KEY, FL 34228

Aerial view of beachfront condominium towers beside a long sandy beach at sunset.

$5,500,000

775 LONGBOAT CLUB RD, 1008-1007, LONGBOAT KEY, FL 34228

4 Beds 3.5 Baths 3,954 Sq.Ft.

Marina dock with moored boats and a prominent dockside power pedestal.

$225,000

2600 HARBOURSIDE DR #N-09, LONGBOAT KEY, FL 34228

Aerial view of tile-roof homes by the water, with one home outlined in white.

$1,249,000

2352 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

3 Beds 2.5 Baths 2,487 Sq.Ft.

Aerial view of a waterfront neighborhood, with a map pin marking a lot near the beach.

$1,750,000

568 ROUNTREE DR, LONGBOAT KEY, FL 34228

Two-story white stucco home with shingle roofs, a screened patio, and a shaded lawn.

$499,999

597 SUTTON PL, LONGBOAT KEY, FL 34228

2 Beds 1.5 Baths 1,008 Sq.Ft.

Single-story stucco home with a red tile roof, arched entry, and curved paver driveway.

$2,950,000

595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

4 Beds 2.5 Baths 2,550 Sq.Ft.

White high-rise condominium tower with palm trees, a parking area, and a landscaped lawn.

$1,600,000

2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,470 Sq.Ft.

Aerial view of Longboat Key condos beside a golf course, waterways, and the Gulf of Mexico.

$925,000

3070 GRAND BAY BLVD #645, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,276 Sq.Ft.

Aerial view of beachfront condominiums on Longboat Key, with white sand and turquoise Gulf water.

$1,450,000

2425 GULF OF MEXICO DR #1E, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,472 Sq.Ft.

Aerial view of beachfront condominiums, a resort pool, and white sand along the Gulf of Mexico.

$3,195,000

1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

3 Beds 4 Baths 3,045 Sq.Ft.

Aerial view of a beachfront property outlined beside a vacant lot and coastal road.

$7,900,000

6061 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

5 Beds 5.5 Baths 3,203 Sq.Ft.

Aerial view of beachfront condominium buildings beside the Gulf of Mexico.

$2,670,000

1591 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228

1 Bed 2 Baths 1,556 Sq.Ft.

Aerial view of beachfront condominium towers, pools, and white-sand beach on Longboat Key.

$5,995,000

1241 GULF OF MEXICO DR #PH1102, LONGBOAT KEY, FL 34228

3 Beds 4.5 Baths 3,400 Sq.Ft.

Aerial view of Longboat Key homes beside a golf course, with the Gulf of Mexico beyond.

Active Under Contract

$1,150,000

2245 HARBOURSIDE DR #101, LONGBOAT KEY, FL 34228

3 Beds 2.5 Baths 2,219 Sq.Ft.

St. Regis beachfront residences with glass balconies, landscaped courtyard, and Gulf views.

$1,999,999

1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228

2 Beds 2.5 Baths 2,154 Sq.Ft.

Two-story condominium building with exterior staircases, balconies, and palm trees.

Active Under Contract

$449,000

6750 GULF OF MEXICO DR #178, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,241 Sq.Ft.

Aerial view of waterfront condominium buildings surrounding a marina, with open water and islands beyond.

$400,000

4370 CHATHAM DR #102, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,072 Sq.Ft.

Aerial view of beachfront condominiums beside a golf course on Longboat Key.

$2,000,000

455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 2,410 Sq.Ft.

Aerial view of a condominium complex with a circled balcony, swimming pool, and golf course.

$2,095,000

2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 2,445 Sq.Ft.

Aerial view of waterfront condominiums between a bay and the Gulf of Mexico.

$628,000

2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228

3 Beds 2 Baths 2,031 Sq.Ft.

Furnished living room with sliding glass doors overlooking a marina and waterfront buildings.

$399,000

4330 FALMOUTH DR #107, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,072 Sq.Ft.

Palm-lined coastal home with white metal roof, balconies, and a paved circular driveway.

$2,499,000

550 NORTON ST, LONGBOAT KEY, FL 34228

3 Beds 3.5 Baths 3,453 Sq.Ft.

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