As much an international destination as it is a beloved favorite among visitors and residents from all over the U.S., Longboat Key's span crosses through both Sarasota and Manatee Counties. This magnificent length of shoreline got its first road courtesy of circus magnate John Ringling in 1925. Originally, it extended only from New Pass at the southernmost tip to the Manatee County line, but Ringling envisioned a beautifully landscaped boulevard that would run the full length of the barrier island. ... more.Today's Gulf of Mexico Drive is the magnificently landscaped thoroughfare that Ringling had imagined. It winds past splendid homes and condominiums, lush greenways and parks, hidden driveways and side streets, yacht basins and captivating stretches of the Gulf of Mexico. Along both sides are discreet shopping plazas—filled with upscale shopping and fine dining—and the emerald-shaded fairways that comprise the two championship courses of the Longboat Key Club.

Nearby

1050 Longboat Club Rd #402, Longboat Key, FL 34228

1050 Longboat Club Rd #402

$560,000
Condo
2 bedrooms, 2 baths
1,290 Sq.Ft.
91,119 Sq.Ft. lot
Built in 1974
-82.6042
27.3439
SLD
581 Kingfisher Ln, Longboat Key, FL 34228

581 Kingfisher Ln

$2,725,000
Single Family Home
4 bedrooms, 4 baths
3,925 Sq.Ft.
15,000 Sq.Ft. lot
Built in 2019
-82.6372
27.3861
SLD
6949 Longboat Dr S, Longboat Key, FL 34228

6949 Longboat Dr S

$1,050,000
Single Family Home
3 bedrooms, 3 baths
2,085 Sq.Ft.
6,250 Sq.Ft. lot
Built in 2019
-82.684
27.4356
SLD
1690 Harbor Sound Dr, Longboat Key, FL 34228

1690 Harbor Sound Dr

$500,000
Single Family Home
3 bedrooms, 3 baths
3,638 Sq.Ft.
27,051 Sq.Ft. lot
Built in 1979
-82.6113
27.3545
SLD
6933 Longboat Dr S, Longboat Key, FL 34228

6933 Longboat Dr S

$1,025,000
Single Family Home
3 bedrooms, 3 baths
2,084 Sq.Ft.
6,250 Sq.Ft. lot
Built in 2019
-82.6835
27.4352
SLD
1145 Gulf Of Mexico Dr #405, Longboat Key, FL 34228

1145 Gulf Of Mexico Dr #405

$1,387,500
Condo
3 bedrooms, 2 baths
1,819 Sq.Ft.
Built in 1980
-82.6064
27.3468
SLD
2193 Harbourside Dr #403, Longboat Key, FL 34228

2193 Harbourside Dr #403

$335,000
Condo
3 bedrooms, 2 baths
2,224 Sq.Ft.
Built in 1984
-82.6166
27.363
SLD
3440 Gulf Of Mexico Dr #11, Longboat Key, FL 34228

3440 Gulf Of Mexico Dr #11

$360,000
Condo
2 bedrooms, 2 baths
1,207 Sq.Ft.
Built in 1981
-82.6332
27.3772
SLD
572 Lyons Ln, Longboat Key, FL 34228

572 Lyons Ln

$760,000
Single Family Home
3 bedrooms, 3 baths
2,381 Sq.Ft.
124 Sq.Ft. lot
Built in 1971
-82.674
27.4282
SLD
615 Dream Island Rd #111, Longboat Key, FL 34228

615 Dream Island Rd #111

$534,000
Condo
2 bedrooms, 2 baths
1,293 Sq.Ft.
Built in 1985
-82.6675
27.4238
SLD
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