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

100 Sands Point Rd #201, Longboat Key, FL 34228

100 Sands Point Rd #201

$360,000
Condo
2 bedrooms, 2 baths
1,492 Sq.Ft.
Built in 1966
-82.5891
27.3298
SLD
3040 Grand Bay Blvd #263, Longboat Key, FL 34228

3040 Grand Bay Blvd #263

$1,200,000
Condo
2 bedrooms, 2 baths
2,550 Sq.Ft.
Built in 1996
-82.617
27.3766
SLD
1925 Gulf Of Mexico Dr #g8-205, Longboat Key, FL 34228

1925 Gulf Of Mexico Dr #g8-205

$460,000
Condo
2 bedrooms, 2 baths
1,257 Sq.Ft.
Built in 1978
-82.6134
27.3536
SLD
535 Sanctuary Dr #a103, Longboat Key, FL 34228

535 Sanctuary Dr #a103

$800,000
Condo
3 bedrooms, 3 baths
2,375 Sq.Ft.
Built in 1990
-82.595
27.335
SLD
4380 Exeter Dr #h-306, Longboat Key, FL 34228

4380 Exeter Dr #h-306

$320,000
Condo
2 bedrooms, 2 baths
1,168 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
3240 Gulf Of Mexico Dr #b604, Longboat Key, FL 34228

3240 Gulf Of Mexico Dr #b604

$450,000
Condo
2 bedrooms, 2 baths
1,260 Sq.Ft.
Built in 1975
-82.6317
27.3746
SLD
230 Sands Point Rd #3604, Longboat Key, FL 34228

230 Sands Point Rd #3604

$465,000
Condo
1 bedroom, 1 bath
634 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
6827 Gulf Of Mexico Dr, Longboat Key, FL 34228

6827 Gulf Of Mexico Dr

$1,247,500
Townhouse
3 bedrooms, 3 baths
2,392 Sq.Ft.
Built in 1991
-82.6851
27.4329
SLD
6800 Gulf Of Mexico Dr #195, Longboat Key, FL 34228

6800 Gulf Of Mexico Dr #195

$301,000
Condo
2 bedrooms, 2 baths
1,367 Sq.Ft.
Built in 1970
-82.6826
27.4328
SLD
569 Juan Anasco Dr, Longboat Key, FL 34228

569 Juan Anasco Dr

$710,000
Single Family Home
3 bedrooms, 4 baths
2,804 Sq.Ft.
10,000 Sq.Ft. lot
Built in 1996
-82.677
27.4298
SLD
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