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

525 Reclinata Dr, Longboat Key, FL 34228

525 Reclinata Dr

$347,500
Vacant Land
 
15,551 Sq.Ft. lot
-82.6806
27.4313
SLD
1932 Harbourside Dr #235, Longboat Key, FL 34228

1932 Harbourside Dr #235

$485,000
Condo
2 bedrooms, 2 baths
1,270 Sq.Ft.
Built in 1982
-82.6117
27.3583
SLD
2251 Gulf Of Mexico Dr #502, Longboat Key, FL 34228

2251 Gulf Of Mexico Dr #502

$5,250,000
Condo
4 bedrooms, 4 baths
4,142 Sq.Ft.
Built in 2016
-82.6207
27.3608
SLD
3540 Gulf Of Mexico Dr #104, Longboat Key, FL 34228

3540 Gulf Of Mexico Dr #104

$485,000
Condo
2 bedrooms, 2 baths
1,444 Sq.Ft.
Built in 1980
-82.635
27.38
SLD
2425 Gulf Of Mexico Dr #5b, Longboat Key, FL 34228

2425 Gulf Of Mexico Dr #5b

$700,000
Condo
2 bedrooms, 2 baths
1,470 Sq.Ft.
Built in 1973
-82.6231
27.3634
SLD
3221 Bayou Way, Longboat Key, FL 34228

3221 Bayou Way

$860,000
Single Family Home
3 bedrooms, 3 baths
2,639 Sq.Ft.
14,308 Sq.Ft. lot
Built in 1981
-82.6273
27.3745
SLD
2425 Gulf Of Mexico Dr #5f, Longboat Key, FL 34228

2425 Gulf Of Mexico Dr #5f

$750,000
Condo
2 bedrooms, 2 baths
1,513 Sq.Ft.
Built in 1973
-82.6229
27.3635
SLD
4700 Gulf Of Mexico Dr #d202, Longboat Key, FL 34228

4700 Gulf Of Mexico Dr #d202

$385,000
Condo
2 bedrooms, 2 baths
1,325 Sq.Ft.
Built in 1975
-82.6485
27.4018
SLD
4621 Gulf Of Mexico Dr #16d, Longboat Key, FL 34228

4621 Gulf Of Mexico Dr #16d

$360,000
Condo
2 bedrooms, 2 baths
900 Sq.Ft.
Built in 1973
-82.6474
27.3976
SLD
577 Sutton Pl #t-25, Longboat Key, FL 34228

577 Sutton Pl #t-25

$240,000
Condo
2 bedrooms, 1 bath
1,008 Sq.Ft.
Built in 1972
-82.642
27.3943
SLD
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