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

1241 Gulf Of Mexico Dr #307, Longboat Key, FL 34228

1241 Gulf Of Mexico Dr #307

$1,200,000
Condo
3 bedrooms, 4 baths
2,965 Sq.Ft.
Built in 1996
-82.6088
27.3498
SLD
4621 Gulf Of Mexico Dr #15c, Longboat Key, FL 34228

4621 Gulf Of Mexico Dr #15c

$537,500
Condo
2 bedrooms, 2 baths
756 Sq.Ft.
Built in 1972
-82.6474
27.3976
SLD
775 Longboat Club Rd #507, Longboat Key, FL 34228

775 Longboat Club Rd #507

$765,000
Condo
3 bedrooms, 3 baths
1,842 Sq.Ft.
Built in 1984
-82.6
27.3401
SLD
5841 Gulf Of Mexico Dr #246, Longboat Key, FL 34228

5841 Gulf Of Mexico Dr #246

$345,000
Condo
1 bedroom, 1 bath
520 Sq.Ft.
Built in 1972
-82.6649
27.4181
SLD
690 Lands End Dr, Longboat Key, FL 34228

690 Lands End Dr

$779,000
Townhouse
3 bedrooms, 2 baths
1,803 Sq.Ft.
Built in 1982
-82.6843
27.4406
SLD
523 Juan Anasco Dr, Longboat Key, FL 34228

523 Juan Anasco Dr

$875,000
Single Family Home
4 bedrooms, 3 baths
2,939 Sq.Ft.
10,000 Sq.Ft. lot
Built in 2002
-82.6777
27.4286
SLD
3458 Winding Oaks Dr #39, Longboat Key, FL 34228

3458 Winding Oaks Dr #39

$835,000
Villa
3 bedrooms, 3 baths
2,608 Sq.Ft.
Built in 1988
-82.6228
27.3779
SLD
4960 Gulf Of Mexico Dr #a206, Longboat Key, FL 34228

4960 Gulf Of Mexico Dr #a206

$350,000
Condo
2 bedrooms, 2 baths
1,561 Sq.Ft.
Built in 1975
-82.65
27.4041
SLD
4700 Gulf Of Mexico Dr #203, Longboat Key, FL 34228

4700 Gulf Of Mexico Dr #203

$325,000
Condo
2 bedrooms, 2 baths
1,312 Sq.Ft.
Built in 1975
-82.6485
27.4018
SLD
4380 Exeter Dr #h205, Longboat Key, FL 34228

4380 Exeter Dr #h205

$235,000
Condo
2 bedrooms, 2 baths
928 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
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