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

415 L Ambiance Dr #b402, Longboat Key, FL 34228

415 L Ambiance Dr #b402

$1,350,000
Condo
2 bedrooms, 3 baths
2,525 Sq.Ft.
Built in 1992
-82.5926
27.3322
SLD
4700 Gulf Of Mexico Dr #ph1, Longboat Key, FL 34228

4700 Gulf Of Mexico Dr #ph1

$375,000
Condo
2 bedrooms, 2 baths
1,337 Sq.Ft.
Built in 1975
-82.6483
27.401
SLD
1945 Gulf Of Mexico Dr #m2-110, Longboat Key, FL 34228

1945 Gulf Of Mexico Dr #m2-110

$575,000
Condo
2 bedrooms, 2 baths
928 Sq.Ft.
Built in 1978
-82.6141
27.3542
SLD
7145 Gulf Of Mexico Dr #24, Longboat Key, FL 34228

7145 Gulf Of Mexico Dr #24

$450,000
Condo
2 bedrooms, 2 baths
1,170 Sq.Ft.
Built in 1974
-82.6886
27.4365
SLD
553 Juan Anasco Dr, Longboat Key, FL 34228

553 Juan Anasco Dr

$745,000
Single Family Home
3 bedrooms, 2 baths
2,337 Sq.Ft.
10,000 Sq.Ft. lot
Built in 1990
-82.6773
27.4293
SLD
225 Sands Point Rd #6302, Longboat Key, FL 34228

225 Sands Point Rd #6302

$345,000
Condo
1 bedroom, 1 bath
642 Sq.Ft.
Built in 1983
-82.5899
27.3315
SLD
100 Sands Point Rd #323, Longboat Key, FL 34228

100 Sands Point Rd #323

$500,000
Condo
3 bedrooms, 2 baths
1,941 Sq.Ft.
Built in 1966
-82.5891
27.33
SLD
6051 Gulf Of Mexico Dr, Longboat Key, FL 34228

6051 Gulf Of Mexico Dr

$3,650,000
Single Family Home
7 bedrooms, 4 baths
3,994 Sq.Ft.
63,800 Sq.Ft. lot
Built in 1950
-82.669
27.4213
SLD
3461 Bayou Sound, Longboat Key, FL 34228

3461 Bayou Sound

$1,447,500
Single Family Home
3 bedrooms, 3 baths
2,893 Sq.Ft.
11,403 Sq.Ft. lot
Built in 1983
-82.6304
27.3785
SLD
2020 Harbourside Dr #443, Longboat Key, FL 34228

2020 Harbourside Dr #443

$750,000
Condo
3 bedrooms, 2 baths
1,905 Sq.Ft.
Built in 1984
-82.6125
27.3596
SLD
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