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

1932 Harbourside Dr #242, Longboat Key, FL 34228

1932 Harbourside Dr #242

$445,000
Condo
2 bedrooms, 2 baths
1,192 Sq.Ft.
Built in 1982
-82.6117
27.3583
SLD
1945 Gulf Of Mexico Dr #m2-105, Longboat Key, FL 34228

1945 Gulf Of Mexico Dr #m2-105

$375,000
Condo
2 bedrooms, 2 baths
1,265 Sq.Ft.
Built in 1978
-82.6143
27.3543
SLD
361 N Shore Rd, Longboat Key, FL 34228

361 N Shore Rd

$585,000
Single Family Home
3 bedrooms, 2 baths
1,156 Sq.Ft.
9,333 Sq.Ft. lot
Built in 1969
-82.6877
27.4378
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
3529 Fair Oaks Ln, Longboat Key, FL 34228

3529 Fair Oaks Ln

$1,260,000
Single Family Home
5 bedrooms, 5 baths
4,373 Sq.Ft.
10,205 Sq.Ft. lot
Built in 1997
-82.6255
27.3811
SLD
4320 Falmouth Dr #b102, Longboat Key, FL 34228

4320 Falmouth Dr #b102

$374,500
Condo
2 bedrooms, 2 baths
992 Sq.Ft.
924,304 Sq.Ft. lot
Built in 1969
-82.6445
27.395
SLD
210 Sands Point Rd #2703, Longboat Key, FL 34228

210 Sands Point Rd #2703

$940,000
Condo
2 bedrooms, 2 baths
1,380 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
1918 Harbourside Dr #902, Longboat Key, FL 34228

1918 Harbourside Dr #902

$420,000
Townhouse
2 bedrooms, 2 baths
1,626 Sq.Ft.
Built in 1982
-82.6115
27.3571
SLD
2141 Gulf Of Mexico Dr #4, Longboat Key, FL 34228

2141 Gulf Of Mexico Dr #4

$3,362,500
Condo
3 bedrooms, 3 baths
3,400 Sq.Ft.
Built in 2001
-82.619
27.3592
SLD
4835 Gulf Of Mexico Dr #103, Longboat Key, FL 34228

4835 Gulf Of Mexico Dr #103

$660,000
Condo
2 bedrooms, 2 baths
1,393 Sq.Ft.
67,331 Sq.Ft. lot
Built in 1970
-82.651
27.4019
SLD
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