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

435 L Ambiance Dr #h202, Longboat Key, FL 34228

435 L Ambiance Dr #h202

$1,470,000
Condo
2 bedrooms, 3 baths
2,525 Sq.Ft.
Built in 1994
-82.5936
27.3333
SLD
565 Sanctuary Dr #b206, Longboat Key, FL 34228

565 Sanctuary Dr #b206

$755,000
Condo
3 bedrooms, 2 baths
2,375 Sq.Ft.
Built in 1989
-82.5963
27.336
SLD
722 Bayport Way #722, Longboat Key, FL 34228

722 Bayport Way #722

$367,000
Condo
2 bedrooms, 2 baths
1,392 Sq.Ft.
Built in 1983
-82.6375
27.3834
SLD
1211 Gulf Of Mexico Dr #908, Longboat Key, FL 34228

1211 Gulf Of Mexico Dr #908

$975,000
Condo
3 bedrooms, 3 baths
2,934 Sq.Ft.
Built in 1985
-82.6075
27.3479
SLD
810 Bayport Way #810, Longboat Key, FL 34228

810 Bayport Way #810

$480,000
Condo
2 bedrooms, 2 baths
1,618 Sq.Ft.
Built in 1981
-82.6358
27.3843
SLD
2307 Harbour Oaks Dr, Longboat Key, FL 34228

2307 Harbour Oaks Dr

$430,000
Villa
3 bedrooms, 2 baths
2,396 Sq.Ft.
8,908 Sq.Ft. lot
Built in 1986
-82.6178
27.3651
SLD
4975 Gulf Of Mexico Dr #305, Longboat Key, FL 34228

4975 Gulf Of Mexico Dr #305

$3,100,000
Condo
3 bedrooms, 3 baths
3,123 Sq.Ft.
Built in 2007
-82.6517
27.4031
SLD
545 Sanctuary Dr #a603, Longboat Key, FL 34228

545 Sanctuary Dr #a603

$1,235,000
Condo
3 bedrooms, 3 baths
2,375 Sq.Ft.
Built in 1991
-82.5954
27.3357
SLD
3571 Bayou Cir, Longboat Key, FL 34228

3571 Bayou Cir

$1,450,000
Single Family Home
4 bedrooms, 4 baths
2,846 Sq.Ft.
11,627 Sq.Ft. lot
Built in 1985
-82.6292
27.3799
SLD
4725 Gulf Of Mexico Dr #117, Longboat Key, FL 34228

4725 Gulf Of Mexico Dr #117

$650,000
Condo
2 bedrooms, 2 baths
1,032 Sq.Ft.
Built in 1974
-82.6495
27.4
SLD
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