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

240 Sands Point Rd #4605, Longboat Key, FL 34228

240 Sands Point Rd #4605

$1,389,000
Condo
2 bedrooms, 2 baths
1,284 Sq.Ft.
Built in 1982
-82.5911
27.3305
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
1701 Gulf Of Mexico Dr #606, Longboat Key, FL 34228

1701 Gulf Of Mexico Dr #606

$625,000
Condo
2 bedrooms, 2 baths
1,615 Sq.Ft.
Built in 1975
-82.6128
27.353
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
2000 Harbourside Dr #1504, Longboat Key, FL 34228

2000 Harbourside Dr #1504

$350,000
Condo
2 bedrooms, 2 baths
1,420 Sq.Ft.
Built in 1985
-82.6126
27.358
SLD
3475 Byron Ln, Longboat Key, FL 34228

3475 Byron Ln

$640,000
Villa
3 bedrooms, 2 baths
2,508 Sq.Ft.
10,418 Sq.Ft. lot
Built in 1989
-82.6216
27.3801
SLD
2425 Gulf Of Mexico Dr #10d, Longboat Key, FL 34228

2425 Gulf Of Mexico Dr #10d

$770,000
Condo
2 bedrooms, 2 baths
1,470 Sq.Ft.
Built in 1973
-82.6229
27.3635
SLD
200 Sands Point Rd #1102, Longboat Key, FL 34228

200 Sands Point Rd #1102

$1,025,000
Single Family Home
2 bedrooms, 2 baths
1,311 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
4600 Gulf Of Mexico Dr #301, Longboat Key, FL 34228

4600 Gulf Of Mexico Dr #301

$438,750
Condo
2 bedrooms, 2 baths
1,337 Sq.Ft.
Built in 1975
-82.6481
27.401
SLD
1920 Harbourside Dr #1004, Longboat Key, FL 34228

1920 Harbourside Dr #1004

$492,000
Condo
3 bedrooms, 3 baths
2,097 Sq.Ft.
Built in 1982
-82.6198
27.36
SLD
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