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

2301 Gulf Of Mexico Dr #55n, Longboat Key, FL 34228

2301 Gulf Of Mexico Dr #55n

$420,000
Condo
2 bedrooms, 2 baths
1,235 Sq.Ft.
Built in 1970
-82.6214
27.3615
SLD
3080 Grand Bay Blvd #525, Longboat Key, FL 34228

3080 Grand Bay Blvd #525

$525,000
Condo
2 bedrooms, 2 baths
1,371 Sq.Ft.
Built in 1996
-82.6184
27.3791
SLD
4320 Falmouth Dr #204, Longboat Key, FL 34228

4320 Falmouth Dr #204

$340,000
Condo
2 bedrooms, 2 baths
927 Sq.Ft.
Built in 1969
-82.6455
27.3962
SLD
696 Marbury Ln, Longboat Key, FL 34228

696 Marbury Ln

$590,000
Single Family Home
2 bedrooms, 2 baths
1,214 Sq.Ft.
9,840 Sq.Ft. lot
Built in 1968
-82.6715
27.4286
SLD
4310 Falmouth Dr #a308, Longboat Key, FL 34228

4310 Falmouth Dr #a308

$450,000
Condo
2 bedrooms, 2 baths
1,316 Sq.Ft.
Built in 1969
-82.6415
27.3956
SLD
4960 Gulf Of Mexico Dr #201, Longboat Key, FL 34228

4960 Gulf Of Mexico Dr #201

$296,000
Condo
2 bedrooms, 2 baths
1,523 Sq.Ft.
Built in 1975
-82.65
27.4041
SLD
4800 Gulf Of Mexico Dr #201, Longboat Key, FL 34228

4800 Gulf Of Mexico Dr #201

$475,000
Condo
2 bedrooms, 2 baths
1,337 Sq.Ft.
Built in 1975
-82.6489
27.4027
SLD
3240 Gulf Of Mexico Dr #b303, Longboat Key, FL 34228

3240 Gulf Of Mexico Dr #b303

$349,000
Condo
2 bedrooms, 2 baths
1,260 Sq.Ft.
Built in 1975
-82.6317
27.3746
SLD
511 Harbor Cay Dr, Longboat Key, FL 34228

511 Harbor Cay Dr

$1,950,000
Single Family Home
4 bedrooms, 3 baths
3,896 Sq.Ft.
18,113 Sq.Ft. lot
Built in 1999
-82.6101
27.3544
SLD
4400 Exeter Dr #j108, Longboat Key, FL 34228

4400 Exeter Dr #j108

$375,000
Condo
2 bedrooms, 2 baths
1,168 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
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