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

551 Putting Green Ln, Longboat Key, FL 34228

551 Putting Green Ln

$1,050,000
Single Family Home
3 bedrooms, 3 baths
2,385 Sq.Ft.
10,925 Sq.Ft. lot
Built in 1977
-82.6022
27.3482
SLD
210 Sands Point Rd #2707, Longboat Key, FL 34228

210 Sands Point Rd #2707

$1,250,000
Condo
2 bedrooms, 2 baths
1,644 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
4420 Exeter Dr #302, Longboat Key, FL 34228

4420 Exeter Dr #302

$315,000
Condo
2 bedrooms, 2 baths
992 Sq.Ft.
Built in 1970
-82.6433
27.396
SLD
640 Rountree Dr, Longboat Key, FL 34228

640 Rountree Dr

$3,631,111
Single Family Home
5 bedrooms, 5 baths
5,140 Sq.Ft.
22,684 Sq.Ft. lot
Built in 2003
-82.6358
27.3869
SLD
589 Sutton Pl #589, Longboat Key, FL 34228

589 Sutton Pl #589

$315,000
Condo
2 bedrooms, 1 bath
1,008 Sq.Ft.
Built in 1972
-82.642
27.3943
SLD
584 Gunwale Ln, Longboat Key, FL 34228

584 Gunwale Ln

$2,300,000
Vacant Land
 
16,497 Sq.Ft. lot
-82.5969
27.3437
SLD
4410 Exeter Dr #k302, Longboat Key, FL 34228

4410 Exeter Dr #k302

$350,000
Condo
2 bedrooms, 2 baths
1,139 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
1925 Gulf Of Mexico Dr #g8-205, Longboat Key, FL 34228

1925 Gulf Of Mexico Dr #g8-205

$460,000
Condo
2 bedrooms, 2 baths
1,257 Sq.Ft.
Built in 1978
-82.6134
27.3536
SLD
4720 Gulf Of Mexico Dr #v2, Longboat Key, FL 34228

4720 Gulf Of Mexico Dr #v2

$162,500
Condo
1 bedroom, 1 bath
812 Sq.Ft.
Built in 1974
-82.6449
27.393
SLD
4401 Gulf Of Mexico Dr #602, Longboat Key, FL 34228

4401 Gulf Of Mexico Dr #602

$610,000
Condo
2 bedrooms, 2 baths
1,251 Sq.Ft.
Built in 1972
-82.6443
27.3936
SLD
Get alerts when listings matching your search become available.