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

4430 Exeter Dr #304, Longboat Key, FL 34228

4430 Exeter Dr #304

$255,000
Condo
1 bedroom, 1 bath
725 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
4810 Gulf Of Mexico Dr, Longboat Key, FL 34228

4810 Gulf Of Mexico Dr

$420,000
Villa
3 bedrooms, 2 baths
1,334 Sq.Ft.
Built in 1974
-82.6449
27.393
SLD
610 Emerald Harbor Dr, Longboat Key, FL 34228

610 Emerald Harbor Dr

$1,295,000
Single Family Home
4 bedrooms, 3 baths
2,814 Sq.Ft.
15,622 Sq.Ft. lot
Built in 2000
-82.6645
27.4215
SLD
4700 Gulf Of Mexico Dr #d202, Longboat Key, FL 34228

4700 Gulf Of Mexico Dr #d202

$385,000
Condo
2 bedrooms, 2 baths
1,325 Sq.Ft.
Built in 1975
-82.6485
27.4018
SLD
2425 Gulf Of Mexico Dr #5b, Longboat Key, FL 34228

2425 Gulf Of Mexico Dr #5b

$700,000
Condo
2 bedrooms, 2 baths
1,470 Sq.Ft.
Built in 1973
-82.6231
27.3634
SLD
4400 Exeter Dr #206, Longboat Key, FL 34228

4400 Exeter Dr #206

$240,000
Condo
2 bedrooms, 2 baths
992 Sq.Ft.
Built in 1970
-82.6455
27.3962
SLD
240 Sands Point Rd #4401, Longboat Key, FL 34228

240 Sands Point Rd #4401

$495,000
Condo
1 bedroom, 1 bath
739 Sq.Ft.
Built in 1982
-82.5911
27.3305
SLD
3221 Bayou Way, Longboat Key, FL 34228

3221 Bayou Way

$860,000
Single Family Home
3 bedrooms, 3 baths
2,639 Sq.Ft.
14,308 Sq.Ft. lot
Built in 1981
-82.6273
27.3745
SLD
3540 Gulf Of Mexico Dr #104, Longboat Key, FL 34228

3540 Gulf Of Mexico Dr #104

$485,000
Condo
2 bedrooms, 2 baths
1,444 Sq.Ft.
Built in 1980
-82.635
27.38
SLD
5 Winslow Pl, Longboat Key, FL 34228

5 Winslow Pl

$1,025,000
Single Family Home
3 bedrooms, 3 baths
1,711 Sq.Ft.
13,501 Sq.Ft. lot
Built in 1962
-82.63
27.3733
SLD
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