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

6700 Gulf Of Mexico Dr #105, Longboat Key, FL 34228

6700 Gulf Of Mexico Dr #105

$270,000
Condo
1 bedroom, 1 bath
1,013 Sq.Ft.
Built in 1969
-82.682
27.432
SLD
4995 Gulf Of Mexico Dr #500, Longboat Key, FL 34228

4995 Gulf Of Mexico Dr #500

$4,200,000
Condo
3 bedrooms, 3 baths
3,344 Sq.Ft.
Built in 2007
-82.6517
27.4031
SLD
581 Birdie Ln, Longboat Key, FL 34228

581 Birdie Ln

$1,659,900
Single Family Home
4 bedrooms, 3 baths
2,700 Sq.Ft.
10,947 Sq.Ft. lot
Built in 1966
-82.6023
27.3495
SLD
6322 Laguna Dr #1, Longboat Key, FL 34228

6322 Laguna Dr #1

$635,000
Condo
4 bedrooms, 3 baths
2,736 Sq.Ft.
Built in 2001
-82.6714
27.4255
SLD
448 Gulf Of Mexico Dr #a206, Longboat Key, FL 34228

448 Gulf Of Mexico Dr #a206

$360,000
Condo
3 bedrooms, 2 baths
1,474 Sq.Ft.
Built in 1970
-82.5914
27.3394
SLD
7085 Gulf Of Mexico Dr #21, Longboat Key, FL 34228

7085 Gulf Of Mexico Dr #21

$500,000
Condo
2 bedrooms, 2 baths
1,170 Sq.Ft.
568,899 Sq.Ft. lot
Built in 1974
-82.6887
27.4365
SLD
1945 Gulf Of Mexico Dr #m2-406, Longboat Key, FL 34228

1945 Gulf Of Mexico Dr #m2-406

$325,000
Condo
2 bedrooms, 1 bath
928 Sq.Ft.
Built in 1978
-82.6141
27.3542
SLD
3201 Bayou Sound, Longboat Key, FL 34228

3201 Bayou Sound

$1,160,000
Single Family Home
4 bedrooms, 2 baths
4,136 Sq.Ft.
10,207 Sq.Ft. lot
Built in 1984
-82.6269
27.3737
SLD
4310 Falmouth Dr #a105, Longboat Key, FL 34228

4310 Falmouth Dr #a105

$250,000
Condo
1 bedroom, 1 bath
667 Sq.Ft.
Built in 1969
-82.6433
27.3953
SLD
225 Sands Point Rd #6302, Longboat Key, FL 34228

225 Sands Point Rd #6302

$345,000
Condo
1 bedroom, 1 bath
642 Sq.Ft.
Built in 1983
-82.5899
27.3315
SLD
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