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

1930 Harbourside Dr #125, Longboat Key, FL 34228

1930 Harbourside Dr #125

$365,000
Condo
2 bedrooms, 2 baths
1,270 Sq.Ft.
Built in 1982
-82.6115
27.3571
SLD
501 Halyard Ln, Longboat Key, FL 34228

501 Halyard Ln

$1,825,000
Single Family Home
3 bedrooms, 3 baths
2,340 Sq.Ft.
13,679 Sq.Ft. lot
Built in 1973
-82.6005
27.3447
SLD
240 Sands Point Rd #4101, Longboat Key, FL 34228

240 Sands Point Rd #4101

$633,900
Condo
1 bedroom, 1 bath
732 Sq.Ft.
Built in 1982
-82.5918
27.3314
SLD
605 Cedars Ct, Longboat Key, FL 34228

605 Cedars Ct

$296,000
Townhouse
2 bedrooms, 2 baths
1,332 Sq.Ft.
Built in 1988
-82.6604
27.4172
SLD
2317 Harbour Oaks Dr, Longboat Key, FL 34228

2317 Harbour Oaks Dr

$765,000
Villa
3 bedrooms, 2 baths
2,294 Sq.Ft.
9,646 Sq.Ft. lot
Built in 1986
-82.6183
27.3644
SLD
6700 Gulf Of Mexico Dr #128, Longboat Key, FL 34228

6700 Gulf Of Mexico Dr #128

$309,000
Condo
1 bedroom, 1 bath
846 Sq.Ft.
441,970 Sq.Ft. lot
Built in 1969
-82.682
27.432
SLD
3500 Gulf Of Mexico Dr #301, Longboat Key, FL 34228

3500 Gulf Of Mexico Dr #301

$550,000
Condo
3 bedrooms, 2 baths
1,486 Sq.Ft.
390,423 Sq.Ft. lot
Built in 1980
-82.6354
27.3798
SLD
615 Dream Island Rd #207, Longboat Key, FL 34228

615 Dream Island Rd #207

$560,000
Condo
2 bedrooms, 2 baths
1,293 Sq.Ft.
Built in 1985
-82.6675
27.4238
SLD
6700 Gulf Of Mexico Dr #139, Longboat Key, FL 34228

6700 Gulf Of Mexico Dr #139

$362,000
Condo
2 bedrooms, 2 baths
1,426 Sq.Ft.
Built in 1969
-82.682
27.432
SLD
455 Longboat Club Rd #502, Longboat Key, FL 34228

455 Longboat Club Rd #502

$1,050,000
Condo
2 bedrooms, 3 baths
2,410 Sq.Ft.
291,418 Sq.Ft. lot
Built in 1990
-82.5944
27.3342
SLD
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