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

4340 Falmouth Dr #d101, Longboat Key, FL 34228

4340 Falmouth Dr #d101

$240,000
Condo
2 bedrooms, 2 baths
1,092 Sq.Ft.
924,304 Sq.Ft. lot
Built in 1969
-82.6445
27.395
SLD
3155 Gulf Of Mexico Dr #217, Longboat Key, FL 34228

3155 Gulf Of Mexico Dr #217

$375,000
Condo
1 bedroom, 1 bath
680 Sq.Ft.
Built in 1960
-82.6311
27.3728
SLD
511 Norton St, Longboat Key, FL 34228

511 Norton St

$410,000
Single Family Home
2 bedrooms, 2 baths
1,991 Sq.Ft.
9,840 Sq.Ft. lot
Built in 1958
-82.6739
27.4272
SLD
3500 Gulf Of Mexico Dr #201, Longboat Key, FL 34228

3500 Gulf Of Mexico Dr #201

$445,000
Condo
3 bedrooms, 2 baths
1,486 Sq.Ft.
Built in 1980
-82.6354
27.3798
SLD
1445 Gulf Of Mexico Dr #203, Longboat Key, FL 34228

1445 Gulf Of Mexico Dr #203

$540,000
Condo
2 bedrooms, 2 baths
1,642 Sq.Ft.
Built in 1982
-82.6094
27.3504
SLD
3660 Gulf Of Mexico Dr #104, Longboat Key, FL 34228

3660 Gulf Of Mexico Dr #104

$437,000
Condo
2 bedrooms, 2 baths
1,479 Sq.Ft.
Built in 1980
-82.635
27.38
SLD
435 L Ambiance Dr #k405, Longboat Key, FL 34228

435 L Ambiance Dr #k405

$2,100,000
Condo
2 bedrooms, 2 baths
2,820 Sq.Ft.
Built in 1994
-82.5935
27.3333
SLD
4900 Gulf Of Mexico Dr #b206, Longboat Key, FL 34228

4900 Gulf Of Mexico Dr #b206

$542,500
Condo
2 bedrooms, 2 baths
1,569 Sq.Ft.
Built in 1975
-82.6483
27.401
SLD
730 Old Compass Rd, Longboat Key, FL 34228

730 Old Compass Rd

$2,400,000
Single Family Home
3 bedrooms, 3 baths
4,054 Sq.Ft.
17,794 Sq.Ft. lot
Built in 2011
-82.6617
27.4204
SLD
802 Bayport Way #802, Longboat Key, FL 34228

802 Bayport Way #802

$325,000
Condo
2 bedrooms, 2 baths
1,605 Sq.Ft.
Built in 1981
-82.6358
27.3843
SLD
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