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

3330 Gulf Of Mexico Dr #305-D, Longboat Key, FL 34228

3330 Gulf Of Mexico Dr #305-D

$421,500
Condo
2 bedrooms, 2 baths
1,362 Sq.Ft.
Built in 1971
-82.6316
27.3759
SLD
701 Gulf Bay Rd #1 & 2, Longboat Key, FL 34228

701 Gulf Bay Rd #1 & 2

$395,000
Duplex/Triplex
4 bedrooms, 2 baths
1,800 Sq.Ft.
8,999 Sq.Ft. lot
Built in 1968
-82.6564
27.4149
SLD
5611 Gulf Of Mexico Dr #201, Longboat Key, FL 34228

5611 Gulf Of Mexico Dr #201

$675,000
Condo
3 bedrooms, 2 baths
1,635 Sq.Ft.
44,460 Sq.Ft. lot
Built in 1985
-82.6613
27.4136
SLD
5635 Gulf Of Mexico Dr #203, Longboat Key, FL 34228

5635 Gulf Of Mexico Dr #203

$765,000
Condo
2 bedrooms, 2 baths
1,786 Sq.Ft.
Built in 1980
-82.6618
27.4141
SLD
737 Penfield St, Longboat Key, FL 34228

737 Penfield St

$888,000
Single Family Home
4 bedrooms, 4 baths
2,178 Sq.Ft.
9,919 Sq.Ft. lot
Built in 1966
-82.6709
27.4286
SLD
706 Bayport Way #706, Longboat Key, FL 34228

706 Bayport Way #706

$400,000
Condo
2 bedrooms, 2 baths
1,601 Sq.Ft.
129,963 Sq.Ft. lot
Built in 1980
-82.6376
27.3842
SLD
1914 Harbourside Dr #701, Longboat Key, FL 34228

1914 Harbourside Dr #701

$780,000
Townhouse
3 bedrooms, 3 baths
2,228 Sq.Ft.
Built in 1982
-82.6115
27.3571
SLD
1050 Longboat Club Rd #803, Longboat Key, FL 34228

1050 Longboat Club Rd #803

$575,000
Condo
2 bedrooms, 2 baths
1,409 Sq.Ft.
Built in 1974
-82.6042
27.3439
SLD
4320 Falmouth Dr #B203, Longboat Key, FL 34228

4320 Falmouth Dr #B203

$335,000
Condo
2 bedrooms, 2 baths
928 Sq.Ft.
900,744 Sq.Ft. lot
Built in 1969
-82.6433
27.3953
SLD
564 Sutton Pl, Longboat Key, FL 34228

564 Sutton Pl

$500,000
Villa
3 bedrooms, 2 baths
1,286 Sq.Ft.
265,302 Sq.Ft. lot
Built in 1972
-82.642
27.3943
SLD
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