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

3365 Bayou Gate, Longboat Key, FL 34228

3365 Bayou Gate

$1,350,000
Single Family Home
4 bedrooms, 4 baths
3,528 Sq.Ft.
13,567 Sq.Ft. lot
Built in 2013
-82.6283
27.3768
SLD
1281 Gulf Of Mexico Dr #906, Longboat Key, FL 34228

1281 Gulf Of Mexico Dr #906

$1,500,000
Condo
2 bedrooms, 3 baths
2,665 Sq.Ft.
Built in 1999
-82.6088
27.3498
SLD
4350 Chatham Dr #e308, Longboat Key, FL 34228

4350 Chatham Dr #e308

$339,000
Condo
2 bedrooms, 2 baths
1,316 Sq.Ft.
Built in 1969
-82.6455
27.3962
SLD
4621 Gulf Of Mexico Dr #13d, Longboat Key, FL 34228

4621 Gulf Of Mexico Dr #13d

$348,000
Condo
2 bedrooms, 2 baths
900 Sq.Ft.
Built in 1973
-82.6474
27.3976
SLD
225 Sands Point Rd #6106, Longboat Key, FL 34228

225 Sands Point Rd #6106

$315,000
Condo
1 bedroom, 1 bath
642 Sq.Ft.
Built in 1983
-82.5899
27.3316
SLD
605 Bayport Way #605, Longboat Key, FL 34228

605 Bayport Way #605

$450,000
Condo
2 bedrooms, 2 baths
1,370 Sq.Ft.
Built in 1980
-82.637
27.3857
SLD
6960 Longboat Dr S, Longboat Key, FL 34228

6960 Longboat Dr S

$476,000
Single Family Home
3 bedrooms, 2 baths
1,541 Sq.Ft.
7,560 Sq.Ft. lot
Built in 1972
-82.6837
27.4359
SLD
2425 Gulf Of Mexico Dr #10e, Longboat Key, FL 34228

2425 Gulf Of Mexico Dr #10e

$660,000
Condo
2 bedrooms, 2 baths
1,470 Sq.Ft.
Built in 1973
-82.6229
27.3635
SLD
2000 Harbourside Dr #1504, Longboat Key, FL 34228

2000 Harbourside Dr #1504

$350,000
Condo
2 bedrooms, 2 baths
1,420 Sq.Ft.
Built in 1985
-82.6126
27.358
SLD
2837 Gulf Of Mexico Dr, Longboat Key, FL 34228

2837 Gulf Of Mexico Dr

$2,112,500
Single Family Home
3 bedrooms, 3 baths
1,962 Sq.Ft.
9,900 Sq.Ft. lot
Built in 1954
-82.6278
27.3684
SLD
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