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

250 Sands Point Rd #5101, Longboat Key, FL 34228

250 Sands Point Rd #5101

$290,000
Condo
1 bedroom, 1 bath
742 Sq.Ft.
Built in 1982
-82.5915
27.332
SLD
4401 Gulf Of Mexico Dr #204, Longboat Key, FL 34228

4401 Gulf Of Mexico Dr #204

$540,000
Condo
2 bedrooms, 2 baths
1,314 Sq.Ft.
Built in 1972
-82.6446
27.3933
SLD
7095 Gulf Of Mexico Dr #23, Longboat Key, FL 34228

7095 Gulf Of Mexico Dr #23

$537,000
Condo
2 bedrooms, 2 baths
1,170 Sq.Ft.
Built in 1974
-82.6878
27.4358
SLD
3354 Bayou Gate, Longboat Key, FL 34228

3354 Bayou Gate

$950,000
Single Family Home
3 bedrooms, 4 baths
3,000 Sq.Ft.
12,349 Sq.Ft. lot
Built in 1989
-82.6281
27.3763
SLD
1241 Gulf Of Mexico Dr #607, Longboat Key, FL 34228

1241 Gulf Of Mexico Dr #607

$1,375,000
Condo
2 bedrooms, 4 baths
2,965 Sq.Ft.
Built in 1996
-82.6084
27.3487
SLD
2119 Harbourside Dr #1001, Longboat Key, FL 34228

2119 Harbourside Dr #1001

$785,000
Condo
3 bedrooms, 2 baths
2,219 Sq.Ft.
Built in 1984
-82.6166
27.363
SLD
791 Broadway St, Longboat Key, FL 34228

791 Broadway St

$750,000
Single Family Home
2 bedrooms, 2 baths
2,236 Sq.Ft.
6,000 Sq.Ft. lot
Built in 1995
-82.6815
27.4388
SLD
4360 Chatham Dr #f203, Longboat Key, FL 34228

4360 Chatham Dr #f203

$262,500
Condo
2 bedrooms, 2 baths
1,072 Sq.Ft.
Built in 1969
-82.6433
27.3953
SLD
524 Spanish Dr S #125, Longboat Key, FL 34228

524 Spanish Dr S #125

$202,000
Villa
2 bedrooms, 2 baths
1,399 Sq.Ft.
Built in 1968
-82.6629
27.4169
SLD
591 Spanish Dr S #130, Longboat Key, FL 34228

591 Spanish Dr S #130

$420,000
Villa
2 bedrooms, 2 baths
1,333 Sq.Ft.
1,097,620 Sq.Ft. lot
Built in 1968
-82.6605
27.4189
SLD
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