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

3348 Sabal Cove Ln, Longboat Key, FL 34228

3348 Sabal Cove Ln

$1,600,000
Single Family Home
3 bedrooms, 4 baths
3,808 Sq.Ft.
15,000 Sq.Ft. lot
Built in 1997
-82.6242
27.3792
SLD
593 Kingfisher Ln, Longboat Key, FL 34228

593 Kingfisher Ln

$1,400,000
Single Family Home
3 bedrooms, 3 baths
4,016 Sq.Ft.
11,750 Sq.Ft. lot
Built in 2001
-82.6368
27.3862
SLD
5610 & 5620 Gulf Of Mexico Dr #1, Longboat Key, FL 34228

5610 & 5620 Gulf Of Mexico Dr #1

$1,125,000
Vacant Land
 
116,489 Sq.Ft. lot
-82.6406
27.3881
SLD
1932 Harbourside Dr #242, Longboat Key, FL 34228

1932 Harbourside Dr #242

$445,000
Condo
2 bedrooms, 2 baths
1,192 Sq.Ft.
Built in 1982
-82.6117
27.3583
SLD
4311 Gulf Of Mexico Dr #304, Longboat Key, FL 34228

4311 Gulf Of Mexico Dr #304

$565,000
Condo
2 bedrooms, 2 baths
1,293 Sq.Ft.
Built in 1977
-82.6434
27.3916
SLD
240 Sands Point Rd #4101, Longboat Key, FL 34228

240 Sands Point Rd #4101

$440,000
Condo
1 bedroom, 1 bath
732 Sq.Ft.
Built in 1982
-82.5899
27.3315
SLD
6925 Gulf Of Mexico Dr #14, Longboat Key, FL 34228

6925 Gulf Of Mexico Dr #14

$498,750
Condo
2 bedrooms, 2 baths
1,170 Sq.Ft.
157,892 Sq.Ft. lot
Built in 1973
-82.6859
27.4342
SLD
3458 Winding Oaks Dr #39, Longboat Key, FL 34228

3458 Winding Oaks Dr #39

$835,000
Villa
3 bedrooms, 3 baths
2,608 Sq.Ft.
Built in 1988
-82.6228
27.3779
SLD
529 Putter Ln, Longboat Key, FL 34228

529 Putter Ln

$3,000,000
Single Family Home
4 bedrooms, 4 baths
4,918 Sq.Ft.
15,927 Sq.Ft. lot
Built in 2006
-82.6067
27.3514
SLD
2020 Harbourside Dr #417, Longboat Key, FL 34228

2020 Harbourside Dr #417

$580,000
Condo
2 bedrooms, 2 baths
1,442 Sq.Ft.
Built in 1984
-82.6125
27.3597
SLD
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