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

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
2367 Harbour Oaks Dr, Longboat Key, FL 34228

2367 Harbour Oaks Dr

$595,000
Villa
3 bedrooms, 2 baths
2,222 Sq.Ft.
5,113 Sq.Ft. lot
Built in 1986
-82.6191
27.3658
SLD
340 Gulf Of Mexico Dr #116, Longboat Key, FL 34228

340 Gulf Of Mexico Dr #116

$1,100,000
Condo
2 bedrooms, 2 baths
2,378 Sq.Ft.
Built in 1991
-82.5885
27.3383
SLD
230 Sands Point Rd #3401, Longboat Key, FL 34228

230 Sands Point Rd #3401

$450,000
Condo
1 bedroom, 1 bath
725 Sq.Ft.
Built in 1982
-82.5908
27.3303
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
2120 Harbourside Dr #658, Longboat Key, FL 34228

2120 Harbourside Dr #658

$835,000
Condo
3 bedrooms, 2 baths
2,550 Sq.Ft.
Built in 1988
-82.6142
27.3618
SLD
3660 Gulf Of Mexico Dr #205a, Longboat Key, FL 34228

3660 Gulf Of Mexico Dr #205a

$550,000
Condo
3 bedrooms, 2 baths
1,486 Sq.Ft.
Built in 1980
-82.635
27.38
SLD
200 Sands Point Rd #1103, Longboat Key, FL 34228

200 Sands Point Rd #1103

$1,050,000
Condo
2 bedrooms, 2 baths
1,309 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
555 Sutton Pl, Longboat Key, FL 34228

555 Sutton Pl

$332,000
Condo
3 bedrooms, 2 baths
1,450 Sq.Ft.
265,303 Sq.Ft. lot
Built in 1972
-82.6424
27.3945
SLD
230 Sands Point Rd #3503, Longboat Key, FL 34228

230 Sands Point Rd #3503

$400,000
Condo
1 bedroom, 1 bath
634 Sq.Ft.
Built in 1982
-82.5908
27.3303
SLD
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