Longboat Key 

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. 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.

Included below are homes for sale and real estate in Longboat Key, FL.

If you would like more information on any of these Longboat Key real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

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Longboat Key April 12, 2024
301
Listed
98
Avg. DOM
$833.01
Avg. $ / Sq.Ft.
$1,195,000
Med. List Price
301 Properties
Page 1 of 26
Open 4/13
5055 Gulf of Mexico Dr #116 Longboat Key,  FL 34228
$995,000
Neighborhood: Club Longboat Beach & Tennis
2
Beds
2
Baths
1,678
Sq.Ft.
1973
Year Built
1
Day on Site
T3518188
MLS
Open 4/13
4900 Gulf of Mexico Dr #204 Longboat Key,  FL 34228
$749,000
Neighborhood: Windward Bay Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
1
Day on Site
A4606923
MLS
$1,000,000
Neighborhood: Privateer South
2
Beds
2
Baths
1,409
Sq.Ft.
1972
Year Built
1
Day on Site
A4606809
MLS
$1,495,000
Neighborhood: Harbor Oaks Ph I & Ii
3
Beds
2F11/2
Baths
2,219
Sq.Ft.
1984
Year Built
1
Day on Site
A4606729
MLS
$595,000
Neighborhood: Longboat Harbour
2
Beds
2
Baths
1,029
Sq.Ft.
1970
Year Built
1
Day on Site
A4592787
MLS
$575,000
Neighborhood: Bayport Bch & Ten Ph F
2
Beds
2
Baths
1,601
Sq.Ft.
1983
Year Built
2
Days on Site
A4572772
MLS
$775,000
Neighborhood: Club Longboat Beach & Tennis
2
Beds
2
Baths
1,484
Sq.Ft.
1973
Year Built
2
Days on Site
A4606790
MLS
$2,495,000
Neighborhood: Queens Harbour
4
Beds
3F21/2
Baths
3,416
Sq.Ft.
1997
Year Built
2
Days on Site
A4606582
MLS
Open 4/13
707 Saint Judes Dr S #1 Longboat Key,  FL 34228
$469,000
Neighborhood: Saint Judes Apts
1
Beds
1
Baths
630
Sq.Ft.
1966
Year Built
3
Days on Site
O6193821
MLS
$1,198,000
Neighborhood: Sea Pines
2
Beds
2
Baths
1,170
Sq.Ft.
1973
Year Built
3
Days on Site
A4606763
MLS
$1,650,000
Neighborhood: Sleepy Lagoon Park 2
3
Beds
2
Baths
2,120
Sq.Ft.
1962
Year Built
3
Days on Site
A4606710
MLS
$3,400,000
Neighborhood: Gulf Blvd
2
Beds
2
Baths
2,140
Sq.Ft.
1958
Year Built
4
Days on Site
A4606443
MLS