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 June 16, 2024
258
Listed
110
Avg. DOM
$899.15
Avg. $ / Sq.Ft.
$1,198,500
Med. List Price
258 Properties
Page 1 of 22
$4,545,000
Neighborhood: Water Club 01 At Longboat Key
3
Beds
5
Baths
3,400
Sq.Ft.
1996
Year Built
2
Days on Site
A4597855
MLS
$2,300,000
Neighborhood: Country Club Shores
3
Beds
2
Baths
1,594
Sq.Ft.
1965
Year Built
3
Days on Site
A4613818
MLS
Open 7/7
3040 Grand Bay Blvd #244 Longboat Key,  FL 34228
$1,695,000
Neighborhood: Grand Bay
2
Beds
3F11/2
Baths
2,550
Sq.Ft.
1996
Year Built
5
Days on Site
A4594706
MLS
$795,000
Neighborhood: Spanish Main Yacht Club Condo
2
Beds
2
Baths
1,423
Sq.Ft.
1967
Year Built
5
Days on Site
A4613113
MLS
$799,000
Neighborhood: Whitney Beach Iii
1
Beds
1
Baths
1,084
Sq.Ft.
1971
Year Built
6
Days on Site
A4613257
MLS
$8,950,000
Neighborhood: Jewfish Key
5
Beds
5F11/2
Baths
3,503
Sq.Ft.
1990
Year Built
6
Days on Site
A4613404
MLS
$749,000
Neighborhood: Longboat Harbour
2
Beds
2
Baths
1,072
Sq.Ft.
1969
Year Built
6
Days on Site
A4613210
MLS
2
Beds
2
Baths
1,170
Sq.Ft.
1974
Year Built
8
Days on Site
A4613356
MLS
$650,000
Neighborhood: The Banyan Bay Club
3
Beds
3
Baths
1,453
Sq.Ft.
1974
Year Built
9
Days on Site
A4612093
MLS
$529,000
Neighborhood: Spanish Main Yacht Club Condo
2
Beds
2
Baths
1,426
Sq.Ft.
1969
Year Built
9
Days on Site
A4613304
MLS
$265,000
Neighborhood: Twin Shores Mobile Home
1
Beds
1
Baths
620
Sq.Ft.
1981
Year Built
10
Days on Site
A4613148
MLS
$1,158,000
Neighborhood: Harbour Villa Club At The Buccaneer
2
Beds
2
Baths
1,509
Sq.Ft.
1985
Year Built
10
Days on Site
A4612723
MLS