Longboat Key Real Estate

Longboat Key is both a town and a barrier island located between Anna Maria Island to the north and Lido Key to the south, just off Florida's central west coast. The lower end of Long Boat Key is directly west from downtown Sarasota across Sarasota Bay. Longboat Key features a wide variety of homes, from luxurious condos to golf course townhomes, and stately beachside residences. 

Browse the Latest Longboat Key Homes For Sale

Click the links below to sort results by price range.

Sort by:
New
3402 Winding Oaks Drive 56, LONGBOAT KEY

$1,095,000

3402 Winding Oaks Drive 56, LONGBOAT KEY

2 Beds 2 Baths 2,039 SqFt Residential MLS® # A4558991
New
4320 Falmouth Drive B202, LONGBOAT KEY

$749,000

4320 Falmouth Drive B202, LONGBOAT KEY

2 Beds 2 Baths 1,072 SqFt Residential MLS® # A4558803
New
6800 Gulf Of Mexico Drive 183, LONGBOAT KEY

$865,000

6800 Gulf Of Mexico Drive 183, LONGBOAT KEY

2 Beds 2 Baths 1,367 SqFt Residential MLS® # A4558773
New
700 Old Compass Road, LONGBOAT KEY

$2,690,000

700 Old Compass Road, LONGBOAT KEY

4 Beds 3 Baths 2,982 SqFt Residential MLS® # A4558666
New
4975 Gulf Of Mexico Drive 305, LONGBOAT KEY

$5,495,000

4975 Gulf Of Mexico Drive 305, LONGBOAT KEY

3 Beds 4 Baths 3,122 SqFt Residential MLS® # A4557519
New
3465 Gulf Of Mexico Drive 225, LONGBOAT KEY

$559,900

3465 Gulf Of Mexico Drive 225, LONGBOAT KEY

1 Bed 1 Bath 427 SqFt Residential MLS® # A4558804
New
2101 Gulf Of Mexico Drive 2501, LONGBOAT KEY

$1,399,000

↓ $200,000

2101 Gulf Of Mexico Drive 2501, LONGBOAT KEY

2 Beds 2 Baths 1,358 SqFt Residential MLS® # A4558647
New
2425 Gulf Of Mexico Drive 2e, LONGBOAT KEY

$1,395,000

2425 Gulf Of Mexico Drive 2e, LONGBOAT KEY

2 Beds 2 Baths 1,470 SqFt Residential MLS® # A4558621
New
3496 Mistletoe Lane, LONGBOAT KEY

$3,495,000

3496 Mistletoe Lane, LONGBOAT KEY

4 Beds 5 Baths 3,429 SqFt Residential MLS® # A4558317
New
240 Sands Point Road 4407, LONGBOAT KEY

$2,650,000

240 Sands Point Road 4407, LONGBOAT KEY

2 Beds 2 Baths 1,603 SqFt Residential MLS® # A4558236
New
4600 Gulf Of Mexico Drive 206, LONGBOAT KEY

$925,000

4600 Gulf Of Mexico Drive 206, LONGBOAT KEY

2 Beds 2 Baths 1,523 SqFt Residential MLS® # A4557723
New
455 Longboat Club Road 603, LONGBOAT KEY

$2,495,000

455 Longboat Club Road 603, LONGBOAT KEY

3 Beds 3 Baths 2,470 SqFt Residential MLS® # A4557674
New
3080 Grand Bay Boulevard 525, LONGBOAT KEY

$939,000

3080 Grand Bay Boulevard 525, LONGBOAT KEY

2 Beds 2 Baths 1,276 SqFt Residential MLS® # A4556715
New
5055 Gulf Of Mexico Drive 114, LONGBOAT KEY

$699,000

5055 Gulf Of Mexico Drive 114, LONGBOAT KEY

2 Beds 2 Baths 1,484 SqFt Residential MLS® # T3424579
New
415 L Ambiance Drive C703, LONGBOAT KEY

$3,300,000

↑ $50,000

415 L Ambiance Drive C703, LONGBOAT KEY

3 Beds 4 Baths 2,822 SqFt Residential MLS® # A4558522
New
1485 Gulf Of Mexico Drive 303, LONGBOAT KEY

$1,500,000

1485 Gulf Of Mexico Drive 303, LONGBOAT KEY

2 Beds 3 Baths 1,569 SqFt Residential MLS® # U8188464
New
3040 Grand Bay Boulevard 263, LONGBOAT KEY

$2,295,000

3040 Grand Bay Boulevard 263, LONGBOAT KEY

2 Beds 3 Baths 2,369 SqFt Residential MLS® # A4557376
New
2301 Gulf Of Mexico Drive 55n, LONGBOAT KEY

$759,900

2301 Gulf Of Mexico Drive 55n, LONGBOAT KEY

2 Beds 2 Baths 1,235 SqFt Residential MLS® # A4558344

Longboat Key Community Information

Longboat Key has two road access points via bridges at the north and south ends of the island. State Road 789, also known as the Gulf of Mexico Drive, connects these by running the entire length of the island. Taking the bridge south to Lido Key, you'll pass the Lido Shores area on your way to St. Armands, and then either the rest of Lido Key or downtown Sarasota to the east.

There is a central village at the intersection of Gulf of Mexico Drive and Bay Isles Parkway. In this area, you can find the town hall, post office, and the Shoppes of Bay Isles shopping center with Publix, CVS, and Chase Bank.  

The north half of the island is situated in Manatee County, while the south is in Sarasota County. 

Longboat Key History

The first Europeans to see Longboat Key were likely Spanish explorers and pirates. Over time, the island became home to various squatters, fishermen, and farmers. Official settlement began in the late 19th-century, but the land was still primarily used for farming fruits of various kinds.

Road access came in 1929 with a bridge to St. Armands. During WW2 the island was used for bombing training. 

Previously named "Longbeach", the town changed its name to Longboat Key in 1955. Largescale development began to gain speed from the 1960s onwards.  

Homes and Properties on Longboat Key

There are approximately 8,800 housing units on Longboat Key. Most of these are either single-family homes or apartment condos. 

Apartment condominiums on Longboat Key are usually built within mid to high-rise buildings, and come with a variety of amenities like pools, tennis courts, clubhouses, docks, and golf courses. The single-family homes on Longboat Key tend to be older - some as much as 45 years old - built in a variety of Florida beach home styles, from modern to traditional. These homes typically boast beach access and lush properties. In more recent years, older housing stock has been torn down and replaced with luxurious contemporary builds, complete with all the modern luxuries. 

Longboat Key Amenities

Longboat Key offers the best of island living in Florida. There are miles of fine, white-sand beaches, canal, and beachside homes complete with docks and lanai pools, and a variety of exclusive country club facilities like boat moorings, tennis courts, and golf courses.

The Longboat Key Club has a number of courses distributed through the southern portion of Longboat Key.