Longboat Key Homes for Sale

Separating Sarasota Bay from the Gulf of Mexico, the 12 mile long island of Longboat Key is ideal for year-round or seasonal living. Longboat Key real estate is divided among two separate counties. The northern portion of the island is in Manatee County, while the south is in Sarasota County. Longboat Key is arguably the most popular resort and second home community in Southwestern Florida; with a permanent population of about 8,000, which grows to nearly 20,000 during the peak winter season.

Included below are homes for sale in Longboat Key. If you would like more information on any of these Longboat Key real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Longboat Key Real Estate Listings May 17, 2021
89
Listed
218
Avg. DOM
$672.50
Avg. $ / Sq.Ft.
$479,000
Med. List Price
89 Properties
Page 1 of 8
$8,000,000
Subdivision: St. Regis Longboat Key
3
Beds
4F11/2
Baths
4,967
Sq.Ft.
2021
Year Built
26
Days on Site
A4497120
MLS
Pre-Construction. To be built. Undoubtedly one of the most breathtaking views and locations at The Residences at The St. Regis in the coveted Armand Building, this last remaining 3-Bedroom plan...
$7,990,000
Subdivision: Longboat Key
5
Beds
4F11/2
Baths
5,126
Sq.Ft.
1985
Year Built
22
Days on Site
T3295599
MLS
Check out the new video "Virtual Tour Link 1" This is one of the most Prominent Longboat Key Bayfront Estates "BAYSIDE VILLA". Rich with history and charm. This Bayfront home has a private beach...
$6,670,000
Subdivision: St. Regis Longboat Key
4
Beds
4F11/2
Baths
4,017
Sq.Ft.
2021
Year Built
22
Days on Site
A4498523
MLS
Pre-Construction. To be built. This 4-bedroom corner residence offers a wonderful opportunity to be above it all at the new St. Regis Resort and Spa. Beautifully appointed interiors with soaring...
$5,595,000
Subdivision: Bay Isles
4
Beds
6F21/2
Baths
6,556
Sq.Ft.
2008
Year Built
95
Days on Site
A4491328
MLS
This remarkable home in Bay Isles Harbor is one of the most admired residences in this enclave of distinguished properties. As you swing open the arched twelve door onto a two story entry foyer you...
$4,895,000
Subdivision: Country Club Shores Sec 03
4
Beds
4F21/2
Baths
4,240
Sq.Ft.
2022
Year Built
82
Days on Site
A4492669
MLS
Pre-Construction. To be built. Rarely available opportunity one in from Sarasota Bay in Country Club Shores offering stunning water views. This to be built new construction home has been designed to...
$4,295,000
Subdivision: Longboat Key
4
Beds
4F21/2
Baths
4,247
Sq.Ft.
2021
Year Built
179
Days on Site
A4481498
MLS
Under Construction. Welcome to your well-deserved paradise! Here on Longboat Key, retreat to a gorgeous, newly constructed, canal front getaway on the East side of this esteemed tropical island. You...
$3,995,000
Subdivision: Dream Island
5
Beds
5F11/2
Baths
4,400
Sq.Ft.
2022
Year Built
11
Days on Site
A4500099
MLS
Pre-Construction. To be built. Pre-construction opportunity to purchase a waterfront dream home on an extremely private estate-sized lot. This light-filled and breezy 5BR, 5.5BA home allows for the...
$3,990,000
Subdivision: Longboat Shores Rev
4
Beds
4
Baths
4,868
Sq.Ft.
2021
Year Built
179
Days on Site
A4484272
MLS
Under Construction. New Construction One-of-a-kind Longboat Key home across the street from the Gulf of Mexico! Footsteps to your quiet beach. 4,868 square feet under air, spectacular gulf views and...
$3,695,000
Subdivision: Bonaire At Longboat Key Or2507/5440
4
Beds
4F11/2
Baths
3,340
Sq.Ft.
2018
Year Built
13
Days on Site
A4498560
MLS
Masterfully combining quality, class and elegance, this luxurious newly constructed West Indies style home, is situated just steps from the beach, in the intimate coastal community of Bonaire at...
$3,075,000
Subdivision: Tencon Beach
3
Beds
3F11/2
Baths
2,940
Sq.Ft.
1978
Year Built
186
Days on Site
A4481414
MLS
Positioned on the sunset side of the building, overlooking the Gulf of Mexico azure horizon, this beachfront treasure located in Tencon on Longboat Key rarely comes on the market, making this a...
$2,850,000
Subdivision: Coreys Landing
5
Beds
4F11/2
Baths
4,098
Sq.Ft.
1989
Year Built
7
Days on Site
A4500582
MLS
Here is a rare opportunity to experience the best of bayfront, island-living on the desirable south-end of Longboat Key in a true beach, boating, golfing and nature paradise within the gates of Bay...
$2,400,000
Subdivision: Longbeach On Longboat Key
4
Beds
4F11/2
Baths
4,641
Sq.Ft.
2014
Year Built
32
Days on Site
A4497877
MLS
This amazing home was built to the highest standards and you realize it from the moment you step inside! Located on the beachside of Gulf of Mexico Dr, spread across 3 lots, it is large and...