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 December 5, 2020
199
Listed
252
Avg. DOM
$601.30
Avg. $ / Sq.Ft.
$749,000
Med. List Price
199 Properties
Page 1 of 17
$14,500,000
Subdivision: Sleepy Lagoon
4
Beds
5F11/2
Baths
7,352
Sq.Ft.
1995
Year Built
91
Days on Site
A4477467
MLS
Under Construction. Gulf front Estate under construction directly on the beach with 100 feet of Gulf frontage. The home exhibits the latest in modern architectural design. This deep gated estate is...
7
Beds
6F11/2
Baths
10,087
Sq.Ft.
2007
Year Built
763
Days on Site
A4418090
MLS
Villa Sena - Sarasota's premier direct beach front private estate with 150 feet of pristine sugar sand on the Gulf of Mexico. Completed in 2007 and meeting current hurricane codes. Over 10,000 square...
$8,000,000
Subdivision: Longboat Key
11
Beds
11F31/2
Baths
14,005
Sq.Ft.
1986
Year Built
187
Days on Site
A4468729
MLS
Enjoy the easy lifestyle of this home with awe-inspiring views overlooking the wide waters of Gulf of Mexico. A Rare Find and a must see Beachfront Luxury three story, 5 unit corporate retreat,...
$7,800,000
Subdivision: Sleepy Lagoon Park
6
Beds
6F21/2
Baths
8,976
Sq.Ft.
1998
Year Built
113
Days on Site
A4475444
MLS
This exquisite property is a stunning Bayfront estate with over 600 feet of Bayfront with captivating panoramic views of Sarasota Bay, the intracoastal waterway and gorgeous Florida wildlife. The...
$6,995,000
Subdivision: Bonaire At Longboat Key
5
Beds
5F21/2
Baths
4,420
Sq.Ft.
2019
Year Built
20
Days on Site
A4483508
MLS
This brand-new beach home, located directly on the shores of the Gulf of Mexico, offers a rare opportunity to enjoy luxury waterfront living on Longboat Key. Built with exceptionally high standards...
$6,970,000
Subdivision: The Residences At The St. Regis Longboat Key
4
Beds
4F11/2
Baths
4,017
Sq.Ft.
2021
Year Built
58
Days on Site
A4477338
MLS
Pre-Construction. To be built. This 4-bedroom corner PENTHOUSE offers a wonderful opportunity to be above it all at the new St. Regis Resort and Spa. Beautifully appointed interiors with soaring 12...
$6,950,000
Subdivision: Emerald Harbor Unit 2
4
Beds
5F11/2
Baths
5,259
Sq.Ft.
2012
Year Built
97
Days on Site
A4476818
MLS
Exceptional direct Bayfront custom Key West style home has spectacular water views plus extraordinary designer details.This magnificent Bayfront home was upgraded in 2018/2019 and features the...
$6,000,000
Subdivision: Longboat Key
3
Beds
2F11/2
Baths
3,819
Sq.Ft.
1962
Year Built
11
Days on Site
T3277742
MLS
One or more photo(s) has been virtually staged. Home images shown are for illustrative purposes only. A unique opportunity to develop your dream home on this rare oversized 0.92 acre waterfront lot...
$5,460,000
Subdivision: Sage Longboat Key Residences
4
Beds
4F11/2
Baths
4,100
Sq.Ft.
2021
Year Built
72
Days on Site
A4479191
MLS
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new development that caters to the...
$4,995,000
Subdivision: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
288
Days on Site
A4460731
MLS
Magnificent Gulf front private estate on Longboat Key, with a private walk to gorgeous sandy beach and azure Gulf waters. This home has dramatic Gulf and beach views and custom features include wood...
$4,845,000
Subdivision: Sage Longboat Key Residences
4
Beds
4F11/2
Baths
3,900
Sq.Ft.
2021
Year Built
72
Days on Site
A4479178
MLS
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new development that caters to the...
$4,380,000
Subdivision: Sage Longboat Key Residences
4
Beds
4F11/2
Baths
3,900
Sq.Ft.
2021
Year Built
73
Days on Site
A4479112
MLS
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new development that caters to the...