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.

And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Longboat Key listings come on the market.

Longboat Key Real Estate Listings September 22, 2020
242
Listed
241
Avg. DOM
$513.41
Avg. $ / Sq.Ft.
$590,000
Med. List Price
242 Properties
Page 1 of 21
$14,500,000
Subdivision: Sleepy Lagoon
4
Beds
5F11/2
Baths
7,352
Sq.Ft.
1995
Year Built
17
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
689
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...
5
Beds
5F21/2
Baths
4,624
Sq.Ft.
2020
Year Built
233
Days on Site
A4458696
MLS
Bonaire is an exclusive gated Gulf front community of just 9 homes on 3.5 acres. Featuring new West Indies style homes designed by Brian Phipps Home Design, Bonaire exudes casual elegance and privacy....
$8,100,000
Subdivision: Bonaire At Longboat Key Or2507/5440
6
Beds
6F21/2
Baths
5,763
Sq.Ft.
2019
Year Built
261
Days on Site
A4454932
MLS
Under Construction. ULTIMATE BEACHFRONT LUXURY- NEWLY CONSTRUCTED PROPERTY WITH SIX BEDROOMS, SIX
BATHROOMS AND EXPANSIVE LIVING AREAS WHICH SHOWCASE THE BEAUTIFUL VIEWS OF THE GULF OF
MEXICO....
$8,000,000
Subdivision: Longboat Key
11
Beds
11F31/2
Baths
14,005
Sq.Ft.
1986
Year Built
113
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
39
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...
$6,950,000
Subdivision: Emerald Harbor Unit 2
4
Beds
5F11/2
Baths
5,259
Sq.Ft.
2012
Year Built
23
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...
$4,995,000
Subdivision: Tramonto Estates Sub
4
Beds
4F11/2
Baths
4,820
Sq.Ft.
1998
Year Built
214
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...
$4,295,000
Subdivision: Sleepy Lagoon
4
Beds
4F21/2
Baths
5,740
Sq.Ft.
2019
Year Built
221
Days on Site
A4460038
MLS
Huge Gulf water views abound! Completed in 2020,this spectacular home is a combination of quality and comfort,with all the features you would expect from a luxury custom home.This Coastal style home...
$4,250,000
Subdivision: Bonaire At Longboat Key Or2507/5440
4
Beds
4
Baths
3,922
Sq.Ft.
2019
Year Built
264
Days on Site
A4454912
MLS
MASTERFULLY COMBINING QUALITY, CLASS AND ELEGANCE, THIS LUXURIOUSLY NEWLY CONSTRUCTED WEST INDIES STYLE HOME IS SITUATED STEPS FROM THE BEACH, IN THE INTIMATE COASTAL COMMUNITY OF BONAIRE AT LONGBOAT...
$3,950,000
Subdivision: Longboat Key
1.13
Acres
76
Days on Site
A4471862
MLS
Direct Gulf front estate lot for building your dream home right on the beach! The site is 100 feet on the beach and approximately 500 feet deep. This parcel is cleared and ready to build on and is...
$3,875,000
Subdivision: Positano A Condo Or2155/5446
3
Beds
3F11/2
Baths
3,344
Sq.Ft.
2007
Year Built
344
Days on Site
A4448678
MLS
Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has...