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 January 31, 2023
69
Listed
52
Avg. DOM
$784.81
Avg. $ / Sq.Ft.
$899,000
Med. List Price
69 Properties
Page 1 of 6
3
Beds
3F11/2
Baths
3,122
Sq.Ft.
2007
Year Built
5
Days on Site
A4557519
MLS
Positano, Longboat Key - Elevate your coastal lifestyle in this magnificent penthouse in the exclusive beachfront community of Positano on the Gulf, showcasing breathtaking views of turquoise waters...
$2,495,000
Neighborhood: Sanctuary Iii
3
Beds
2F11/2
Baths
2,375
Sq.Ft.
1991
Year Built
48
Days on Site
A4554595
MLS
Bright, spacious, open and beautifully kept, discover this 3BR/2.5BA residence in the Sanctuary, one of the top communities on Longboat Key set on the sought-after southern tip. Behold the beauty of...
3
Beds
3
Baths
2,470
Sq.Ft.
1990
Year Built
7
Days on Site
A4557674
MLS
Gorgeous Gulf-to-bay and city views are the star of the show as soon as you enter this sixth-floor, south-side residence at the Pierre. Perfectly placed behind the exclusive and secure gates of...
$2,390,000
Neighborhood: Sanctuary Iv
3
Beds
3
Baths
2,590
Sq.Ft.
1990
Year Built
120
Days on Site
A4548878
MLS
Behind the gates of the renowned Longboat Key Club sits an 18 acre meticulously maintained beach front complex with 1200 feet of beach frontage known as the Sanctuary Condominiums. This residence...
$2,350,000
Neighborhood: Sanctuary I
3
Beds
2F11/2
Baths
1,823
Sq.Ft.
1990
Year Built
42
Days on Site
A4554686
MLS
This property is located behind the gates of the Longboat Key Club, this newly renovated 3 bedroom apartment open floor plan residence offers peek a boo azure water views of the Gulf of Mexico. In...
$2,345,000
Neighborhood: Grand Bay 1
3
Beds
3
Baths
2,550
Sq.Ft.
1994
Year Built
28
Days on Site
A4555965
MLS
Never miss a sunrise or sunset from this beautiful Grand Bay residence where every room has a water view. Delight in the full east facing views of Sarasota Bay including Downtown Sarasota and Ca'...
$2,295,000
Neighborhood: Grand Bay 2
2
Beds
2F11/2
Baths
2,369
Sq.Ft.
1996
Year Built
8
Days on Site
A4557376
MLS
Gorgeous detail work and phenomenal panoramic views come together to make this sprawling 2BR+Den/2.5BA, 2,369+/- sq.-ft. residence in Grand Bay a remarkable opportunity for those who seek the very...
$1,895,000
Neighborhood: Islands West
2
Beds
2
Baths
1,491
Sq.Ft.
1972
Year Built
21
Days on Site
A4556904
MLS
With windows open, you wake gently to the rolling waves and cool winter breeze of the Gulf of Mexico. Today's only stress is deciding whether to take coffee on your beachfront balcony with seaside...
$1,850,000
Neighborhood: Longboat Key Towers
2
Beds
2
Baths
1,458
Sq.Ft.
1970
Year Built
22
Days on Site
A4556052
MLS
Enjoy SUNRISES & SUNSETS everyday. The Gulf of Mexico and the white sandy beach is your front garden and the golf course is in your back yard with endless views of Sarasota Bay and Skyline ~ the best...
$1,795,000
Neighborhood: Tangerine Bay Club
3
Beds
2F11/2
Baths
2,290
Sq.Ft.
1992
Year Built
7
Days on Site
A4553556
MLS
SIGNIFICANT PRICE IMPROVEMENT. Shows absolutely beautifully. This stunning 3 bedroom, 2.5 bath, 2290-square foot upscale residence is an end unit at gated Tangerine Bay Club on the desirable south...
$1,750,000
Neighborhood: Whitney Beach Iii
2
Beds
2
Baths
1,520
Sq.Ft.
1971
Year Built
12
Days on Site
A4557761
MLS
LOCATION, LOCATION, LOCATION! Welcome to this *UNIQUE BEACHFRONT HIDEAWAY* boasting *PANORAMIC VIEWS* overlooking the Gulf of Mexico! Truly a *RARE GEM of DISTINCTION*, situated in sought-after...
$1,695,000
Neighborhood: Longboat Key Towers
2
Beds
2
Baths
1,458
Sq.Ft.
1970
Year Built
42
Days on Site
A4555422
MLS
Imagine watching the sunsets over the turquoise water of the Gulf of Mexico from your west-facing balcony, and the next morning watching the sunrise over the Sarasota skyline and Sarasota Bay from...