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 September 29, 2022
39
Listed
53
Avg. DOM
$742.73
Avg. $ / Sq.Ft.
$875,000
Med. List Price
39 Properties
Page 1 of 4
$4,999,999
Neighborhood: Grand Bay 1
4
Beds
5F11/2
Baths
4,413
Sq.Ft.
1994
Year Built
136
Days on Site
A4535637
MLS
One or more photo(s) has been virtually staged. RARE OPPORTUNITY Top of The World PENTHOUSE. Boasting an astounding 5,300 square feet of wraparound terrace space and floor-to-ceiling walls of glass...
$4,745,000
Neighborhood: Vizcaya At Longboat Key Ph 01
4
Beds
4F11/2
Baths
3,895
Sq.Ft.
1997
Year Built
128
Days on Site
A4535614
MLS
With the splendor of stunning Gulf of Mexico views, the amenities of a world-class resort, and the space and comfort that lives like a sprawling, luxury single-family home, this exceptional 4BR,...
$2,895,000
Neighborhood: Grand Bay 3
3
Beds
3
Baths
2,925
Sq.Ft.
1998
Year Built
58
Days on Site
A4543951
MLS
An inspiring, breathtaking panorama of the Harbourside golf course, the city skyline, Sarasota Bay and the tranquil, bobbing vessels of Longboat Key Moorings serve as the dramatic, everyday backdrop...
$2,495,000
Neighborhood: Grand Bay 2
3
Beds
3
Baths
2,550
Sq.Ft.
1996
Year Built
16
Days on Site
A4547347
MLS
Contemporary updates, stylish furnishings (some included!) and stunning direct views welcome you to this true three-bedroom Cayman residence at Grand Bay. The open interior spans nearly 2,600 square...
$1,700,000
Neighborhood: Beachplace Iii
2
Beds
2
Baths
1,503
Sq.Ft.
1981
Year Built
29
Days on Site
A4545870
MLS
Stunning views of Longboat Key's sparkling blue waters! Enjoy direct beach views from this rarely available 2 bedroom, 2 bathroom, 1500+ sqft beachfront unit with private balcony. This turn-key,...
$1,700,000
Neighborhood: Tangerine Bay Club
2
Beds
2F11/2
Baths
2,210
Sq.Ft.
1992
Year Built
11
Days on Site
A4548288
MLS
Seeking a completely renovated, move-in ready, condominium on the south end of Longboat Key that lives like a single family home with stunning resort views out to Sarasota Bay? Look no further than...
$1,700,000
Neighborhood: Marina Bay
3
Beds
2F11/2
Baths
2,830
Sq.Ft.
1990
Year Built
11
Days on Site
A4547892
MLS
Perfectly positioned in the heart of Bay Isles, this rarely available spacious bayfront condo, located in Marina Bay includes 3 bedrooms, 2 1/2 bathrooms and is just under 3,000 sqft. As you enter...
$1,499,000
Neighborhood: Seaplace Ii
3
Beds
2
Baths
1,532
Sq.Ft.
1974
Year Built
81
Days on Site
A4541679
MLS
Rare opportunity to own a corner 3-bedroom/2-bath condominium with partial Gulf views in one of Longboat Key's most beautiful and exclusive communities, "SEAPLACE". This bright and spacious...
$1,495,000
Neighborhood: Emerald Pointe South
3
Beds
3F11/2
Baths
2,180
Sq.Ft.
2002
Year Built
49
Days on Site
A4544767
MLS
Savor the spaciousness and privacy of a courtyard-style plan enhanced by masterful updates of all the pivotal elements to make this residence an exceptional showplace in an esteemed destination on...
$1,350,000
Neighborhood: Emerald Pointe South
3
Beds
3F11/2
Baths
2,476
Sq.Ft.
2002
Year Built
44
Days on Site
A4545492
MLS
This special property in the gated community of Bay Isles on the south end of Longboat Key provides the best of all worlds. It is a maintenance-free townhome/villa that lives like a single-family...
$1,187,000
Neighborhood: Beachplace Iii
2
Beds
2
Baths
1,392
Sq.Ft.
1981
Year Built
4
Days on Site
A4548725
MLS
Here is your chance to own in the beautifully gated complex of Beachplace III! One of the most popular investment properties on the island. One of the few that allow a 30-day rental policy (12...
$1,075,000
Neighborhood: Beach Harbor Club
3
Beds
3
Baths
2,273
Sq.Ft.
1970
Year Built
65
Days on Site
N6122479
MLS
Coastal contemporary design meets tranquil living in this sought-after first floor condo in Beach Harbor Club, highly regarded for its exclusive location along Longboat Key and unobstructed bay views....