Homes for Sale in Windermere, FL 34786

Every active MLS listing in Windermere’s 34786 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Windermere, FL (255 listings); for the ZIP’s values, taxes and growth see the 34786 housing scorecard.

176 homes are for sale in ZIP 34786 (Windermere, FL) right now, from $444,900 to $3,990,000 for the middle 80%, at a median asking price of $1,014,500 and $342 per square foot. The typical listing is 3,174 sq ft, built 2007; 40 came on the market in the last 7 days and 6% are new construction.

Newest homes for sale in 34786

11524 Claymont Circle, home for sale in Windermere 34786
$1,288,999 New
5 bd · 4 ba · 3,358 sq ft · built 2003
11524 Claymont Circle
Keenes Pointe
Listing courtesy of ALIGN REAL ESTATE LLC
628 Forest Street, home for sale in Windermere 34786
$700,000 New
1 bd · 1 ba · 750 sq ft · built 1945
628 Forest Street
Marsh Sub
Listing courtesy of VINTAGE REALTY GROUP LLC
12488 Park Avenue, home for sale in Windermere 34786
$15,500,000 New
10 bd · 14.5 ba · 13,425 sq ft · built 1996
12488 Park Avenue
Chaine Du Lac
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
9061 Ron Den Lane, home for sale in Windermere 34786
$6,900,000 New
5 bd · 6 ba · 6,300 sq ft · built 2024
9061 Ron Den Lane
Down Acres Estates
Listing courtesy of CORCORAN PREMIER REALTY
1330 Lake Olivia, home for sale in Windermere 34786
$5,500,000 New
6 bd · 7 ba · 6,442 sq ft · built 2026
1330 Lake Olivia
Lake Olivia Reserve
Listing courtesy of EMPIRE NETWORK REALTY
9960 6Th Street, home for sale in Windermere 34786
$3,750,000 New
5 bd · 5.5 ba · 6,182 sq ft · built 2027
9960 6Th Street
Gotha Town
Listing courtesy of NOVA REAL ESTATE SERVICES INC
4302 Isabella Cir, home for sale in Windermere 34786
$3,700,000 New
5 bd · 6.5 ba · 5,362 sq ft · built 2016
4302 Isabella Cir
Casabella
Listing courtesy of JC FLORIDA REALTY LLC
4301 Down Point Lane, home for sale in Windermere 34786
$2,950,000 New
5 bd · 4 ba · 7,153 sq ft · built 1983
4301 Down Point Lane
Down Point
Listing courtesy of MARIANI REALTY GROUP
6102 S Hampshire Ct, home for sale in Windermere 34786
$2,240,000 New
4 bd · 5.5 ba · 4,812 sq ft · built 2002
6102 S Hampshire Ct
Keenes Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
7467 Lake Albert Drive, home for sale in Windermere 34786
$1,870,000 New
6 bd · 6.5 ba · 5,140 sq ft · built 2015
7467 Lake Albert Drive
lake burden south
Listing courtesy of NOVA REAL ESTATE SERVICES INC
11035 Schooner Way, home for sale in Windermere 34786
$1,500,000 New
4 bd · 3 ba · 3,517 sq ft · built 1983
11035 Schooner Way
Marina Bay Estates
Listing courtesy of LAKESIDE REALTY WINDERMERE INC
17526 Black Rail Street, home for sale in Windermere 34786
$1,500,000 New
5 bd · 4 ba · 3,656 sq ft · built 2014
17526 Black Rail Street
Enclave
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
11768 Hampstead Street, home for sale in Windermere 34786
$1,318,000 New
6 bd · 4 ba · 3,900 sq ft · built 2015
11768 Hampstead Street
Enclave
Listing courtesy of COMPASS FLORIDA, LLC
13325 Lush Lime Alley, home for sale in Windermere 34786
$641,681 New
3 bd · 2.5 ba · 1,714 sq ft · built 2026
13325 Lush Lime Alley
LAKE CAWOOD Cove
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
8225 Bryce Canyon Avenue, home for sale in Windermere 34786
$560,000 New
4 bd · 2.5 ba · 1,840 sq ft · built 2016
8225 Bryce Canyon Avenue
windermere trails
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
13321 Lush Lime Alley, home for sale in Windermere 34786
$556,256 New
3 bd · 2.5 ba · 1,649 sq ft · built 2026
13321 Lush Lime Alley
LAKE CAWOOD Cove
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
13424 Hopkinton Court, home for sale in Windermere 34786
$500,000 New
4 bd · 2 ba · 2,190 sq ft · built 2005
13424 Hopkinton Court
Lakes Windermere Peachtree
Listing courtesy of WEMERT GROUP REALTY LLC
7668 Fairgrove Avenue, home for sale in Windermere 34786
$495,000 New
4 bd · 2.5 ba · 1,866 sq ft · built 2016
7668 Fairgrove Avenue
windermere sound
Listing courtesy of VESTI LLC
12333 Via Derna Place, home for sale in Windermere 34786
$449,000 New
3 bd · 2.5 ba · 1,919 sq ft · built 2014
12333 Via Derna Place
Carrington
Listing courtesy of KARDOSH REALTY
12417 Cruxbury Drive, home for sale in Windermere 34786
$360,000 New
2 bd · 2.5 ba · 1,311 sq ft · built 2006
12417 Cruxbury Drive
Lakes Windermere Lake Reams Twhm
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
4243 Isabella Circle, home for sale in Windermere 34786
$3,290,000 New
5 bd · 6 ba · 5,502 sq ft · built 2015
4243 Isabella Circle
Casabella
Listing courtesy of JOHN SILVA REALTY & ASSOCIATES
13322 Bellaria Circle, home for sale in Windermere 34786
$2,795,000 New
5 bd · 6.5 ba · 5,667 sq ft · built 2014
13322 Bellaria Circle
Bellaria
Listing courtesy of MAXLIFE REALTY LLC
8142 Tibet Butler Drive, home for sale in Windermere 34786
$2,685,000 New
5 bd · 6.5 ba · 5,747 sq ft · built 2003
8142 Tibet Butler Drive
Keenes Pointe
Listing courtesy of STOCKWORTH REALTY GROUP
9043 Horizon Pointe Trail, home for sale in Windermere 34786
$870,000 New
4 bd · 3 ba · 3,746 sq ft · built 2015
9043 Horizon Pointe Trail
windermere trails
Listing courtesy of CENTURY 21 CARIOTI
611 Butler Street, home for sale in Windermere 34786
$775,000 New
3 bd · 2 ba · 1,774 sq ft · built 1940
611 Butler Street
Marsh Sub
Listing courtesy of VINTAGE REALTY GROUP LLC
6828 Helmsley Circle, home for sale in Windermere 34786
$575,000 New
4 bd · 3 ba · 2,064 sq ft · built 2009
6828 Helmsley Circle
Preston Square
Listing courtesy of LPT REALTY, LLC
12988 Borland Street, home for sale in Windermere 34786
$435,000 New
3 bd · 2.5 ba · 1,460 sq ft · built 2007
12988 Borland Street
Wickham Park
Listing courtesy of LOKATION
8180 Boat Hook Loop #109, home for sale in Windermere 34786
$299,500 New
2 bd · 2 ba · 1,161 sq ft · built 2006
8180 Boat Hook Loop #109
Lakeside Lakes
Listing courtesy of ROMAN'S PRO REALTY LLC
4201 Isabella Circle, home for sale in Windermere 34786
$3,990,000 New
6 bd · 7 ba · 6,896 sq ft · built 2016
4201 Isabella Circle
Casabella
Listing courtesy of WRA BUSINESS & REAL ESTATE
3986 Isabella Circle, home for sale in Windermere 34786
$3,599,000 New
5 bd · 6 ba · 5,342 sq ft · built 2018
3986 Isabella Circle
Casabella
Listing courtesy of WRA BUSINESS & REAL ESTATE

Homes for sale in 34786 by price

Price bandFor saleShare
$200K–$300K21%
$300K–$400K74%
$400K–$500K2414%
$500K–$750K3419%
$750K+10962%

Communities in 34786 with the most homes for sale

How to read this

Counts and medians are from active MLS listings with a 34786 mailing ZIP as of September 15, 2026; property mix Single-family 81%, Townhouse 16%, Condo 3%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also homes for sale in Orange County. More: Windermere condos, Windermere townhomes, luxury homes in Windermere, new listings this week in Windermere.

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