Windermere FL Homes for Sale
There are 228 homes for sale in Windermere, Florida as of 2026-09-10, at a median list price of $1,094,500 and a median of 52 days on market. Every active Windermere listing is above, newest first. What follows is what those listings add up to.
Windermere market at a glance
| Active listings | 228 |
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| Median list price | $1,094,500 |
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| Median price per square foot | $340 |
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| Median size | 3,369 square feet |
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| Median year built | 2007 |
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| Median days on market | 52 |
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| On market 60+ days | 105 (46.05%) |
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| Priced below original asking | 121 (53.07%) |
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Source: Stellar MLS via the Bridge RESO feed, pulled 2026-09-10. Updated weekly.
What the numbers say for Windermere buyers
121 of the 228 Windermere homes on the market (53%) are asking less than they did on day one, and 105 (46%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 52 days in who has already cut once is a different negotiation than one of the 123 listings still inside its first 60 days.
Across the 121 Windermere listings that have already come down, the typical reduction is 5.23% off the original asking price. That is the size of a first concession, not a final one.
Windermere homes by price range
| Under $250,000 | 0 | 0.0% |
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| $250,000 to $400,000 | 19 | 8.3% |
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| $400,000 to $600,000 | 40 | 17.5% |
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| $600,000 and up | 169 | 74.1% |
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Property types in Windermere
| Single Family Residence | 185 |
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| Townhouse | 35 |
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| Condominium | 8 |
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Neighborhoods and subdivisions in Windermere
Every Windermere subdivision with an active listing or its own page here, ranked by inventory. A subdivision showing 0 still appears: this is a live MLS feed and inventory changes daily. The 223 homes in named subdivisions are 98% of the Windermere market; the rest are on unplatted land or were listed without a subdivision name.
Isleworth17 active$4,100,000
Keenes Pointe16 active$2,245,000
Gotha Town6 active$1,422,500
Silver Woods5 active$584,900
Windermere Town5 active$1,895,000
Casabella5 active$3,599,000
Lake Butler Estates3 active$1,775,000*
Bellaria3 active$2,800,000*
Vineyards/Horizons West3 active$455,000*
Windermere3 active$2,099,000*
Reserve At Lake Butler Sound3 active$1,549,000*
Balmoral2 active$1,624,000*
Windsor Hill2 active$1,412,500*
Butler Bay2 active$1,250,700*
Belmere Village G2 48 652 active$735,000*
Reserve At Belmere2 active$1,587,500*
Weatherstone On Lake Olivia2 active$2,522,500*
Metcalf Park Rep1 active$3,999,999*
Chaine Du Lac1 active$15,500,000*
Marina Bay Estates1 active$1,500,000*
Isleworth 5Th Amd1 active$12,350,000*
Down Acres Estates1 active$6,900,000*
Oasis Cove/Lakeside Village1 active$359,900*
Lake Down Pointe 50 421 active$13,995,000*
Keenes Pointe 46/1041 active$4,495,000*
Davis Shores1 active$1,572,000*
Lake Crescent Reserve1 active$1,830,000*
Estates At Lake Clarice1 active$2,450,000*
Windermere Town Rep1 active$2,175,000*
Lake Olivia Reserve1 active$5,500,000*
Isleworth West1 active$6,900,000*
Keenes Point1 active$15,900,000*
Wauseon Ridge1 active$2,395,000*
Sunset Bay1 active$4,995,000*
Westover Club1 active$969,000*
Lake Buynak Estates1 active$975,000*
Oasis Cove I/Lakeside Village1 active$330,000*
Windstone1 active$930,000*
Whitney Isles/Belmere1 active$1,100,000*
Belmere Village G-51 active$629,900*
Gardens/Isleworth1 active$3,990,000*
Windermere Downs1 active$1,150,000*
Aladar On Lake Butler1 active$5,999,000*
Butler Bay,Windermere Club1 active$1,350,000*
Waterford Pointe Ph 02 Rep1 active$2,150,000*
Lake Davis Reserve A & B1 active$2,500,000*
Isles Windermere1 active$1,390,000*
Lake Down Shores1 active$2,275,000*
Willows At Lake Rhea1 active$1,179,000*
Lake Down Cove1 active$1,399,900*
Glenmuir 48 391 active$890,000*
Down Point1 active$2,950,000*
Estancia/Windermere1 active$1,985,000*
Lakes Of Windermere Lake Reams Townhomes1 active$410,000*
Stillwater Xings Prcl Sc-131 active$725,000*
Manors At Butler Bay1 active$980,000*
Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-09-10. * Medians on rows with fewer than 4 listings are indicative only. Open a subdivision for days on market, price per square foot and sales history.
About Windermere
Windermere is a town of 3,030 at the 2020 census, sitting on an isthmus between Lake Down and Lake Butler. The whole town is about 1.57 square miles.
A post office opened in 1888, closed in 1901 and reopened in 1911.
In late 2007 the town moved to annex two wealthy subdivisions, Isleworth and Butler Bay. Orange County objected, standing to lose millions in property tax revenue. Isleworth remained unincorporated. Butler Bay was annexed, with over 90 percent of its residents approving by mail ballot.
Windermere zip codes
34786 (228 listings)
Windermere homes by property type
More Orange County searches
Frequently asked questions
How many homes are for sale in Windermere, FL?
There were 228 active residential listings in Windermere as of 2026-09-10, at a median list price of $1,094,500. That count comes from the Stellar MLS feed and is refreshed weekly.
What is the median home price in Windermere, FL?
The median list price in Windermere was $1,094,500 as of 2026-09-10, or about $340 per square foot. The median home on the market is 3,369 square feet and was built in 2007.
How long do homes take to sell in Windermere?
Median days on market was 52 as of 2026-09-10. 105 of the 228 listings, 46% of the Windermere market, have been listed 60 days or longer, and that is where most of the negotiating room sits.
Are Windermere sellers reducing their prices?
121 Windermere listings, 53.07% of the market, are now asking less than they did originally, at a median reduction of 5.23%. That is the size of a typical first concession here, and it is usually not the last one.
What neighborhoods are in Windermere, FL?
102 named subdivisions had at least one active listing in Windermere as of 2026-09-10, and every one is listed above with its own median price and days on market. Isleworth led with 17 active listings at a median of $4,100,000.
What zip codes cover Windermere, FL?
Windermere listings sat in 1 zip code as of 2026-09-10: 34786 with 228 active listings.
The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Windermere listing on this page.
