147 Homes

Windermere, FL homes on Orchard for more than 60 days

In the last 30 days, Windermere home prices were down 10.5% compared to last year. The median price of a home was $850,000. View Windermere Market Insights

1 / 3
Price Drop
Windermere
  • 6 beds
  • 4.5 baths
  • 4,443 sqft
$1,139,000
$1,202,310
1 / 62
Price Drop
Windermere
  • 6 beds
  • 6 baths
  • 3,625 sqft
$1,639,985
$1,649,985
1 / 63
Price Drop
Windermere
  • 4 beds
  • 3.5 baths
  • 3,414 sqft
$765,000
$799,000
1 / 30
Windermere
  • 5 beds
  • 4 baths
  • 4,500 sqft
$3,200,000
1 / 44
Price Drop
Windermere
  • 4 beds
  • 3.5 baths
  • 3,382 sqft
$775,000
$795,000
1 / 55
Price Drop
Windermere
  • 5 beds
  • 4.5 baths
  • 4,688 sqft
$2,399,000
$2,425,000
1 / 46
Price Drop
Windermere
  • 5 beds
  • 4.5 baths
  • 3,685 sqft
$2,000,000
$2,150,000
1 / 34
Price Drop
Windermere
  • 5 beds
  • 4.5 baths
  • 2,991 sqft
$659,000
$675,000
1 / 51
Windermere
  • 6 beds
  • 6.5 baths
  • 6,202 sqft
$3,950,000
1 / 59
Price Drop
Windermere
  • 5 beds
  • 4 baths
  • 3,805 sqft
$1,660,000
$1,750,000
1 / 39
Price Drop
Windermere
  • 5 beds
  • 3.5 baths
  • 2,788 sqft
$875,000
$899,900
1 / 42
Price Drop
Windermere
  • 4 beds
  • 2 baths
  • 2,159 sqft
$575,000
$585,000
1 / 60
Price Drop
Windermere
  • 4 beds
  • 3 baths
  • 4,018 sqft
$1,250,000
$1,380,500
1 / 36
Price Drop
Windermere
  • 4 beds
  • 3 baths
  • 2,501 sqft
$627,500
$635,000
1 / 49
Price Drop
Windermere
  • 5 beds
  • 4 baths
  • 3,358 sqft
$1,389,000
$1,448,000
1 / 49
Price Drop
Windermere
  • 4 beds
  • 3.5 baths
  • 3,938 sqft
$934,900
$954,900
1 / 42
Price Drop
Windermere
  • 3 beds
  • 2 baths
  • 2,077 sqft
$649,900
$664,900
1 / 70
Price Drop
Windermere
  • 5 beds
  • 4 baths
  • 2,872 sqft
$850,000
$869,000
1 / 18
Price Drop
Windermere
  • 5 beds
  • 4 baths
  • 3,557 sqft
$1,299,000
$1,375,000
1 / 44
Price Drop
Windermere
  • 4 beds
  • 3.5 baths
  • 3,407 sqft
$749,900
$754,900
1 / 21
Price Drop
Windermere
  • 2 beds
  • 2.5 baths
  • 1,510 sqft
$397,499
$399,999
1 / 90
Price Drop
Windermere
  • 5 beds
  • 6.5 baths
  • 8,443 sqft
$6,799,000
$7,250,000
1 / 100
Back On Market
Windermere
  • 5 beds
  • 7 baths
  • 7,621 sqft
$2,650,000
1 / 70
Windermere
  • 5 beds
  • 5.5 baths
  • 6,257 sqft
$6,800,000
1 / 54
Price Drop
Windermere
  • 4 beds
  • 3 baths
  • 3,021 sqft
$1,295,000
$1,325,000
1 / 53
Windermere
  • 4 beds
  • 4.5 baths
  • 5,084 sqft
$2,300,000
1 / 42
Windermere
  • 4 beds
  • 4.5 baths
  • 3,636 sqft
$2,799,000
1 / 1
Price Drop
Windermere
  • 6 beds
  • 7.5 baths
  • 8,372 sqft
$2,850,000
$2,995,000
1 / 51
Price Drop
Windermere
  • 4 beds
  • 4 baths
  • 4,676 sqft
$1,080,000
$1,110,000
1 / 53
Price Drop
Windermere
  • 4 beds
  • 2 baths
  • 2,555 sqft
$650,000
$660,000
1 / 100
Windermere
  • 4 beds
  • 5.5 baths
  • 4,849 sqft
$3,250,000
1 / 100
Price Drop
Windermere
  • 4 beds
  • 3.5 baths
  • 5,273 sqft
$3,500,000
$3,650,000
1 / 13
Windermere
  • 5 beds
  • 4.5 baths
  • 3,994 sqft
$2,200,000
1 / 16
Price Drop
Windermere
  • 4 beds
  • 4.5 baths
  • 3,051 sqft
$850,000
$875,000
1 / 93
Price Drop
Windermere
  • 8 beds
  • 6 baths
  • 7,000 sqft
$4,399,999
$4,500,000
1 / 81
Windermere
  • 6 beds
  • 8 baths
  • 8,305 sqft
$5,489,000
Viewing 1-36 of 147 homes

Frequently Asked Questions

What is the median home sale price in Windermere, FL?
In the last 30 days, the median home sale price in Windermere was $850,000, down 10.5% compared to the same period last year. The "median" price is the middle price - half of the homes here were sold for less, the other half for more.
How many homes are for sale in Windermere, FL?
There were 243 homes for sale in Windermere as of October 27, 2025. There were 68 new listings within the last 30 days as well. The more homes on the market, the more choices buyers have.
How up-to-date are Orchard's new listings in Windermere, FL?
The new homes and houses for sale on Orchard's listings pages are updated hundreds of times each day, with listings in Windermere last seen updated at . New listings can appear every day, but many listings first appear on the market mid-week.
How much competition is there to buy a home in Windermere, FL?
In the last 30 days, the median number of days a home in Windermere remained on the market (DOM) was 22. In areas with a low DOM, homes are sold quickly and the competition is fierce; in areas with higher DOMs, you may have more options and more time to make an offer.