189 Homes
Windermere, FL homes on Orchard for more than 30 days
In the last 30 days, Windermere home prices were up 8.2% compared to last year. The median price of a home was $1,050,000. View Windermere Market Insights
1 / 48
$920,000
MARK SPAIN REAL ESTATE • MLS O6337532 • Status: Active
1 / 57
$699,900
WRA BUSINESS & REAL ESTATE • MLS O6340982 • Status: Active
1 / 38
$1,775,000
JULIAN PROPERTIES, INC. • MLS O6341557 • Status: Active
1 / 34
$569,900
ACME REAL ESTATE FLORIDA LLC • MLS O6340798 • Status: Active
1 / 66
$3,699,000
STOCKWORTH REALTY GROUP • MLS O6339134 • Status: Active
1 / 55
$637,000
BLUE CHIP INTERNATIONAL REALTY LLC • MLS O6339207 • Status: Active
1 / 15
$1,202,310
$1,149,000
OLYMPUS EXECUTIVE REALTY INC • MLS G5101495 • Status: Active
1 / 54
Price Drop
$1,419,000
$1,495,000
KEENE'S POINTE REALTY • MLS O6338745 • Status: Active
1 / 62
Price Drop
$1,639,985
$1,649,985
NOBSKA REAL ESTATE LLC • MLS O6338904 • Status: Active
1 / 71
Price Drop
$1,349,000
$1,399,000
COMPASS FLORIDA LLC • MLS O6337719 • Status: Active
1 / 63
Price Drop
$799,000
$830,000
WRA BUSINESS & REAL ESTATE • MLS O6338823 • Status: Active
1 / 30
$3,200,000
EPIQUE REALTY, INC. • MLS TB8421056 • Status: Active
1 / 44
Price Drop
$795,000
$800,000
HOMEVEST REALTY • MLS O6328443 • Status: Active
1 / 55
Price Drop
$2,425,000
$2,450,000
UPSIDE REAL ESTATE INC • MLS O6290296 • Status: Active
1 / 46
Price Drop
$2,000,000
$2,150,000
NOVA REAL ESTATE SERVICES INC • MLS O6271044 • Status: Active
1 / 35
Price Drop
$659,000
$675,000
SERHANT • MLS O6337094 • Status: Active
1 / 51
$3,950,000
REVEL REALTY LLC • MLS O6312690 • Status: Active
1 / 59
$1,750,000
COLDWELL BANKER RESIDENTIAL RE • MLS O6333319 • Status: Active
1 / 41
Price Drop
$875,000
$899,900
THE WILKINS WAY LLC • MLS O6325415 • Status: Active
1 / 21
$400,000
PREMIER SOTHEBYS INT'L REALTY • MLS O6296848 • Status: Active
1 / 99
$2,750,000
ERA GRIZZARD REAL ESTATE • MLS G5096890 • Status: Active
1 / 42
Price Drop
$575,000
$585,000
REDFIN CORPORATION • MLS O6315831 • Status: Active
1 / 60
Price Drop
$1,250,000
$1,380,500
KELLER WILLIAMS CLASSIC • MLS O6288931 • Status: Active
1 / 39
Price Drop
$1,824,999
$1,849,999
COLDWELL BANKER REALTY • MLS O6300376 • Status: Active
1 / 36
Price Drop
$627,500
$635,000
COMPASS FLORIDA LLC • MLS O6336925 • Status: Active
1 / 56
Price Drop
$1,389,000
$1,448,000
ALIGN REAL ESTATE LLC • MLS O6336789 • Status: Active
1 / 77
Price Drop
$1,990,000
$2,250,000
CHARLES RUTENBERG REALTY ORLANDO • MLS O6291399 • Status: Active
1 / 41
$949,000
INFINITY REALTY GROUP LLC • MLS O6323807 • Status: Active
1 / 34
Price Drop
$549,000
$569,000
BEYCOME OF FLORIDA LLC • MLS O6337644 • Status: Active
1 / 48
Price Drop
$954,900
$974,900
COLDWELL BANKER RESIDENTIAL RE • MLS O6334881 • Status: Active
1 / 42
Price Drop
$649,900
$664,900
CORE REAL ESTATE GROUP • MLS O6330497 • Status: Active
1 / 70
Price Drop
$889,000
$896,000
CENTURY 21 CARIOTI • MLS O6327172 • Status: Active
1 / 18
Price Drop
$1,299,000
$1,375,000
ALL REAL ESTATE & INVESTMENTS • MLS O6328889 • Status: Active
1 / 54
$1,120,000
CHARLES RUTENBERG REALTY ORLANDO • MLS O6322534 • Status: Active
1 / 44
$759,900
US SQUARE REAL ESTATE • MLS O6321333 • Status: Active
1 / 31
Price Drop
$589,000
$599,000
PREMIUM REALTY ADVISORS LLC • MLS O6310554 • Status: Active
Viewing 1-36 of 189 homes
Windermere Market Trends
All Home Types
In the last 30 days, homes for sale in Windermere, FL sold for a median price of $1,050,000, up 8.2% compared to the same period last year. The median price per square foot was $313.81, up 9.8% year-over-year. There were 39 homes sold, down from 53 last year.
Median Sale Price
$1,050,000
+8.2% year-over-year
Median Price per Sq. Ft.
$313.81
+9.8% year-over-year
Number of Homes Sold
39
-26.4% year-over-year
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 $1,050,000, up 8.2% 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 231 homes for sale in Windermere as of October 04, 2025. There were 59 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 68. 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.
Home Buying Resources
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Based on information submitted to the MLS GRID as of 10/6/2025, 1:39AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.