90 Homes
Windermere, FL homes for sale with a Fireplace
In the last 30 days, Windermere home prices were up 0.5% compared to last year. The median price of a home was $975,000. View Windermere Market Insights
1 / 94
3 Days on Orchard
$1,690,000
TEAM DONOVAN • MLS S5135158 • Status: Active
1 / 63
3 Days on Orchard
$1,650,000
ISLEWORTH REALTY LLC • MLS O6344558 • Status: Active
1 / 63
3 Days on Orchard
$1,225,000
CORCORAN PREMIER REALTY • MLS O6346589 • Status: Active
1 / 69
4 Days on Orchard
$3,250,000
KENNEDY REALTY GROUP LLC • MLS O6346484 • Status: Active
1 / 89
7 Days on Orchard
$2,650,000
CHARLES RUTENBERG REALTY ORLANDO • MLS O6344907 • Status: Active
1 / 73
7 Days on Orchard
$5,900,000
SOUTHERN REALTY GROUP LLC • MLS O6345711 • Status: Active
1 / 69
8 Days on Orchard
$1,775,000
COLDWELL BANKER REALTY • MLS O6344707 • Status: Active
1 / 81
$2,150,000
WOODSTONE INVESTMENTS LLC • MLS O6342354 • Status: Active
1 / 48
$975,000
MAXIM REALTY ORLANDO • MLS S5134128 • Status: Active
1 / 57
$12,995,000
IRWIN REALTY GROUP LLC • MLS O6340680 • 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 / 54
Price Drop
$1,419,000
$1,495,000
KEENE'S POINTE REALTY • MLS O6338745 • Status: Active
1 / 71
$1,399,000
COMPASS FLORIDA LLC • MLS O6337719 • Status: Active
1 / 30
$3,200,000
EPIQUE REALTY, INC. • MLS TB8421056 • Status: Active
1 / 55
Price Drop
$2,425,000
$2,450,000
UPSIDE REAL ESTATE INC • MLS O6290296 • Status: Active
1 / 46
$2,150,000
NOVA REAL ESTATE SERVICES INC • MLS O6271044 • 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 / 99
$2,750,000
ERA GRIZZARD REAL ESTATE • MLS G5096890 • Status: Active
1 / 60
Price Drop
$1,250,000
$1,380,500
KELLER WILLIAMS CLASSIC • MLS O6288931 • Status: Active
1 / 39
$1,849,999
COLDWELL BANKER REALTY • MLS O6300376 • Status: Active
1 / 41
$949,000
INFINITY REALTY GROUP LLC • MLS O6323807 • Status: Active
1 / 41
Price Drop
$974,900
$990,000
COLDWELL BANKER RESIDENTIAL RE • MLS O6334881 • Status: Active
1 / 70
Price Drop
$896,000
$949,000
CENTURY 21 CARIOTI • MLS O6327172 • Status: Active
1 / 81
Price Drop
$1,299,900
$1,324,900
FOLIO REALTY LLC • MLS O6302998 • Status: Active
1 / 90
Price Drop
$6,799,000
$7,250,000
THE SIMON SIMAAN GROUP • MLS O6315165 • Status: Active
1 / 70
$6,800,000
SOUTHERN REALTY GROUP LLC • MLS O6312645 • Status: Active
1 / 53
$2,300,000
COMPASS FLORIDA LLC • MLS O6273288 • Status: Active
1 / 81
$2,995,000
KELLER WILLIAMS ELITE PARTNERS III REALTY • MLS O6305503 • Status: Active
1 / 51
Price Drop
$1,120,000
$1,170,000
KELLER WILLIAMS ELITE PARTNERS III REALTY • MLS O6333377 • Status: Active
1 / 100
$3,250,000
THE SIMON SIMAAN GROUP • MLS O6324115 • Status: Active
1 / 100
Price Drop
$3,500,000
$3,650,000
THE SIMON SIMAAN GROUP • MLS O6296796 • Status: Active
1 / 13
$2,200,000
COMPASS FLORIDA LLC • MLS O6322270 • Status: Active
1 / 93
Price Drop
$4,399,999
$4,500,000
JACK KELLER INC • MLS TB8382641 • Status: Active
Viewing 1-36 of 90 homes
Windermere Market Trends
All Home Types
In the last 30 days, homes for sale in Windermere, FL sold for a median price of $975,000, up 0.5% compared to the same period last year. The median price per square foot was $303.03, up 3.6% year-over-year. There were 46 homes sold, down from 49 last year.
Median Sale Price
$975,000
+0.5% year-over-year
Median Price per Sq. Ft.
$303.03
+3.6% year-over-year
Number of Homes Sold
46
-6.1% 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 $975,000, up 0.5% 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 230 homes for sale in Windermere as of September 25, 2025. There were 61 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 63. 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 9/26/2025, 9:14AM. 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.