203 Homes
Windermere, FL homes for sale with a Virtual Tour
In the last 30 days, Windermere home prices were down 24.8% compared to last year. The median price of a home was $940,000. View Windermere Market Insights
1 / 72
$950,000
VITORIA REALTY CORPORATION • MLS S5124440 • Status: Active
1 / 93
$4,500,000
JACK KELLER INC • MLS TB8382641 • Status: Active
1 / 87
Price Drop
$1,499,998
$1,580,000
RE/MAX 200 REALTY • MLS O6328177 • Status: Active
1 / 81
$5,489,000
SOUTHERN REALTY GROUP LLC • MLS O6336879 • Status: Active
1 / 73
$1,596,027
STOCKWORTH REALTY GROUP • MLS O6329319 • Status: Active
1 / 86
$1,590,000
SUMMERHILL REALTY GROUP LLC • MLS O6336967 • Status: Active
1 / 70
Price Drop
$1,425,000
$1,445,000
KEENE'S POINTE REALTY • MLS O6275401 • Status: Active
1 / 35
$1,450,000
MAXIM REALTY ORLANDO • MLS S5132324 • Status: Active
1 / 45
$979,000
SUNDIAL REAL ESTATE LLC • MLS O6313903 • Status: Active
1 / 71
$5,000,000
GROUND LEVEL GROUP • MLS O6271245 • Status: Active
1 / 60
$1,490,000
THE BOSCH GROUP • MLS O6327225 • Status: Active
1 / 34
$725,000
LAKESIDE REALTY WINDERMERE INC • MLS O6308016 • Status: Active
1 / 39
$2,150,000
PREMIER SOTHEBYS INT'L REALTY • MLS O6263552 • Status: Active
1 / 28
Price Drop
$13,935,000
$13,985,000
CITARELLI REALTY GROUP LLC • MLS O6333091 • Status: Active
1 / 38
Price Drop
$570,000
$585,000
MAGICMIND REALTY LLC • MLS S5132474 • Status: Active
1 / 50
Price Drop
$1,395,000
$1,399,000
ON ME REALTY • MLS O6322341 • Status: Active
1 / 74
$3,900,000
WRA BUSINESS & REAL ESTATE • MLS O6330996 • Status: Active
1 / 54
Price Drop
$899,000
$929,000
LA ROSA REALTY PREMIER LLC • MLS O6322639 • Status: Active
1 / 59
$999,990
OLYMPUS EXECUTIVE REALTY INC • MLS G5097334 • Status: Active
1 / 14
$1,099,990
OLYMPUS EXECUTIVE REALTY INC • MLS G5100372 • Status: Active
1 / 57
Price Drop
$959,000
$975,000
REAL BROKER, LLC • MLS O6300223 • Status: Active
1 / 71
$1,099,990
OLYMPUS EXECUTIVE REALTY INC • MLS G5097349 • Status: Active
1 / 32
$1,097,904
OLYMPUS EXECUTIVE REALTY INC • MLS G5089344 • Status: Active
1 / 46
Price Drop
$815,990
$819,990
PREFERRED RE BROKERS III • MLS O6331550 • Status: Active
1 / 47
$759,900
VYLLA HOME • MLS O6336623 • Status: Active
1 / 76
$3,499,000
STOCKWORTH REALTY GROUP • MLS O6318053 • Status: Active
1 / 49
$1,890,000
COLDWELL BANKER RESIDENTIAL RE • MLS O6336496 • Status: Active
1 / 39
$549,000
KELLER WILLIAMS REALTY AT THE PARKS • MLS O6286589 • Status: Active
1 / 42
$1,359,000
RE/MAX PRIME PROPERTIES • MLS O6313389 • Status: Active
1 / 81
$1,895,000
CORCORAN PREMIER REALTY • MLS O6325834 • Status: Active
1 / 51
$745,000
DIAMOND REAL ESTATE GROUP • MLS O6316734 • Status: Active
1 / 62
$769,000
ORLANDO BROTHERS REAL ESTATE LLC • MLS O6265256 • Status: Active
1 / 100
Price Drop
$8,250,000
$8,489,000
LA ROSA REALTY LLC • MLS O6264629 • Status: Active
1 / 61
$11,900,000
REVEL REALTY LLC • MLS O6176070 • Status: Active
1 / 31
$1,475,000
STOCKWORTH REALTY GROUP • MLS O6179128 • Status: Active
1 / 74
$3,590,000
JWJ REALTY LLC • MLS O6285301 • Status: Active
Viewing 73-108 of 203 homes
Windermere Market Trends
All Home Types
In the last 30 days, homes for sale in Windermere, FL sold for a median price of $940,000, down 24.8% compared to the same period last year. The median price per square foot was $299.45, down 5.2% year-over-year. There were 46 homes sold, down from 49 last year.
Median Sale Price
$940,000
-24.8% year-over-year
Median Price per Sq. Ft.
$299.45
-5.2% 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 $940,000, down 24.8% 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 226 homes for sale in Windermere as of September 21, 2025. There were 52 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.
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Based on information submitted to the MLS GRID as of 9/22/2025, 2:24PM. 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.