2,767 Homes
Recently sold homes in Windermere, FL with a Garage
In the last 30 days, Windermere home prices were up 8.3% compared to last year. The median price of a home was $830,000. View Windermere Market Insights
1 / 54
Sold Nov 07, 2025
$1,275,000
Sold Price
KEENE'S POINTE REALTY • MLS O6338745 • Status: Sold
1 / 28
Sold Nov 06, 2025
$370,000
Sold Price
WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC • MLS O6342137 • Status: Sold
1 / 1
Sold Nov 05, 2025
$388,000
Sold Price
JAY WELLS REAL ESTATE INC • MLS O6329985 • Status: Sold
1 / 1
Sold Nov 05, 2025
$480,000
Sold Price
BLOOM HOME GROUP REALTY LLC • MLS O6346047 • Status: Sold
1 / 1
Sold Nov 04, 2025
$630,000
Sold Price
LA ROSA REALTY LLC • MLS S5130375 • Status: Sold
1 / 1
Sold Nov 04, 2025
$415,000
Sold Price
HAMPTON WINDSOR REALTY LLC • MLS O6343245 • Status: Sold
1 / 1
Sold Nov 04, 2025
$1,370,000
Sold Price
ALIGN REAL ESTATE LLC • MLS O6307897 • Status: Sold
1 / 1
Sold Nov 03, 2025
$470,000
Sold Price
KELLER WILLIAMS CLASSIC • MLS O6342723 • Status: Sold
1 / 1
Sold Oct 31, 2025
$3,840,000
Sold Price
SOUTHERN REALTY GROUP LLC • MLS O6314143 • Status: Sold
1 / 1
Sold Oct 31, 2025
$1,130,000
Sold Price
NOVAK REALTY CORP • MLS O6339435 • Status: Sold
1 / 1
Sold Oct 31, 2025
$619,000
Sold Price
FUTURE HOME REALTY INC • MLS O6346275 • Status: Sold
1 / 1
Sold Oct 31, 2025
$2,100,000
Sold Price
JOHN SILVA REALTY & ASSOCIATES • MLS O6295154 • Status: Sold
1 / 1
Sold Oct 31, 2025
$1,050,000
Sold Price
ALIGN REAL ESTATE LLC • MLS O6317405 • Status: Sold
1 / 1
Sold Oct 31, 2025
$2,750,000
Sold Price
BESPOKE REAL ESTATE • MLS O6292882 • Status: Sold
1 / 1
Sold Oct 30, 2025
$432,500
Sold Price
ANCHOR REAL ESTATE • MLS O6328268 • Status: Sold
1 / 1
Sold Oct 30, 2025
$830,000
Sold Price
THE REAL ESTATE COLLECTION LLC • MLS O6310111 • Status: Sold
1 / 1
Sold Oct 30, 2025
$1,350,000
Sold Price
KELLER WILLIAMS ELITE PARTNERS III REALTY • MLS O6315915 • Status: Sold
1 / 1
Sold Oct 29, 2025
$789,000
Sold Price
WRA BUSINESS & REAL ESTATE • MLS O6284614 • Status: Sold
1 / 1
Sold Oct 29, 2025
$1,060,990
Sold Price
OLYMPUS EXECUTIVE REALTY INC • MLS G5102622 • Status: Sold
1 / 1
Sold Oct 28, 2025
$595,000
Sold Price
BUYER REBATES REALTY • MLS O6264533 • Status: Sold
1 / 1
Sold Oct 27, 2025
$1,165,000
Sold Price
OLYMPUS EXECUTIVE REALTY INC • MLS G5098887 • Status: Sold
1 / 1
Sold Oct 27, 2025
$1,700,000
Sold Price
CHARLES RUTENBERG REALTY ORLANDO • MLS O6291399 • Status: Sold
1 / 1
Sold Oct 27, 2025
$830,000
Sold Price
VINTAGE REALTY GROUP LLC • MLS O6315742 • Status: Sold
1 / 1
Sold Oct 24, 2025
$1,099,995
Sold Price
BUYER REBATES REALTY • MLS O6329927 • Status: Sold
1 / 1
Sold Oct 24, 2025
$392,000
Sold Price
FLAT FEE MLS REALTY • MLS TB8401233 • Status: Sold
1 / 1
Sold Oct 24, 2025
$1,290,000
Sold Price
THE SIMON SIMAAN GROUP • MLS O6344269 • Status: Sold
1 / 1
Sold Oct 23, 2025
$735,000
Sold Price
NUMBER 1 BROKER, LLC • MLS S5133427 • Status: Sold
1 / 1
Sold Oct 23, 2025
$315,000
Sold Price
EXP REALTY LLC • MLS S5133468 • Status: Sold
1 / 1
Sold Oct 23, 2025
$475,000
Sold Price
COLDWELL BANKER REALTY • MLS G5097843 • Status: Sold
1 / 61
Sold Oct 22, 2025
$1,140,000
Sold Price
COLDWELL BANKER REALTY • MLS O6336509 • Status: Sold
1 / 1
Sold Oct 22, 2025
$1,040,000
Sold Price
PREMIER SOTHEBY'S INTL. REALTY • MLS O6341873 • Status: Sold
1 / 1
Sold Oct 20, 2025
$2,050,000
Sold Price
RE/MAX PRIME PROPERTIES • MLS O6340384 • Status: Sold
1 / 61
Sold Oct 20, 2025
$1,950,000
Sold Price
KELLER WILLIAMS WINTER PARK • MLS O6291536 • Status: Sold
1 / 1
Sold Oct 20, 2025
$718,000
Sold Price
NUMBER 1 BROKER, LLC • MLS S5124520 • Status: Sold
1 / 1
Sold Oct 20, 2025
$975,000
Sold Price
KELLER WILLIAMS REALTY AT THE LAKES • MLS O6340393 • Status: Sold
1 / 1
Sold Oct 17, 2025
$840,000
Sold Price
KELLER WILLIAMS REALTY AT THE LAKES • MLS O6341070 • Status: Sold
Viewing 1-36 of 2,767 homes
Windermere Market Trends
All Home Types
In the last 30 days, homes for sale in Windermere, FL sold for a median price of $830,000, up 8.3% compared to the same period last year. The median price per square foot was $294.81, up 2.6% year-over-year. There were 37 homes sold, down from 51 last year.
Median Sale Price
$830,000
+8.3% year-over-year
Median Price per Sq. Ft.
$294.81
+2.6% year-over-year
Number of Homes Sold
37
-27.5% 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 $830,000, up 8.3% 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 244 homes for sale in Windermere as of November 08, 2025. There were 69 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 38. 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 11/9/2025, 6:55PM. 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.