254 Homes
Recently sold homes in Windermere, FL on a Cul De Sac
In the last 30 days, Windermere home prices were down 6.3% compared to last year. The median price of a home was $815,000. View Windermere Market Insights
1 / 25
Sold Mar 23, 2018
$344,000
Sold Price
CHARLES RUTENBERG REALTY ORLANDO • MLS O5556670 • Status: Sold
1 / 25
Sold Mar 14, 2018
$870,000
Sold Price
EXP REALTY LLC • MLS O5535753 • Status: Sold
1 / 25
Sold Mar 02, 2018
$690,000
Sold Price
KEENE'S POINTE REALTY • MLS O5554040 • Status: Sold
1 / 25
Sold Feb 26, 2018
$530,000
Sold Price
BHHS FLORIDA REALTY • MLS O5554499 • Status: Sold
1 / 25
Sold Dec 29, 2017
$2,900,000
Sold Price
ISLEWORTH REALTY LLC • MLS O5503720 • Status: Sold
1 / 18
Sold Dec 29, 2017
$245,000
Sold Price
C21 BLUE SKY REALTY GROUP • MLS O5541506 • Status: Sold
1 / 25
Sold Dec 22, 2017
$635,000
Sold Price
SOUTHERN REALTY GROUP LLC • MLS O5528904 • Status: Sold
1 / 25
Sold Nov 28, 2017
$619,900
Sold Price
BHHS FLORIDA REALTY • MLS O5507612 • Status: Sold
1 / 25
Sold Sep 29, 2017
$1,321,700
Sold Price
REALTY INTERNATIONAL LLC • MLS O5516660 • Status: Sold
1 / 25
Sold Sep 22, 2017
$1,530,000
Sold Price
CORCORAN PREMIER REALTY • MLS O5508000 • Status: Sold
1 / 25
Sold Sep 19, 2017
$1,000,000
Sold Price
LAKESIDE REALTY WINDERMERE INC • MLS O5529227 • Status: Sold
1 / 25
Sold Jul 31, 2017
$520,000
Sold Price
• MLS O5521274 • Status: Sold
1 / 25
Sold Jul 14, 2017
$1,175,000
Sold Price
BLUE LIGHTHOUSE REALTY INC • MLS O5483802 • Status: Sold
1 / 1
Sold Jun 30, 2017
$1,543,000
Sold Price
CORCORAN PREMIER REALTY • MLS O5490971 • Status: Sold
1 / 25
Sold Jun 15, 2017
$535,000
Sold Price
ELITE REALTY ENTERPRISES LLC • MLS O5498635 • Status: Sold
1 / 25
Sold Jun 09, 2017
$1,630,000
Sold Price
OXFORD REALTY, INC. • MLS O5446411 • Status: Sold
1 / 25
Sold May 06, 2017
$11,000
Sold Price
ISLEWORTH REALTY LLC • MLS O5473882 • Status: Leased
1 / 1
Sold May 01, 2017
$459,000
Sold Price
LAKESIDE REALTY WINDERMERE INC • MLS O5502109 • Status: Sold
1 / 24
Sold Apr 28, 2017
$193,000
Sold Price
TEAMCONNECT REALTY LLC • MLS O5491341 • Status: Sold
1 / 25
Sold Apr 11, 2017
$206,500
Sold Price
RE/MAX PROPERTIES SW • MLS O5495849 • Status: Sold
1 / 25
Sold Apr 07, 2017
$450,000
Sold Price
ANNE ROGERS REALTY GROUP INC • MLS O5490206 • Status: Sold
1 / 25
Sold Mar 31, 2017
$710,000
Sold Price
LAKESIDE REALTY WINDERMERE INC • MLS O5467720 • Status: Sold
1 / 25
Sold Mar 10, 2017
$540,000
Sold Price
BETTER HOMES & GARDENS FINE LI • MLS S4837582 • Status: Sold
1 / 11
Sold Feb 24, 2017
$190,000
Sold Price
PROFIT-MAX REALTY, LLC • MLS O5460432 • Status: Sold
1 / 25
Sold Jan 17, 2017
$1,300,000
Sold Price
CORCORAN PREMIER REALTY • MLS O5429947 • Status: Sold
1 / 25
Sold Jan 06, 2017
$445,000
Sold Price
BHHS RESULTS REALTY • MLS O5478451 • Status: Sold
1 / 25
Sold Jan 05, 2017
$995,000
Sold Price
COLONY REALTY GROUP, INC. • MLS O5456302 • Status: Sold
1 / 22
Sold Dec 30, 2016
$500,000
Sold Price
BHHS FLORIDA REALTY • MLS O5411668 • Status: Sold
1 / 25
Sold Dec 10, 2016
$318,000
Sold Price
Z HOUSE REALTY GROUP • MLS O5462226 • Status: Sold
1 / 25
Sold Dec 01, 2016
$1,100,000
Sold Price
STOCKWORTH REALTY GROUP • MLS O5454510 • Status: Sold
1 / 25
Sold Nov 30, 2016
$1,199,000
Sold Price
BHHS FLORIDA REALTY • MLS O5444133 • Status: Sold
1 / 25
Sold Sep 30, 2016
$2,475,000
Sold Price
KEENE'S POINTE REALTY • MLS O5431135 • Status: Sold
1 / 1
Sold Sep 26, 2016
$305,000
Sold Price
BLUEHOME PROPERTY MANAGEMENT • MLS O5461446 • Status: Sold
1 / 1
Sold Sep 13, 2016
$505,000
Sold Price
SOUTHEAST INTERNATIONAL REALTY • MLS O5447129 • Status: Sold
1 / 22
Sold Sep 09, 2016
$325,000
Sold Price
CHRIS BRODOCK REALTY INC • MLS S4832462 • Status: Sold
1 / 23
Sold Aug 31, 2016
$750,000
Sold Price
SOUTHERN REALTY GROUP LLC • MLS O5412078 • Status: Sold
Viewing 181-216 of 254 homes
Windermere Market Trends
All Home Types
In the last 30 days, homes for sale in Windermere, FL sold for a median price of $815,000, down 6.3% compared to the same period last year. The median price per square foot was $292.11, down 6.3% year-over-year. There were 38 homes sold, down from 50 last year.
Median Sale Price
$815,000
-6.3% year-over-year
Median Price per Sq. Ft.
$292.11
-6.3% year-over-year
Number of Homes Sold
38
-24% 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 $815,000, down 6.3% 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 242 homes for sale in Windermere as of November 06, 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 42. 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 11/8/2025, 2:30AM. 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.