45 Homes
Windermere, FL homes on Orchard for less 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 / 27
1 Day on Orchard
$1,300,000
COMPASS FLORIDA LLC • MLS O6345676 • Status: Active
1 / 73
2 Days on Orchard
$2,999,999
STOCKWORTH REALTY GROUP • MLS O6349522 • Status: Active
1 / 47
2 Days on Orchard
$4,900,000
ISLEWORTH REALTY LLC • MLS O6346003 • Status: Active
1 / 45
2 Days on Orchard
$938,000
LA ROSA REALTY LLC • MLS S5135795 • Status: Active
1 / 17
3 Days on Orchard
$605,260
REALHOME SERVICE & SOLUTIONS INC • MLS O6349212 • Status: Active
1 / 60
3 Days on Orchard
$925,000
UPSIDE REAL ESTATE INC • MLS O6340062 • Status: Active
1 / 50
4 Days on Orchard
$2,850,000
COMPASS FLORIDA LLC • MLS O6345629 • Status: Active
1 / 17
4 Days on Orchard
$465,000
SANCTUM REALTY PROFESSIONALS LLC • MLS O6347945 • Status: Active
1 / 44
4 Days on Orchard
$575,000
COLDWELL BANKER RESIDENTIAL RE • MLS O6348494 • Status: Active
1 / 40
4 Days on Orchard
$625,000
TITAN REALTY GROUP LLC • MLS S5135631 • Status: Active
1 / 45
4 Days on Orchard
$739,000
VISION HOME REAL ESTATE, LLC • MLS O6340538 • Status: Active
1 / 37
5 Days on Orchard
$700,000
VINTAGE REALTY GROUP LLC • MLS O6346978 • Status: Active
1 / 63
5 Days on Orchard
$999,999
HOMEVEST REALTY • MLS O6348309 • Status: Active
1 / 67
5 Days on Orchard
$4,650,000
ISLEWORTH REALTY LLC • MLS O6346858 • Status: Active
1 / 61
5 Days on Orchard
$3,800,000
ISLEWORTH REALTY LLC • MLS O6346918 • Status: Active
1 / 58
8 Days on Orchard
$1,950,000
FERRELL REALTY, INC. • MLS O6347722 • Status: Active
1 / 72
9 Days on Orchard
$2,900,000
CENTURY 21 CARIOTI • MLS O6347461 • Status: Active
1 / 33
9 Days on Orchard
$585,000
EXP REALTY LLC • MLS O6346406 • Status: Active
1 / 83
9 Days on Orchard
$779,000
VIVA ORLANDO REALTY INC. • MLS O6346151 • Status: Active
1 / 36
$485,000
KELLER WILLIAMS CLASSIC • MLS O6342723 • Status: Active
1 / 51
$850,000
CORCORAN PREMIER REALTY • MLS O6332989 • Status: Active
1 / 63
$1,650,000
ISLEWORTH REALTY LLC • MLS O6344558 • Status: Active
1 / 63
$1,225,000
CORCORAN PREMIER REALTY • MLS O6346589 • Status: Active
1 / 30
$500,000
BLOOM HOME GROUP REALTY LLC • MLS O6346047 • Status: Active
1 / 40
$470,000
BAHIA INTERNATIONAL REALTY • MLS O6342957 • Status: Active
1 / 69
$3,250,000
KENNEDY REALTY GROUP LLC • MLS O6346484 • Status: Active
1 / 51
$960,000
COMPASS FLORIDA LLC • MLS O6346342 • Status: Active
1 / 63
$1,680,000
INTERNATIONAL NETWORK REALTY • MLS O6346120 • Status: Active
1 / 46
$625,000
TOP WISDOM REALTY INC • MLS G5101372 • Status: Active
1 / 89
$2,650,000
CHARLES RUTENBERG REALTY ORLANDO • MLS O6344907 • Status: Active
1 / 37
Price Drop
$2,445,000
$2,495,000
WRA BUSINESS & REAL ESTATE • MLS O6345101 • Status: Active
1 / 73
$5,900,000
SOUTHERN REALTY GROUP LLC • MLS O6345711 • Status: Active
1 / 69
$1,775,000
COLDWELL BANKER REALTY • MLS O6344707 • Status: Active
1 / 3
$3,200,000
REAL BROKER, LLC • MLS O6345197 • Status: Active
1 / 82
$725,000
WATSON REALTY CORP. • MLS S5134832 • Status: Active
1 / 63
$1,100,000
OLYMPUS EXECUTIVE REALTY INC • MLS O6344551 • Status: Active
Viewing 1-36 of 45 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.
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Based on information submitted to the MLS GRID as of 10/5/2025, 2:44PM. 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.