78 Homes

Winchester, TN homes on Orchard for more than 60 days

In the last 30 days, Winchester home prices were up 18.2% compared to last year. The median price of a home was $376,000. View Winchester Market Insights

1 / 33
Winchester
  • 3 beds
  • 2 baths
  • 1,400 sqft
$279,900
1 / 41
Price Drop
Winchester
  • 3 beds
  • 2.5 baths
  • 2,256 sqft
$1,095,000
$1,195,000
1 / 87
Price Drop
Winchester
  • 4 beds
  • 3.5 baths
  • 2,906 sqft
$1,239,900
$1,289,900
1 / 67
Winchester
  • 4 beds
  • 2.5 baths
  • 2,985 sqft
$699,900
1 / 41
Winchester
  • 4 beds
  • 2 baths
  • 1,900 sqft
$439,900
1 / 81
Winchester
  • 4 beds
  • 3.5 baths
  • 2,956 sqft
$849,900
$810,000
1 / 100
Price Drop
Winchester
  • 4 beds
  • 3.5 baths
  • 4,109 sqft
$829,900
$859,900
1 / 49
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 2,349 sqft
$775,000
$799,000
1 / 99
Winchester
  • 3 beds
  • 2.5 baths
  • 1,903 sqft
$397,000
1 / 8
Winchester
  • 4 beds
  • 4.5 baths
  • 6,152 sqft
$994,236
1 / 38
Price Drop
Winchester
  • 4 beds
  • 2 baths
  • 2,044 sqft
$475,000
$494,000
1 / 52
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Winchester
  • 4 beds
  • 2 baths
  • 2,793 sqft
$739,000
$779,000
1 / 34
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Winchester
  • 4 beds
  • 4.5 baths
  • 3,017 sqft
$745,900
$749,900
1 / 44
Winchester
  • 3 beds
  • 2 baths
  • 1,632 sqft
$449,900
1 / 55
Winchester
  • 3 beds
  • 2 baths
  • 1,446 sqft
$306,000
$296,500
1 / 24
Price Drop
Winchester
  • 3 beds
  • 1 bath
  • 1,100 sqft
$185,900
$193,500
1 / 31
Winchester
  • 3 beds
  • 2 baths
  • 1,360 sqft
$229,000
1 / 67
Price Drop
Winchester
  • 3 beds
  • 3.5 baths
  • 3,183 sqft
$1,375,000
$1,400,000
1 / 35
Price Drop
Estill Springs
  • 3 beds
  • 2 baths
  • 1,425 sqft
$309,900
$314,900
1 / 47
Price Drop
Winchester
  • 4 beds
  • 3.5 baths
  • 3,017 sqft
$775,000
$799,000
1 / 54
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,761 sqft
$319,900
$324,000
1 / 30
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Winchester
  • 3 beds
  • 2 baths
  • 1,575 sqft
$329,900
$349,900
1 / 50
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Winchester
  • 4 beds
  • 3 baths
  • 2,578 sqft
$499,900
$519,900
1 / 49
Winchester
  • 2 beds
  • 2 baths
  • 1,701 sqft
$354,900
1 / 35
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,944 sqft
$275,000
$285,000
1 / 42
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,567 sqft
$369,900
$399,900
1 / 22
Price Drop
Winchester
  • 4 beds
  • 2.5 baths
  • 2,305 sqft
$459,000
$469,000
1 / 38
Winchester
  • 3 beds
  • 2 baths
  • 1,418 sqft
$269,900
1 / 41
Price Drop
Winchester
  • 4 beds
  • 5.5 baths
  • 3,157 sqft
$1,100,000
$1,110,000
1 / 32
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,759 sqft
$279,900
$289,900
1 / 37
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Winchester
  • 3 beds
  • 4 baths
  • 3,258 sqft
$998,000
$1,099,000
1 / 19
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Winchester
  • 3 beds
  • 2.5 baths
  • 1,575 sqft
$279,900
$299,000
1 / 19
Price Drop
Winchester
  • 3 beds
  • 2.5 baths
  • 1,575 sqft
$279,900
$299,000
1 / 34
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,788 sqft
$639,900
$649,900
1 / 34
Winchester
  • 4 beds
  • 3 baths
  • 2,275 sqft
$529,000
1 / 67
Winchester
  • 5 beds
  • 4.5 baths
  • 3,797 sqft
$1,599,000
Viewing 1-36 of 78 homes

Frequently Asked Questions

What is the median home sale price in Winchester, TN?
In the last 30 days, the median home sale price in Winchester was $376,000, up 18.2% 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 Winchester, TN?
There were 132 homes for sale in Winchester as of September 06, 2025. There were 27 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 Winchester, TN?
The new homes and houses for sale on Orchard's listings pages are updated hundreds of times each day, with listings in Winchester 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 Winchester, TN?
In the last 30 days, the median number of days a home in Winchester remained on the market (DOM) was 37. 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.