130 Homes

Winchester, TN homes for sale under $850,000

In the last 30 days, Winchester home prices were down 31% compared to last year. The median price of a home was $300,000. View Winchester Market Insights

1 / 26
2 Days on Orchard
Winchester
  • 3 beds
  • 2.5 baths
  • 2,950 sqft
$615,000
1 / 37
2 Days on Orchard
Winchester
  • 4 beds
  • 4.5 baths
  • 3,017 sqft
$694,900
1 / 82
2 Days on Orchard
Winchester
  • 4 beds
  • 3 baths
  • 2,751 sqft
$610,000
1 / 25
3 Days on Orchard
Winchester
  • 4 beds
  • 2 baths
  • 1,540 sqft
$247,500
1 / 3
3 Days on Orchard
Winchester
  • 4 beds
  • 3 baths
  • 2,930 sqft
$849,999
1 / 4
5 Days on Orchard
Winchester
  • 3 beds
  • 3 baths
  • 2,344 sqft
$634,900
1 / 16
6 Days on Orchard
Winchester
  • 3 beds
  • 2 baths
  • 1,466 sqft
$279,900
1 / 71
6 Days on Orchard
Winchester
  • 4 beds
  • 3.5 baths
  • 4,109 sqft
$792,900
1 / 39
7 Days on Orchard
Winchester
  • 3 beds
  • 3 baths
  • 2,208 sqft
$399,900
1 / 44
7 Days on Orchard
Winchester
  • 4 beds
  • 2 baths
  • 3,888 sqft
$399,900
1 / 55
7 Days on Orchard
Winchester
  • 4 beds
  • 3.5 baths
  • 2,886 sqft
$799,900
1 / 41
9 Days on Orchard
Back On Market
Winchester
  • 3 beds
  • 2 baths
  • 1,975 sqft
$409,000
1 / 67
Winchester
  • 4 beds
  • 2.5 baths
  • 2,758 sqft
$749,900
1 / 19
Winchester
  • 3 beds
  • 1.5 baths
  • 1,333 sqft
$259,000
1 / 49
Winchester
  • 3 beds
  • 2 baths
  • 1,118 sqft
$229,900
1 / 33
Estill Springs
  • 3 beds
  • 2 baths
  • 1,508 sqft
$350,000
1 / 30
Estill Springs
  • 3 beds
  • 2 baths
  • 1,508 sqft
$350,000
1 / 55
Winchester
  • 3 beds
  • 3 baths
  • 2,528 sqft
$449,000
1 / 44
Winchester
  • 4 beds
  • 2.5 baths
  • 2,464 sqft
$649,900
1 / 32
Winchester
  • 3 beds
  • 2 baths
  • 1,500 sqft
$335,000
1 / 88
Winchester
  • 5 beds
  • 4.5 baths
  • 3,510 sqft
$620,000
1 / 21
Winchester
  • 3 beds
  • 1 bath
  • 1,086 sqft
$205,000
1 / 28
Winchester
  • 3 beds
  • 2.5 baths
  • 1,575 sqft
$269,999
1 / 28
Winchester
  • 3 beds
  • 2.5 baths
  • 1,575 sqft
$269,999
1 / 32
Estill Springs
  • 3 beds
  • 2.5 baths
  • 1,508 sqft
$350,000
1 / 32
Estill Springs
  • 3 beds
  • 2 baths
  • 1,508 sqft
$350,000
1 / 33
Winchester
  • 3 beds
  • 2 baths
  • 1,616 sqft
$289,000
1 / 68
Winchester
  • 3 beds
  • 2 baths
  • 1,632 sqft
$260,000
1 / 2
Winchester
  • 3 beds
  • 2 baths
  • 1,064 sqft
$214,900
1 / 5
Winchester
  • 3 beds
  • 2 baths
  • 1,311 sqft
$289,900
1 / 1
Winchester
  • 3 beds
  • 2 baths
  • 2,290 sqft
$484,900
1 / 71
Winchester
  • 5 beds
  • 3.5 baths
  • 3,755 sqft
$624,000
1 / 17
Winchester
  • 3 beds
  • 2 baths
  • 1,352 sqft
$249,900
1 / 38
Price Drop
Winchester
  • 4 beds
  • 3 baths
  • 1,960 sqft
$343,500
$344,000
1 / 15
Winchester
  • 3 beds
  • 2 baths
  • 1,999 sqft
$279,900
1 / 30
Winchester
  • 4 beds
  • 2 baths
  • 2,560 sqft
$289,900
Viewing 1-36 of 130 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 $300,000, down 31% 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 169 homes for sale in Winchester as of November 02, 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 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 28. 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.