28 Homes

Winchester, TN homes for sale with a Basement

In the last 30 days, Winchester home prices were up 3.9% compared to last year. The median price of a home was $400,000. View Winchester Market Insights

1 / 52
New 12 Hours Ago
Winchester
  • 3 beds
  • 3 baths
  • 3,534 sqft
$675,000
1 / 62
Winchester
  • 3 beds
  • 4 baths
  • 4,880 sqft
$2,850,000
1 / 47
Winchester
  • 4 beds
  • 2.5 baths
  • 3,570 sqft
$499,000
1 / 49
Winchester
  • 3 beds
  • 3 baths
  • 2,395 sqft
$875,000
1 / 71
Winchester
  • 4 beds
  • 3.5 baths
  • 6,803 sqft
$1,250,000
1 / 55
Winchester
  • 4 beds
  • 3 baths
  • 2,544 sqft
$750,000
1 / 33
Price Drop
Winchester
  • 5 beds
  • 2 baths
  • 2,148 sqft
$274,000
$279,000
1 / 52
Winchester
  • 6 beds
  • 4 baths
  • 3,158 sqft
$575,000
1 / 51
Winchester
  • 3 beds
  • 3 baths
  • 2,956 sqft
$410,000
1 / 52
Winchester
  • 6 beds
  • 7 baths
  • 4,778 sqft
$1,750,000
1 / 48
Price Drop
Winchester
  • 4 beds
  • 2.5 baths
  • 2,472 sqft
$398,000
$419,000
1 / 35
Price Drop
Winchester
  • 3 beds
  • 4.5 baths
  • 4,193 sqft
$1,499,000
$1,590,000
1 / 87
Price Drop
Winchester
  • 4 beds
  • 3.5 baths
  • 2,906 sqft
$1,239,900
$1,289,900
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 / 30
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,575 sqft
$309,000
$329,900
1 / 34
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,788 sqft
$639,900
$649,900
1 / 39
Price Drop
Winchester
  • 3 beds
  • 3 baths
  • 2,208 sqft
$399,900
$414,999
1 / 64
Price Drop
Winchester
  • 4 beds
  • 3 baths
  • 2,528 sqft
$410,000
$439,000
1 / 50
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 2,080 sqft
$759,600
$759,625
1 / 44
Price Drop
Winchester
  • 4 beds
  • 2 baths
  • 3,888 sqft
$399,900
$449,000
1 / 33
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,976 sqft
$349,000
$352,000
1 / 56
Price Drop
Winchester
  • 6 beds
  • 5.5 baths
  • 6,176 sqft
$1,499,500
$1,557,500
1 / 67
Price Drop
Winchester
  • 3 beds
  • 4.5 baths
  • 5,404 sqft
$2,318,000
$2,368,000
1 / 56
Price Drop
Winchester
  • 3 beds
  • 4 baths
  • 2,475 sqft
$949,500
$972,500
1 / 59
Winchester
  • 3 beds
  • 2.5 baths
  • 2,677 sqft
$1,250,000
1 / 57
Price Drop
Winchester
  • 4 beds
  • 3 baths
  • 3,484 sqft
$899,900
$919,900
1 / 70
Winchester
  • 6 beds
  • 7 baths
  • 8,002 sqft
$3,800,000
Viewing 1-28 of 28 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 $400,000, up 3.9% 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 156 homes for sale in Winchester as of September 25, 2025. There were 38 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 87. 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.