84 Homes

37398, Winchester, TN homes for sale with First Floor Primary Bedroom

In the last 30 days, 37398 home prices were down 31% compared to last year. The median price of a home was $300,000. View 37398 Market Insights

1 / 16
2 Days on Orchard
Winchester
  • 3 beds
  • 2 baths
  • 1,466 sqft
$279,900
1 / 19
7 Days on Orchard
Winchester
  • 3 beds
  • 1.5 baths
  • 1,333 sqft
$259,000
1 / 49
8 Days on Orchard
Winchester
  • 3 beds
  • 2 baths
  • 1,118 sqft
$229,900
1 / 33
9 Days on Orchard
Estill Springs
  • 3 beds
  • 2 baths
  • 1,508 sqft
$350,000
1 / 30
9 Days on Orchard
Estill Springs
  • 3 beds
  • 2 baths
  • 1,508 sqft
$350,000
1 / 55
9 Days on Orchard
Winchester
  • 3 beds
  • 3 baths
  • 2,528 sqft
$449,000
1 / 43
9 Days on Orchard
Winchester
  • 4 beds
  • 2.5 baths
  • 2,464 sqft
$649,900
1 / 32
Winchester
  • 3 beds
  • 2 baths
  • 1,500 sqft
$335,000
1 / 21
Winchester
  • 3 beds
  • 1 bath
  • 1,086 sqft
$205,000
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
Winchester
  • 3 beds
  • 2 baths
  • 1,064 sqft
$214,900
1 / 5
Winchester
  • 3 beds
  • 2 baths
  • 1,311 sqft
$289,900
1 / 59
Winchester
  • 4 beds
  • 2 baths
  • 2,164 sqft
$1,600,000
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
1 / 25
Winchester
  • 3 beds
  • 2 baths
  • 1,150 sqft
$287,000
1 / 68
Winchester
  • 4 beds
  • 2 baths
  • 3,068 sqft
$610,000
1 / 28
Winchester
  • 3 beds
  • 2 baths
  • 1,680 sqft
$349,900
1 / 23
Price Drop
Winchester
  • 3 beds
  • 2 baths
  • 1,248 sqft
$286,000
$293,000
1 / 67
Winchester
  • 3 beds
  • 2 baths
  • 1,416 sqft
$320,000
1 / 31
Winchester
  • 3 beds
  • 2 baths
  • 1,416 sqft
$325,000
1 / 39
Winchester
  • 3 beds
  • 2 baths
  • 1,518 sqft
$359,900
1 / 14
Winchester
  • 3 beds
  • 2 baths
  • 1,272 sqft
$239,900
1 / 31
Winchester
  • 4 beds
  • 4.5 baths
  • 3,492 sqft
$1,329,000
1 / 35
Price Drop
Back On Market
Winchester
  • 3 beds
  • 2 baths
  • 1,036 sqft
$210,999
$216,900
1 / 16
Winchester
  • 2 beds
  • 1 bath
  • 996 sqft
$210,000
1 / 2
Winchester
  • 3 beds
  • 2 baths
  • 1,176 sqft
$219,900
1 / 11
Winchester
  • 4 beds
  • 1.5 baths
  • 1,375 sqft
$162,500
1 / 68
Price Drop
Winchester
  • 3 beds
  • 3.5 baths
  • 1,824 sqft
$629,900
$642,500
1 / 26
Winchester
  • 2 beds
  • 1 bath
  • 1,116 sqft
$240,000
1 / 24
Winchester
  • 5 beds
  • 4 baths
  • 2,128 sqft
Contact for price
Viewing 1-36 of 84 homes

Frequently Asked Questions

What is the median home sale price in 37398, Winchester, TN?
In the last 30 days, the median home sale price in 37398 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 37398, Winchester, TN?
There were 172 homes for sale in 37398 as of October 29, 2025. There were 61 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 37398, Winchester, TN?
The new homes and houses for sale on Orchard's listings pages are updated hundreds of times each day, with listings in 37398 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 37398, Winchester, TN?
In the last 30 days, the median number of days a home in 37398 remained on the market (DOM) was 12. 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.