Housing in Winchester, KY

Home values, rent, ownership rates, and housing market data

Housing Market Snapshot

Source: Redfin — January 2026

Median Sale Price

$255,000

Median List Price

$259,950

Price Per Sq Ft

$144

Days on Market

68

Active Inventory

61

Months of Supply

6.8

Buyer's market

Zillow Home Value

$248,308

ZHVI — January 2026

Zillow Rent Index

$1,400

ZORI — January 2026

Price Trends

Source: Redfin
Sale Price 7.1%List Price 21.0%Mar 24Jan 26

Market Competitiveness

Source: Redfin

Sold Above List

11.1%

Off Market in 2 Weeks

31.3%

Sale-to-List Ratio

97.7%

Buyer's market

Sold Above Asking
11.1%
Under Contract in 2 Wks
31.3%
Listings with Price Drops
19.7%

Market Activity

Source: Redfin

Homes Sold

9

New Listings

16

Pending Sales

16

Homes Sold 65.4%New Listings 44.8%Pending 50.0%Mar 24Jan 26

Price Per Square Foot

Source: Redfin

Median Sale $/SF

$144

Median List $/SF

$160

Sale $/SF 5.9%List $/SF 11.1%Mar 24Jan 26

Winchester vs Similar Cities

Source: Census ACS / Redfin (2023)

Compared to cities with 10,000 - 25,000 residents. Winchester is highlighted.

Median Home Value

Median Rent

Median Price Per Sq Ft

Rent Burden

Census Housing Data

Source: U.S. Census Bureau ACS (2023)

Median Home Value

$180,400

Median Rent

$867

Total Housing Units

9,272

Vacancy Rate

10.8%

Owner Occupied

59.8%

Renter Occupied

40.2%

Median Property Tax

$1,352

per year

Monthly Cost (w/ Mortgage)

$1,053

Housing Types

Single Family
70.9%
Multi-Family
27.2%
Mobile Home
1.9%

The current median sale price in Winchester, KY is $255,000 according to Redfin data. Homes spend a median of 68 days on the market. 11.1% of homes sold above asking price. The market has 6.8 months of supply. The median price per square foot is $144. Zillow's observed rent index is $1,400/month. About 59.8% of housing units are owner-occupied. The median year homes were built is 1974. There are 9,272 total housing units.