
“Discover 204 homes in Winchester, Kentucky”
Current market statistics for Winchester, KY
204
Active Listings
$536K
Avg Price
$277K
Median Price
$176
Price/Sqft
3,048
Avg Sqft
376
Avg Days
From
$29,000
To
$14,100,000
Explore homes for sale in cities near Winchester, Kentucky
Our curated selection of the finest winchester homes homes
Discover more properties that match this lifestyle

$725K
Winchester, KY

$375K
“3 Bed 2 Bath Single Family Home on 2.04 Acres in Winchester KY”
Winchester, KY

$269K
Winchester, KY

$180K
Winchester, KY

$500K
Winchester, KY

$350K
Winchester, KY

$300K
Winchester, KY

$200K
Winchester, KY
Every active listing in Winchester, browsable page by page.

$400K
Winchester, KY

$235K
Winchester, KY

$350K
Winchester, KY

$420K
Winchester, KY

$289K
Winchester, KY

$340K
Winchester, KY

$280K
Winchester, KY

$153K
Winchester, KY

$250K
Winchester, KY

$385K
Winchester, KY

$250K
Winchester, KY

$1.3M
Winchester, KY

$235K
Winchester, KY

$230K
Winchester, KY

$250K
Winchester, KY

$247K
Winchester, KY

$369K
Winchester, KY

$550K
Winchester, KY

$255K
Winchester, KY

$155K
Winchester, KY

$275K
Winchester, KY

$949K
Winchester, KY

$240K
Winchester, KY

$469K
Winchester, KY

$340K
Winchester, KY

$939K
Winchester, KY

$105K
Winchester, KY

$265K
Winchester, KY

$110K
Winchester, KY

$300K
Winchester, KY

$235K
Winchester, KY

$350K
Winchester, KY

$380K
Winchester, KY

$795K
Winchester, KY

$215K
Winchester, KY

$785K
Winchester, KY

$1.6M
Winchester, KY

$239K
Winchester, KY

$233K
Winchester, KY

$400K
Winchester, KY

$290K
Winchester, KY

$1.7M
Winchester, KY

$200K
Winchester, KY

$100K
Winchester, KY

$14.1M
Winchester, KY

$260K
Winchester, KY

$315K
Winchester, KY

$200K
Winchester, KY

$290K
Winchester, KY

$465K
Winchester, KY
Showing 1–50 of 204 · Page 1 of 5
Winchester, Kentucky offers a quieter pace of life that appeals to families and individuals looking to settle outside the bustle of larger cities like Lexington. Many who move here appreciate the balance between small-town community and convenient access to urban amenities a short drive away. Character varies by neighborhood, with some areas featuring older homes and others more recent developments. Residents enjoy local parks for outdoor recreation and a selection of dining options that range from casual eateries to family-owned spots. The area supports a lifestyle centered around community events and access to nature trails in the surrounding countryside. The city is served by the local public school district along with nearby private school options for families seeking alternatives. The region experiences four distinct seasons, with warm summers and cool winters that bring occasional snowfall. Currently the market shows 204 active listings with a median price of $277,000, while the average price reaches $536,249 across homes that average 3,048 square feet and often remain on the market for 376 days.
Average listing price: $536,249 · 204 homes available