Winchester KY
539 active listings out of 17K total properties we track across 7 Winchester ZIPs — listings, off-market homes, rentals, and full sales/tax history. Refreshed nightly.
While you're here, take in the bigger picture — maps below show Kentucky (statewide), not just Winchester. Same company, same dataset, different resolution.
Inventory breakdown
Distribution of the 539 currently-active listings in Winchester, KY. Full dataset covers 17K properties — listings, off-market homes, rentals, and full history.
ZIP codes in Winchester
Drill into any ZIP for hex-level breakdowns.
Nearby cities
Other Kentucky cities within driving distance.
Get Winchester, KY data in your app
GET https://api.straply.com/v1/markets/city/winchester-ky
Authorization: Bearer $STRAPLY_KEY{
"city": "winchester-ky",
"total_tracked": 17172,
"active": 539,
"median_list": 277450
}Winchester, KY real estate: market summary
As of November 2026, Straply tracks 17,172 homes in Winchester, KY, with 539 active for sale at a median list price of $277,450 (~$171/sq ft). Notably, most homes were built in the 1990s.
- Median list price
- $277,450
- Median $/sq ft
- $171
- Active listings
- 539
- Median sale price
- $260,000 (-6% YoY)
- Properties tracked
- 17,172
Frequently asked: Winchester, KY real estate
What is the median home price in Winchester?
The median list price in Winchester, KY is $277,450 (about $171 per square foot), based on 539 active listings tracked by Straply as of November 2026.
What price range are homes in Winchester?
Active listings in Winchester, KY concentrate in: 56% under $300k and 22% $300k–$500k.
Are home prices in Winchester going up or down?
The median sale price is $260,000, down 6% year over year. Straply tracked 402 sales here over the past 12 months.
How many homes are for sale in Winchester?
Straply is tracking 539 active listings in Winchester, KY out of 17,172 properties on record as of November 2026.
How old are the homes in Winchester?
Most homes in Winchester, KY were built in the 1990s. About 53% were built after 1980, while 6% predate 1940. The newest tracked home dates to 2026.
What types of homes are in Winchester?
Winchester, KY is mostly single-family homes (67% of listings). Also common: lots / land 18%.
How many bedrooms do homes in Winchester typically have?
The most common size in Winchester, KY is 3 bd.
What areas are near Winchester?
Nearby markets Straply also tracks include Mount Sterling, Paris, Clay City, Richmond.
Data as of November 2026. Source: Straply. For address-level history and programmatic access, use the Straply API.