Winchester KY
285 active listings out of 16K total properties we track across 8 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 285 currently-active listings in Winchester, KY. Full dataset covers 16K 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": 16087,
"active": 285,
"median_list": 289950
}Winchester, KY real estate: market summary
As of April 2026, Straply tracks 16,087 homes in Winchester, KY, with 285 active for sale at a median list price of $289,950 (~$168/sq ft). Notably, home prices are climbing — the median sale price is up 17% year over year.
- Median list price
- $289,950
- Median $/sq ft
- $168
- Active listings
- 285
- Median sale price
- $256,750 (+17% YoY)
- Properties tracked
- 16,087
Frequently asked: Winchester, KY real estate
What is the median home price in Winchester?
The median list price in Winchester, KY is $289,950 (about $168 per square foot), based on 285 active listings tracked by Straply as of April 2026.
What price range are homes in Winchester?
Active listings in Winchester, KY concentrate in: 51% under $300k and 27% $300k–$500k.
Are home prices in Winchester going up or down?
The median sale price is $256,750, up 17% year over year. Straply tracked 526 sales here over the past 12 months.
How many homes are for sale in Winchester?
Straply is tracking 285 active listings in Winchester, KY out of 16,087 properties on record as of April 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 (80% of listings). Also common: manufactured homes 8%, multi-family homes 7%.
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, Lexington.
Data as of April 2026. Source: Straply. For address-level history and programmatic access, use the Straply API.