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Winchester
Winchester Properties
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7,952 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$372,900
114 Mallard Lane, Winchester, KY
Active
4BD
3BA
2,105SF
Last Modified:
1:30pm, October 20, 2025
IDX
$619,000
433 Fairholme Way, Winchester, KY
Active
3BD
4BA
2,900SF
Last Modified:
6:32am, October 20, 2025
IDX
$209,900
23 Hillcrest Drive, Winchester, KY
Active
2BD
1BA
1,557SF
Last Modified:
6:32am, October 20, 2025
IDX
$203,900
25 Hiawatha Trail, Winchester, KY
Active
3BD
1BA
925SF
Last Modified:
6:32am, October 20, 2025
IDX
$160,000
8 Village Drive, Winchester, KY
Closed
3BD
2BA
1,414SF
Last Modified:
5:17am, October 20, 2025
IDX
$247,000
3588 Stamper Drive, Winchester, KY
Closed
3BD
2BA
1,530SF
Last Modified:
5:17am, October 20, 2025
IDX
$200,000
9711 Ironworks Road, Winchester, KY
Closed
Last Modified:
5:17am, October 20, 2025
IDX
$374,900
714 Concord Avenue, Winchester, KY
Closed
3BD
3BA
1,750SF
Last Modified:
5:17am, October 20, 2025
IDX
$259,000
312 Forest Avenue, Winchester, KY
Contingent
3BD
2BA
1,550SF
Last Modified:
4:25pm, October 19, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
Commute
Health Care
Park & Recreation
Crime & Saftey
Two kids: assigned school quality, extracurriculars, after-school care, and safe walk/bus routes.
Working parents: drop-off logistics and before/after-school options.
Working parents:
daily time cost and reliability of commutes.
Kids:
longer travel times for school activities and after-school logistics.
Elder:
slightly longer travel for Lexington specialists.
Kids:
local pediatric coverage and urgent care access in Winchester.
Retired elder:
proximity to Clark Regional for emergencies and reliable route to Lexington for specialists.
Measure drive time to Clark Regional Medical Center and the fastest route to Lexington hospitals you’d use.
Call local primary-care/pediatric offices and home-health agencies to check patient acceptance and wait times.
If specific specialties are needed (cardiology, neurology, geriatric), confirm how often those clinics run in Winchester vs. require Lexington visits.
Kids:
sports fields, playgrounds, pool/rec programming.
Retired elder:
short walks, benches, senior programs and community events.
Visit Lykins Park, College Park, and neighborhood parks at different times to check crowding/noise.
Confirm sidewalks and safe walking routes from the street to parks/schools.
Check Parks & Rec program schedules (youth leagues, adult/senior classes).
Kids:
safe routes to school and parks.
Working parents:
secure home/garage and safe evening travel.
Retired elder:
good street lighting and reliable emergency response.