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Winchester
Winchester Properties
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7,959 Matches Found
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List price (Low to High)
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# Bathrooms
Year Built
Square Footage
Recently Updated
$224,900
7 Bel Air Drive, Winchester, KY
Closed
4BD
3BA
2,160SF
Last Modified:
6:48am, August 29, 2025
IDX
$65,000
123 Magnolia Street, Winchester, KY
Closed
Last Modified:
6:48am, August 29, 2025
IDX
$395,000
5223 Colby Road, Winchester, KY
Closed
3BD
2BA
1,848SF
Last Modified:
6:48am, August 29, 2025
IDX
$50,000
248 Cook Avenue, Winchester, KY
Closed
3BD
1BA
1,465SF
Last Modified:
6:48am, August 29, 2025
IDX
$158,000
8 1/2 1st Street, Winchester, KY
Closed
4BD
1BA
1,120SF
Last Modified:
6:48am, August 29, 2025
IDX
$334,327
136 Gibson Way, Winchester, KY
Closed
4BD
3BA
1,997SF
Last Modified:
6:48am, August 29, 2025
IDX
$122,000
2584 Irvine Road, Winchester, KY
Closed
2BD
1BA
990SF
Last Modified:
6:47am, August 29, 2025
IDX
$329,900
113 S Burns Avenue, Winchester, KY
Closed
4BD
2BA
3,299SF
Last Modified:
6:47am, August 29, 2025
IDX
$360,000
413 Willowbrook Road, Winchester, KY
Closed
4BD
2BA
2,520SF
Last Modified:
6:47am, August 29, 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.