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Winchester
Winchester Properties
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7,960 Matches Found
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Year Built
Square Footage
Recently Updated
$380,000
33 Hampton Avenue, Winchester, KY
Closed
4BD
3BA
3,580SF
Last Modified:
6:12am, August 29, 2025
IDX
$237,750
408 Skylark Drive, Winchester, KY
Closed
3BD
3BA
1,916SF
Last Modified:
6:12am, August 29, 2025
IDX
$185,000
125 Magnolia Street, Winchester, KY
Closed
3BD
1BA
1,251SF
Last Modified:
6:11am, August 29, 2025
IDX
$255,000
19 Virginia Avenue, Winchester, KY
Closed
4BD
2BA
1,619SF
Last Modified:
6:11am, August 29, 2025
IDX
$190,000
15 Finley Road, Winchester, KY
Closed
3BD
1BA
1,392SF
Last Modified:
6:11am, August 29, 2025
IDX
$195,700
162 French Avenue, Winchester, KY
Closed
4BD
1BA
2,327SF
Last Modified:
6:11am, August 29, 2025
IDX
$360,000
372 Arrowhead Lane, Winchester, KY
Closed
4BD
3BA
2,928SF
Last Modified:
6:11am, August 29, 2025
IDX
$215,000
167 E Washington Street, Winchester, KY
Closed
3BD
2BA
1,763SF
Last Modified:
6:11am, August 29, 2025
IDX
$197,000
42 Park Avenue, Winchester, KY
Closed
3BD
2BA
1,129SF
Last Modified:
6:11am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
Commute
Health Care
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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.