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Winchester
Winchester Properties
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7,961 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$90,000
700 Country Club Court, Winchester, KY
Closed
2BD
2BA
1,084SF
Last Modified:
5:52am, August 29, 2025
IDX
$234,500
422 Wellington Way, Winchester, KY
Closed
3BD
2BA
1,332SF
Last Modified:
5:52am, August 29, 2025
IDX
$296,198
150 Gibson Way, Winchester, KY
Closed
4BD
3BA
1,997SF
Last Modified:
5:52am, August 29, 2025
IDX
$270,000
420 Skylark Dr Drive, Winchester, KY
Closed
4BD
3BA
1,824SF
Last Modified:
5:52am, August 29, 2025
IDX
$916,000
867 Combs Ferry Road, Winchester, KY
Closed
5BD
5BA
3,575SF
Last Modified:
5:51am, August 29, 2025
IDX
$770,000
1995 Gay Evans Road, Winchester, KY
Closed
4BD
4BA
3,272SF
Last Modified:
5:51am, August 29, 2025
IDX
$315,000
207 Citation Court, Winchester, KY
Closed
4BD
3BA
3,304SF
Last Modified:
5:51am, August 29, 2025
IDX
$460,000
5600 Ecton Road, Winchester, KY
Closed
3BD
3BA
2,841SF
Last Modified:
5:51am, August 29, 2025
IDX
$203,000
328 Maryland Avenue, Winchester, KY
Closed
5BD
3BA
1,467SF
Last Modified:
5:51am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
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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.