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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
$167,500
216 Forest Court, Winchester, KY
Closed
3BD
2BA
2,301SF
Last Modified:
5:40am, August 29, 2025
IDX
$205,000
113 S Burns Avenue, Winchester, KY
Closed
4BD
2BA
3,299SF
Last Modified:
5:40am, August 29, 2025
IDX
$339,766
148 Gibson Way, Winchester, KY
Closed
4BD
3BA
2,429SF
Last Modified:
5:40am, August 29, 2025
IDX
$594,900
2005 Hancock Valley Drive, Winchester, KY
Closed
4BD
4BA
4,460SF
Last Modified:
5:40am, August 29, 2025
IDX
$629,145
421 Alexis Way, Winchester, KY
Closed
3BD
3BA
2,552SF
Last Modified:
5:39am, August 29, 2025
IDX
$610,986
419 Alexis Way, Winchester, KY
Closed
4BD
3BA
4,447SF
Last Modified:
5:39am, August 29, 2025
IDX
$235,000
115 Kittison Drive, Winchester, KY
Closed
3BD
3BA
1,456SF
Last Modified:
5:39am, August 29, 2025
IDX
$300,000
302 Ascot Circle, Winchester, KY
Closed
4BD
3BA
1,758SF
Last Modified:
5:39am, August 29, 2025
IDX
$185,000
1115/1117 Dale Drive, Winchester, KY
Closed
4BD
2BA
1,682SF
Last Modified:
5:39am, 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.