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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
$360,000
1455 Irvine Road, Winchester, KY
Closed
4BD
3BA
2,901SF
Last Modified:
5:33am, August 29, 2025
IDX
$249,900
234 Prescott Lane, Winchester, KY
Closed
3BD
2BA
1,463SF
Last Modified:
5:33am, August 29, 2025
IDX
$260,000
704 W Lexington Avenue, Winchester, KY
Closed
4BD
2BA
1,906SF
Last Modified:
5:32am, August 29, 2025
IDX
$204,900
21 Vine Street, Winchester, KY
Closed
3BD
1BA
1,080SF
Last Modified:
5:32am, August 29, 2025
IDX
$185,000
605 Dixiana Drive, Winchester, KY
Closed
3BD
1BA
1,044SF
Last Modified:
5:32am, August 29, 2025
IDX
$325,000
525 Lasalle Court, Winchester, KY
Closed
3BD
2BA
1,890SF
Last Modified:
5:32am, August 29, 2025
IDX
$88,000
226 Athens Boonesboro Road, Winchester, KY
Closed
2BD
2BA
2,482SF
Last Modified:
5:32am, August 29, 2025
IDX
$80,000
120 E Lexington Avenue, Winchester, KY
Closed
2BD
1BA
1,332SF
Last Modified:
5:32am, August 29, 2025
IDX
$299,900
107 Morning Glory Court, Winchester, KY
Closed
4BD
3BA
1,876SF
Last Modified:
5:32am, August 29, 2025
IDX
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Nearby Areas
Explore popular things to do in the areas.
Education
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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.