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Winchester
Winchester Properties
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7,957 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$384,000
890 Miller Hunt Road, Winchester, KY
Closed
3BD
2BA
1,425SF
Last Modified:
5:20am, August 30, 2025
IDX
$179,500
606 College Street, Winchester, KY
Closed
2BD
1BA
1,050SF
Last Modified:
5:20am, August 30, 2025
IDX
$88,000
423 E Broadway Street, Winchester, KY
Closed
2BD
1BA
2,363SF
Last Modified:
5:20am, August 30, 2025
IDX
$302,500
1740 Oil Springs Road, Winchester, KY
Closed
3BD
2BA
1,475SF
Last Modified:
5:20am, August 30, 2025
IDX
$424,900
4353 Boonesboro Road, Winchester, KY
Closed
4BD
3BA
2,952SF
Last Modified:
5:20am, August 30, 2025
IDX
$155,000
411 Jameson Way, Winchester, KY
Closed
3BD
1BA
1,000SF
Last Modified:
5:19am, August 30, 2025
IDX
$278,000
218 Bracken Court, Winchester, KY
Closed
3BD
2BA
1,292SF
Last Modified:
5:19am, August 30, 2025
IDX
$216,000
138 Linden Avenue, Winchester, KY
Closed
3BD
2BA
1,350SF
Last Modified:
5:19am, August 30, 2025
IDX
$315,000
43 Skylark Drive, Winchester, KY
Closed
3BD
2BA
2,459SF
Last Modified:
5:19am, August 30, 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.