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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
$285,000
3431 Colby Road, Winchester, KY
Closed
4BD
2BA
3,788SF
Last Modified:
5:24am, August 30, 2025
IDX
$265,000
606 Laura Drive, Winchester, KY
Closed
3BD
3BA
2,240SF
Last Modified:
5:24am, August 30, 2025
IDX
$174,000
397 College Street, Winchester, KY
Closed
4BD
2BA
1,655SF
Last Modified:
5:24am, August 30, 2025
IDX
$650,000
357 Wades Mill Road, Winchester, KY
Closed
4BD
4BA
3,007SF
Last Modified:
5:24am, August 30, 2025
IDX
$316,000
110 Powe Drive, Winchester, KY
Closed
4BD
3BA
2,007SF
Last Modified:
5:24am, August 30, 2025
IDX
$80,000
121 Magnolia Street, Winchester, KY
Closed
2BD
1BA
1,248SF
Last Modified:
5:23am, August 30, 2025
IDX
$240,000
860 Harkins Drive, Winchester, KY
Closed
4BD
2BA
1,874SF
Last Modified:
5:23am, August 30, 2025
IDX
$199,500
445 Colby Ridge Boulevard, Winchester, KY
Closed
3BD
3BA
1,539SF
Last Modified:
5:23am, August 30, 2025
IDX
$220,000
212 Southwind Drive, Winchester, KY
Closed
3BD
2BA
1,333SF
Last Modified:
5:23am, August 30, 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.