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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
$359,900
210 Jett Drive, Winchester, KY
Closed
3BD
2BA
1,600SF
Last Modified:
5:20am, August 31, 2025
IDX
$220,000
412 Paisley Court, Winchester, KY
Closed
3BD
3BA
1,300SF
Last Modified:
5:20am, August 31, 2025
IDX
$252,000
216 Connie Lane, Winchester, KY
Closed
3BD
2BA
1,248SF
Last Modified:
5:20am, August 31, 2025
IDX
$549,000
154 Hawthorne Drive, Winchester, KY
Closed
5BD
4BA
3,478SF
Last Modified:
5:20am, August 31, 2025
IDX
$215,000
3327 Mina Station Road, Winchester, KY
Closed
3BD
2BA
1,296SF
Last Modified:
5:24am, August 30, 2025
IDX
$149,900
502 N Maple Street, Winchester, KY
Closed
2BD
1BA
920SF
Last Modified:
5:24am, August 30, 2025
IDX
$262,500
16 Taylor Avenue, Winchester, KY
Closed
4BD
2BA
2,808SF
Last Modified:
5:24am, August 30, 2025
IDX
$520,000
427 Calmes Boulevard, Winchester, KY
Closed
4BD
4BA
4,659SF
Last Modified:
5:24am, August 30, 2025
IDX
$278,500
8 Chickadee Lane, Winchester, KY
Closed
4BD
3BA
2,400SF
Last Modified:
5:24am, 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.