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Winchester
Winchester Properties
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7,956 Matches Found
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Square Footage
Recently Updated
$189,900
1045 Gay Evans Road, Winchester, KY
Pending
Last Modified:
5:15pm, September 30, 2025
IDX
$194,900
322 Buffalo Trace, Winchester, KY
Pending
3BD
2BA
1,110SF
Last Modified:
2:11pm, September 30, 2025
IDX
$350,000
508 Boone Avenue, Winchester, KY
Active
3BD
3BA
2,868SF
Last Modified:
1:04am, September 30, 2025
IDX
$399,900
210 College Street, Winchester, KY
Contingent
4BD
4BA
2,718SF
Last Modified:
5:23pm, September 29, 2025
IDX
$339,000
1996 White Conkwright, Winchester, KY
Active
2BD
1BA
1,055SF
Last Modified:
6:34am, September 29, 2025
IDX
$375,000
317 Hanover Drive, Winchester, KY
Closed
5BD
4BA
3,111SF
Last Modified:
5:18am, September 29, 2025
IDX
$325,000
210 Cabin Creek Road, Winchester, KY
Closed
3BD
2BA
1,584SF
Last Modified:
5:18am, September 29, 2025
IDX
$249,900
407 Walnut Street, Winchester, KY
Closed
3BD
2BA
2,146SF
Last Modified:
5:18am, September 29, 2025
IDX
$610,000
4560 Pine Ridge Road, Winchester, KY
Closed
3BD
2BA
1,848SF
Last Modified:
5:18am, September 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.