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Winchester
Winchester Properties
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7,960 Matches Found
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# Bathrooms
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Square Footage
Recently Updated
$190,000
504 Estes Drive, Winchester, KY
Closed
2BD
1BA
1,718SF
Last Modified:
5:20pm, August 28, 2025
IDX
$192,000
101 Calmes Boulevard, Winchester, KY
Closed
3BD
2BA
1,445SF
Last Modified:
5:20pm, August 28, 2025
IDX
$540,000
775 Sugar Ridge Road, Winchester, KY
Closed
4BD
3BA
2,860SF
Last Modified:
5:20pm, August 28, 2025
IDX
$161,500
100 Colonial Park Drive, Winchester, KY
Closed
3BD
1BA
Last Modified:
5:20pm, August 28, 2025
IDX
$196,000
56 Hillcrest Drive, Winchester, KY
Closed
3BD
1BA
Last Modified:
5:20pm, August 28, 2025
IDX
$265,000
3076 Thomson Station Road, Winchester, KY
Closed
3BD
3BA
Last Modified:
5:09pm, August 28, 2025
IDX
$419,900
213 Ashton Oak Way, Winchester, KY
Closed
3BD
2BA
Last Modified:
5:09pm, August 28, 2025
IDX
$242,000
1343 Ford Hampton Road, Winchester, KY
Closed
3BD
2BA
1,580SF
Last Modified:
5:09pm, August 28, 2025
IDX
$80,000
2277 Muddy Creek Road, Winchester, KY
Closed
2BD
1BA
Last Modified:
5:09pm, August 28, 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.