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Winchester
Winchester Properties
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7,961 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$275,500
317 Fern Court, Winchester, KY
Closed
3BD
2BA
1,588SF
Last Modified:
6:07am, August 29, 2025
IDX
$406,000
537 Earlymeade Drive, Winchester, KY
Closed
4BD
3BA
2,657SF
Last Modified:
6:07am, August 29, 2025
IDX
$190,000
106 Quail Ridge Road, Winchester, KY
Closed
3BD
2BA
1,750SF
Last Modified:
6:07am, August 29, 2025
IDX
$187,000
108 Quail Ridge Road, Winchester, KY
Closed
3BD
2BA
1,300SF
Last Modified:
6:06am, August 29, 2025
IDX
$200,000
254 S Highland Street, Winchester, KY
Closed
4BD
2BA
3,395SF
Last Modified:
6:06am, August 29, 2025
IDX
$285,000
605 Colby Ridge Boulevard, Winchester, KY
Closed
4BD
3BA
1,632SF
Last Modified:
6:06am, August 29, 2025
IDX
$138,000
49 Judy Ann Court, Winchester, KY
Closed
2BD
2BA
960SF
Last Modified:
6:06am, August 29, 2025
IDX
$185,105
2593 Irvine Road, Winchester, KY
Closed
3BD
2BA
1,094SF
Last Modified:
6:06am, August 29, 2025
IDX
$335,000
307 Gallahadion Court, Winchester, KY
Closed
4BD
3BA
2,487SF
Last Modified:
6:05am, August 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.