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Winchester
Winchester Properties
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7,960 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$135,000
108 Fitch Avenue, Winchester, KY
Closed
3BD
1BA
1,160SF
Last Modified:
11:05pm, August 28, 2025
IDX
$203,000
7 Redwing Drive, Winchester, KY
Closed
4BD
3BA
3,131SF
Last Modified:
11:05pm, August 28, 2025
IDX
$195,000
311 W Hickman Street, Winchester, KY
Closed
4BD
3BA
2,430SF
Last Modified:
11:05pm, August 28, 2025
IDX
$80,000
723 Estes, Winchester, KY
Closed
3BD
2BA
1,058SF
Last Modified:
11:04pm, August 28, 2025
IDX
$114,000
11 Churchill Drive, Winchester, KY
Closed
3BD
2BA
1,248SF
Last Modified:
11:04pm, August 28, 2025
IDX
$269,600
614 Colby Ridge Boulevard, Winchester, KY
Closed
4BD
3BA
2,100SF
Last Modified:
11:04pm, August 28, 2025
IDX
$68,000
112 Abbeywood Court, Winchester, KY
Closed
2BD
3BA
1,134SF
Last Modified:
11:04pm, August 28, 2025
IDX
$154,900
206 Lindsey Court, Winchester, KY
Closed
4BD
3BA
1,978SF
Last Modified:
11:04pm, August 28, 2025
IDX
$85,000
233 E Washington, Winchester, KY
Closed
2BD
1BA
1,088SF
Last Modified:
11:04pm, 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.