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Winchester
Winchester Properties
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7,961 Matches Found
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Year Built
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Recently Updated
$239,900
134 Boone Avenue, Winchester, KY
Closed
3BD
2BA
1,878SF
Last Modified:
5:25am, August 29, 2025
IDX
$177,500
406 Pepperwood Court, Winchester, KY
Closed
2BD
3BA
1,259SF
Last Modified:
5:25am, August 29, 2025
IDX
$189,900
2342 Ironworks Road, Winchester, KY
Closed
2BD
1BA
1,056SF
Last Modified:
5:25am, August 29, 2025
IDX
$207,000
411 Pueblo Court, Winchester, KY
Closed
3BD
2BA
1,040SF
Last Modified:
5:25am, August 29, 2025
IDX
$182,500
18 A Street, Winchester, KY
Closed
3BD
1BA
1,200SF
Last Modified:
5:25am, August 29, 2025
IDX
$215,000
445 Jameson Way, Winchester, KY
Closed
4BD
2BA
1,400SF
Last Modified:
5:25am, August 29, 2025
IDX
$400,000
109 Monet Boulevard, Winchester, KY
Closed
4BD
3BA
2,432SF
Last Modified:
5:25am, August 29, 2025
IDX
$160,000
3604 Pine Ridge Road, Winchester, KY
Closed
3BD
2BA
1,280SF
Last Modified:
5:25am, August 29, 2025
IDX
$257,500
711 Terry Drive, Winchester, KY
Closed
3BD
2BA
2,110SF
Last Modified:
5:25am, August 29, 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.