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Winchester
Winchester Properties
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7,958 Matches Found
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Recently Updated
$111,450
620 Lillies Ferry Road, Winchester, KY
Closed
Last Modified:
3:38am, September 3, 2025
IDX
$455,000
321 Rosebud Lane, Winchester, KY
Closed
4BD
2BA
1,693SF
Last Modified:
3:38am, September 3, 2025
IDX
$572,500
1700 Cabin Creek Road, Winchester, KY
Closed
3BD
3BA
2,695SF
Last Modified:
3:38am, September 3, 2025
IDX
$346,500
2655 Two Mile Road, Winchester, KY
Closed
4BD
3BA
2,430SF
Last Modified:
3:37am, September 3, 2025
IDX
$68,500
9776 Ironworks Road, Winchester, KY
Closed
Last Modified:
3:37am, September 3, 2025
IDX
$4,575,000
2090 Pretty Run Rd., Winchester, KY
Closed
Last Modified:
3:37am, September 3, 2025
IDX
$117,000
630 Craig Crossing, Winchester, KY
Closed
Last Modified:
3:37am, September 3, 2025
IDX
$125,000
13645 Irvine Road, Winchester, KY
Closed
Last Modified:
3:36am, September 3, 2025
IDX
$75,000
150 Wells Road, Winchester, KY
Closed
Last Modified:
3:36am, September 3, 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.