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Winchester
Winchester Properties
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7,958 Matches Found
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# Bathrooms
Year Built
Square Footage
Recently Updated
$145,000
150 W Broadway Street, Winchester, KY
Closed
3BD
2BA
1,696SF
Last Modified:
6:31am, August 29, 2025
IDX
$295,000
118 Teakwood Court, Winchester, KY
Closed
4BD
3BA
2,116SF
Last Modified:
6:31am, August 29, 2025
IDX
$271,650
717 Concord Avenue, Winchester, KY
Closed
3BD
2BA
1,519SF
Last Modified:
6:31am, August 29, 2025
IDX
$250,000
421 Jameson Way, Winchester, KY
Closed
3BD
3BA
1,487SF
Last Modified:
6:31am, August 29, 2025
IDX
$319,555
144 Gibson Way, Winchester, KY
Closed
4BD
3BA
2,336SF
Last Modified:
6:31am, August 29, 2025
IDX
$180,000
12 Denny Avenue, Winchester, KY
Closed
3BD
2BA
1,093SF
Last Modified:
6:30am, August 29, 2025
IDX
$200,000
316 Silverton Way, Winchester, KY
Closed
3BD
2BA
1,727SF
Last Modified:
6:30am, August 29, 2025
IDX
$215,000
273 Winn Avenue, Winchester, KY
Closed
3BD
1BA
1,982SF
Last Modified:
6:30am, August 29, 2025
IDX
$332,500
1136 Lafayette Boulevard, Winchester, KY
Closed
3BD
2BA
2,183SF
Last Modified:
6:30am, 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.