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Winchester
Winchester Properties
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7,957 Matches Found
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$27,500
109 Mayfair Court, Winchester, KY
Closed
Last Modified:
11:34pm, September 2, 2025
IDX
$39,000
163 Hawthorne Drive, 3-B, Winchester, KY
Closed
Last Modified:
11:34pm, September 2, 2025
IDX
$50,500
578 White Conkwright Road, Winchester, KY
Closed
Last Modified:
11:33pm, September 2, 2025
IDX
$100,000
401 Benton Road, Winchester, KY
Closed
Last Modified:
11:33pm, September 2, 2025
IDX
$12,000
3440 Jackson Ferry Road, Winchester, KY
Closed
Last Modified:
11:33pm, September 2, 2025
IDX
$49,500
2689 Pretty Run Road, Winchester, KY
Closed
Last Modified:
11:33pm, September 2, 2025
IDX
$110,000
1135 Craig Crossing Road, Winchester, KY
Closed
Last Modified:
11:29pm, September 2, 2025
IDX
$70,000
4265 White Conkwright, Winchester, KY
Closed
Last Modified:
11:29pm, September 2, 2025
IDX
$78,000
330 Jones Nursery Road, Winchester, KY
Closed
Last Modified:
11:29pm, September 2, 2025
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Nearby Areas
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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.