KY
Clark
Winchester
40391
363 S Main Street
363 S Main Street, Winchester, KY 40391
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Listing Type
Single Family
Listing Status
Active
32
$250,000

Home Details for 363 S Main Street

Price
$250,000
Type
Residential
Bedrooms
3
Total Bathrooms
2
Full Bathrooms
2
Square feet
2142
Year built
1940
Lot size acres
0.49
County
Clark
Total rooms
9
Basement
Crawl Space
MLS Listing#
26009123
Property Description

Welcome to 363 South Main Street in the heart of downtown Winchester, KY—this spacious 3-bedroom, 2-bath home offers 2,142 square feet of character, updates, and convenience. Ideally located close to all local amenities and just 5 minutes from I-64, you'll enjoy easy access to shopping, dining, and commuting. The home features beautiful hardwood floors and an updated kitchen with plenty of cabinet space, perfect for everyday living and entertaining. Recent improvements include a new roof, soffit, and gutters, along with an updated HVAC system, fresh exterior paint, professional pressure washing, and refreshed landscaping—making this property truly move-in ready. A versatile loft space provides additional storage or future potential, while the covered front porch, back deck, and fenced backyard create the perfect setup for relaxing or hosting guests. This is a rare opportunity to own a well-updated home in a prime downtown location.

Property Features
  • House Interior
    • Eat-in Kitchen
    • Walk-In Closet(s)
    • Ceiling Fan(s)
  • Utilities
    • Electricity Connected
    • Sewer Connected
    • Water Connected
  • Cooling Information
    • Ceiling Fan(s)
    • Electric
  • Heating Information
    • Electric
    • Natural Gas
  • Parking
    • Driveway
    • Off Street
  • Water Features
    • Public
  • Basement
    • Crawl Space
School Information
School Information for 363 S Main Street, Winchester, KY 40391
Elementary School
Shearer
Middle School
Robert Campbell
High School
GRC
Listing Courtesy: HomeLand Real Estate Inc - 606-755-7065
Lexington-Bluegrass Association of Realtors logo The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by IDX brokerage firms other than EXIT Realty, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright ©2026 Bluegrass REALTORS®. All Rights Reserved.
Last Updated: 2026-04-28 08:00:46
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EXIT REALTY CRUTCHER
502A Saffell St. , Lawrenceburg, KY 40342
John Rennels
License #: 75712
Sales Representative
Office
502 839 9822
Agent
502 598 8378
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