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363 S Main Street, Winchester, KY 40391

Winchester
Local realty services provided by:CENTURY 21 Virginia Wilder Real Estate
363 S Main Street,Winchester, KY 40391
$250,000
  • 3 Beds
  • 2 Baths
  • 2,142 sq. ft.
  • Single family
  • Pending
Listed by: zachary otis
Office: homeland real estate inc
MLS#:26009123
Source:KY_LBAR

Price summary

  • Price:$250,000
  • Price per sq. ft.:$116.71

About this home

Back on Market! 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.

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Home facts

  • Year built:1940
  • Listing ID #:26009123
  • Added:11 day(s) ago
  • Updated:May 02, 2026 at 03:49 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:9
  • Flooring:Carpet, Hardwood, Tile
  • Basement:Yes
  • Basement Description:Crawl Space
  • Living area:2,142 sq. ft.

Heating and cooling

  • Cooling:Electric
  • Heating:Electric, Natural Gas

Structure and exterior

  • Year built:1940
  • Building area:2,142 sq. ft.
  • Lot area:0.49 Acres
  • Construction Materials:Vinyl Siding

Schools

  • High school:GRC
  • Middle school:Robert Campbell
  • Elementary school:Shearer

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$250,000
  • Price per sq. ft.:$116.71

Features and amenities

  • Amenities:Blinds, Ceiling Fan(s), Screens

Parking

  • Parking description:Driveway, Off Street
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