229 S Highland Street, Winchester, KY 40391

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate Fern Leaf Group
229 S Highland Street,Winchester, KY 40391
$160,000
  • 4 Beds
  • 3 Baths
  • 3,462 sq. ft.
  • Single family
  • Active
Listed by: michelle r blackburn
Office: re/max creative, winchester
MLS#:26008701
Source:KY_LBAR

Price summary

  • Price:$160,000
  • Price per sq. ft.:$46.22

About this home

Investor special with historic charm on corner lot! Opportunity awaits with this spacious 5 bedroom, 3 full bath home offering 3,462 sq ft of potential. Situated on a corner lot and walkable to downtown, this classic 2 story property is rich in character, featuring original hardwood floors, detailed woodwork, a welcoming front porch with columns, and a striking staircase with stained glass accents. The home has been partially gutted, with the kitchen, bathrooms, and several rooms ready for renovation, making it an ideal project for investors, flippers, or buyers looking to customize their dream home. With solid bones and timeless architectural details throughout, this property is primed to be transformed into a true showpiece. Cash or renovation financing required. Inspections welcome but selling AS-IS. Bring your vision and unlock the full potential of this one of a kind property.

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Home facts

  • Year built:1930
  • Subdivision & Development:South Park Addition
  • Listing ID #:26008701
  • Added:182 day(s) ago
  • Updated:October 22, 2026 at 03:11 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:3
  • Full bathrooms:3
  • Rooms Total:13
  • Flooring:Hardwood
  • Basement:Yes
  • Basement Description:Crawl Space
  • Living area:3,462 sq. ft.

Heating and cooling

  • Cooling:Electric
  • Heating:Forced Air, Natural Gas

Structure and exterior

  • Year built:1930
  • Building area:3,462 sq. ft.
  • Lot area:0.11 Acres
  • Architectural Style:Colonial
  • Construction Materials:HardiPlank Type, Wood Siding

Schools

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

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$160,000
  • Price per sq. ft.:$46.22

Parking

  • Parking description:Basement, Garage Faces Side
  • Garage:Yes
  • Garage spaces:1
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