$180,000

229 S Highland Street, Winchester, KY 40391

  • 4 beds |
  • 3 baths |
  • 3,462 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1930
  • Property Lot Size Icon4,792sqft lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $52/sqft
  • Property List Date Icon Listed 28 days ago

Property Description

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.

Listing Status:
Active
Date Added:
April 22, 2026
Data Last Updated:
May 21, 2026 at 1:39AM
Listing Office:
RE/MAX Creative, Winchester : 859-422-2000
MLS ID:
26008701
  • Appliances: Refrigerator
  • Basement: Crawl SpaceInterior EntryWalk-Out Access
  • Flooring: Hardwood
  • A/C: Electric
  • Heating: Forced AirNatural Gas
  • Fireplace: Living RoomFireplaceFireplaces: 3
  • Style: Colonial
  • Parking: BasementGarage Faces Side
  • Roofing: Metal
  • General: HardiPlank TypeWood SidingTwoStone
  • Originating MLS: Imagine MLS (Bluegrass REALTORS®)
  • School District: Clark County - 7
  • County: Clark
  • Zoning: 054-3012-014-00
  • Fencing: None
  • Utilities: Electricity ConnectedNatural Gas ConnectedWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Imagine MLS (Bluegrass REALTORS®)

This listing courtesy of RE/MAX Creative, Winchester

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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