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229 S Highland Street, Winchester, KY 40391

$180,000
  • 229 S Highland Street, Winchester, KY 40391 Main Photo

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New to the Market Active
BEDS5 BATHS3 full SQUARE FEET3,462 MLS#26008701
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONSouth Park Addition SCHOOLClark County - 7

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.

229 S Highland Street | MLS# 26008701

This single family home located at 229 S Highland Street, Winchester, KY 40391 is currently listed for sale with an asking price of $180,000. This property was built in 1930 and has 5 bedrooms and 3 full baths with 3462 sq. ft. S Highland Street is located in the South Park Addition subdivision within the Clark County - 7 school district. Search South Park Addition real estate on sdavidson.salliedavidson.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Electric
Fireplaces: 3
Fuel Type: Gas
Garage: 2
Heating: Forced Air, Natural Gas
Home Style: Colonial
Lot Size: 0.11 Acres
Roof Type: Metal
Stories: 2.0
Year Built: 1930

Feature Descriptions

Appliance Features: Refrigerator
Attic: Floored, Permanent Stairs, Walk-In Attic
Basement Features: Crawl Space, Interior Entry, Walk-Out Access
Exterior: HardiPlank Type, Wood Siding
Fireplace Features: Living Room
Flooring: Hardwood
Lot Dimensions: 0.110 acre(s)
Parcel #: 054-3012-014-00
Parking Notes: Attached Garage, Basement, Garage Faces Side
Rooms Total: 13
Structure Type: House
Utilities: Electricity Connected, Natural Gas Connected, Water Connected

Local Schools

High School: GRC
Middle School: Robert Campbell
Elementary School: Shearer
School District: Clark County - 7

Listed By / Shown By

Listed By

Agency Name: RE/MAX Creative, Winchester

Shown By

Agent Name: Sallie Davidson CRP
Agent Phone: (606) 309-5600
Agency Title: SALLIE DAVIDSON, REALTORS

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Estimated Payment

$ 699.12 per month $646.62 Principal & Interest $0.00 Property Tax (data not provided by mls) $52.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 04/23/2026. The listing information on this page last changed on 04/23/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 04/23/2026 12:52:16 AM EST) or Imagine MLS (last updated Wed 04/22/2026 11:15:11 PM EST). Real estate listings held by brokerage firms other than SALLIE DAVIDSON, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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