229 S Highland Street, Winchester, KY

$165,000

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4

Beds

3

Baths

3,462

Square feet

0.11

Acres

About 229 S Highland Street

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.

Residential property for sale in Winchester, KY at 229 S Highland Street. This 4 bedroom Residential property is priced at $48/sqft

Facts & Features of 229 S Highland Street

MLS® # 26008701
Price $165,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,462
Acres 0.11
Year Built 1930
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information of 229 S Highland Street

Address 229 S Highland Street
Area 007 - Clark County
Subdivision South Park Addition
City Winchester
County Clark
State KY
Zip Code 40391

Amenities of 229 S Highland Street

Utilities Electricity Connected, Natural Gas Connected, Water Connected
Parking Basement, Garage Faces Side
# of Garages 1
Is Waterfront No
Has Pool No

Interior of 229 S Highland Street

Appliances Refrigerator
Heating Forced Air, Natural Gas
Cooling Electric
Fireplace Yes
# of Fireplaces 3
Fireplaces Living Room
Stories Two
Basement Crawl Space, Interior Entry, Walk-Out Access
Primary Suite On Main floor No

Exterior of 229 S Highland Street

Roof Metal
Construction HardiPlank Type, Wood Siding
Foundation Stone

School Information On 229 S Highland Street

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

Additional Information On 229 S Highland Street

Date Listed April 22nd, 2026
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details On 229 S Highland Street

OfficeRE/MAX Creative, Winchester

Listing Map

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