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229 S Highland Street Winchester, KY $ 180,000
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229 S Highland Street
$ 180,000
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229 S Highland Street

Winchester, KY, 40391
$ 180,000
Bedrooms4 Baths3.0 Sq 3,462

Monthly Estimate*

$ 1,108

229 S Highland Street, Winchester, KY 40391 - Image 1
229 S Highland Street, Winchester, KY 40391 - Image 2
229 S Highland Street, Winchester, KY 40391 - Image 3
229 S Highland Street, Winchester, KY 40391 - Image 4
229 S Highland Street, Winchester, KY 40391 - Image 5
229 S Highland Street, Winchester, KY 40391 - Image 6
229 S Highland Street, Winchester, KY 40391 - Image 7
229 S Highland Street, Winchester, KY 40391 - Image 8
229 S Highland Street, Winchester, KY 40391 - Image 9
229 S Highland Street, Winchester, KY 40391 - Image 10
229 S Highland Street, Winchester, KY 40391 - Image 11
229 S Highland Street, Winchester, KY 40391 - Image 12
229 S Highland Street, Winchester, KY 40391 - Image 13
229 S Highland Street, Winchester, KY 40391 - Image 14

Single Family Home for sale in Winchester, KY

for $180,000 with 4 bedrooms and 3 full baths. This 3,462 square foot home was built in 1930 on a lot size of 0.11.

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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Single Family Active

Price

$ 180,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Colonial

Lot Size

0.11

Year Built

1930

Town/City

Winchester

County/Region

Clark

MLS | Web ID

26008701
Features
General
Sewer Public Sewer
Heating Forced Air Natural Gas
Cooling Electric
Utilities Electricity Connected Natural Gas Connected Water Connected
Possession Close Of Escrow
Roof Metal
Appliances Refrigerator
Garage Spaces 1.0
Patio/Porch Features Porch Front Porch
Architectural Style Colonial
Construction Materials Wood Siding HardiPlank Type
Year Built 1930
Levels Two
Property Subtype Single Family Residence
Parcel Number 054-3012-014-00
County Clark
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name South Park Addition
Garage Y/N Y
Total Rooms 13
Full Baths 3
Status Active
Directions From I64 take Maple Expressway towards town. Left on Lexington Ave. Go thru light and make a right on Highland St. Go thru stop sign. House will be on left on corner of Highland and Calloway.
High School GRC
City Winchester
High School District Clark County - 7
MLS Area 007 - Clark County
Lot Size Units Acres
Lot Size Square Feet 4791.6
Carport Y/N N
Elementary School Shearer
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School Robert Campbell
MLS Area Minor 007 - Clark County
Lease Considered Y/N N
Rent Control Y/N N
Structure Type House
Standard Status Active
Senior Community None
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Interior
Basement Crawl Space Interior Entry Walk-Out Access
Flooring Hardwood
Total Fireplaces 3
Fireplace Features Living Room
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3462.0
Half Baths 0
Total Bedrooms 4
Below Grade Finished Area 0.0
Total Baths 3
Heating-Forced Air True
Heating-Natural Gas True
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Exterior
Fencing None
Parking Features Basement Garage Faces Side
Water Source Public
Lot Size Area 0.11
Foundation Details Stone
Building Area Total 3462.0
Lot Size Acres 0.11
Lot Size Source Public Records
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 229
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* Excluded Features
List By
Re/Max Creative, Winchester

Broker

michelle@michelleblackburn.com

Email

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$1,108
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Monthly Principal & Interest
$1,108
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3289857 Elementary School
3291684 Middle School
GRC High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
4/22/2026$180,000 Listed Price

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229 S Highland Street, Winchester, KY, 40391 is a Single Family Home for sale at $180,000 with 3,462 sqft and a lot size of 0.11. 229 S Highland Street has 4 bedrooms, 3.0 baths, and was built in 1930. The property's zip code is 40391 which is in Winchester, KY

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