Additional Details

Property Details

Lot Dimensions:

4791.6

Utility Options:

0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58

Building Utilities:

Electricity Connected, Natural Gas Connected, Water Connected

Water Source:

Public

Abv. Grnd. Sq. Ft.:

3, 462

Total Sq. Ft.:

3, 462

Sq. Ft. Source:

Public Records

Garage:

1

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.

Appliances

Refrigerator

Cool

Electric

Heat

Forced Air, Natural Gas

Total Rooms

13 Rooms

Schools

High School:

GRC

Middle School:

Robert Campbell

Elementary School:

Shearer

Tax and Financial Info

Quick View

Address:

229 S Highland Street Winchester KY 40391

Status:

Active

On Site:

73 Days On Site

Price:

$180, 000

Bedrooms:

4 Beds

Bathrooms:

3 Full Baths

Sq. Feet:

3, 462

Year Built:

1930

Lot Size:

0.11

County:

Clark

MLS #:

26008701

Property Type:

Single Family Residence

Exterior Type

Wood Siding, Hardi Plank Type

Community Information

Area:

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.

Source: LBAR as distributed by MLS GRID, MLS ID: 26008701

Listing provided courtesy of Michelle Blackburn with RE/MAX Creative, Winchester

Last Updated: 4/30/2026 | 5:47 PM

Home Details

Status: Active

Price: $180,000

Address: 229 S Highland Street, Winchester, KY 40391

Bedrooms: 4

Bathrooms: 3

Square Feet: 3,462

73 days on Site

• Property Type: Residential
• Built in 1930
• 73 days on Site
• 0.11 Lot Size
• Cooling: Electric
• Heating: Forced Air, Natural Gas