$165,000
Price cut: $15K229 S Highland Street, Winchester, KY 40391
- 4
- beds
- 3
- baths
- 3,462
- sqft
- Single Family Residence
- Property type
- 1930
- Year built
- 0.11 acres
- Lot size
- $48
- Price / sq ft
- $0/mo
- HOA
Listing 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.
Listed by RE/MAX Creative, Winchester · sari.lawrence@remax.net
MLS #26008701 · Listing provided by
Shelby & Drake JohnsonFive Pillars Team · eXp Realty
Home Details
- Property type
- Single Family Residence
- Year built
- Built in 1930
- Lot size
- 0.11-acre lot
- Garage spaces
- 1-car garage
- Price / sq ft
- $48 / sq ft
- HOA
- $0/mo HOA
Interior
- 4 bedrooms
- 3 bathrooms
- Two
- Fireplaces: 3
- Hardwood
Property
- Single Family Residence
- 3,462 sq ft
- 0.11-acre lot
- 1-car garage
Construction
- Built in 1930
- Metal
- Heating: Forced Air, Natural Gas
- Cooling: Electric
Show all home details
Interior
- Appliances
- Refrigerator
- Flooring
- Hardwood
- Basement
- Crawl Space, Interior Entry, Walk-Out Access
- Levels
- Two
Exterior & parking
- Roof
- Metal
- Parking features
- Basement, Garage Faces Side
- Architectural style
- Colonial
Utilities & comfort
- Heating
- Forced Air, Natural Gas
- Cooling
- Electric
Services Availability
- Internet
- Not reported
- Utilities
- Not reported
- Parking
- Basement, Garage Faces Side
Property & Price History
| Date | Event | Price |
|---|---|---|
| Apr 22, 2026 | Listed for sale | $180,000 |
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Property Documents
See what the sellers have done to the property and what known issues they disclose.
Estimate Your Monthly PaymentMonthly payment
Estimated monthlyEst. payment
$1,051/mo
30-year fixed · 6.75% assumed rate
- Principal & interest
- $856
- Taxes
- $147
- Other costs
- $48
- $165,000
- Home price
- 20% · $33,000
- Down payment
- 6.75%
- Interest rate
- 30 years
- Loan term
Payment Breakdown
- Principal & interest
- $856
- Estimated property taxes
- $147
- Home insurance
- $48
- HOA
- $0
- Utilities
- Not included
Estimate only. Utilities not included.Illustrative estimate, not a loan offer. Taxes (1.07%/year) and insurance (0.35%/year) use assumptions; actual costs and available rates vary.
Adjust Payment Details
Payment Breakdown
- Principal & interest
- $856
- Estimated property taxes
- $147
- Home insurance
- $48
- HOA
- $0
- Utilities
- Not included
Illustrative estimate, not a loan offer. Taxes (1.07%/year) and insurance (0.35%/year) use assumptions; actual costs and available rates vary.
Travel Times and Accessibility
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- Walk Score
- —
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- Bike Score
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Map and estimated drive times: Mapbox. Each route starts at this home. Times vary with conditions. Walk Score and Bike Score are unavailable.
Assigned Schools
Shearer
Elementary School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
Robert Campbell
Middle School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
GRC
High School
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
School boundaries can change. Confirm your assigned schools with the district.
Performance data is not available.
Source: MLS-reported school assignment; confirm with the district.
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Shelby & Drake JohnsonFive Pillars Team · eXp Realty