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1st image of 229 S Highland St, Winchester, KY 40391 | MLS# 26008701
2nd image of 229 S Highland St, Winchester, KY 40391 | MLS# 26008701
3rd image of 229 S Highland St, Winchester, KY 40391 | MLS# 26008701
4th image of 229 S Highland St, Winchester, KY 40391 | MLS# 26008701
5th image of 229 S Highland St, Winchester, KY 40391 | MLS# 26008701
10+
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$165,000

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths

    3 full baths

  • Beds Icon3,462sqft

229 S Highland St, Winchester, KY 40391

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  • Single Family Residence

  • Built in 1930

  • $-- HOA

  • 0.11 acre lot

  • $48/sq.ft

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 pro...

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  • Houzeo last checked: 5 hours ago
  • Listing updated: July 7, 2026 at 4:35 pm
  • Listing Provided by: Michelle R Blackburn (859) 707-5955 | RE/MAX Creative, Winchester (859) 422-2000
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26008701 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Clark County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1930

  • HOA Fees

    -

  • Finished Area

    3,462 sqft

  • Lot Size

    0.11 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    26008701

  • MLS Status

    Active

  • Days on Market

    126

  • Cumulative Days on Market

    76

Data provided by Redfin

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