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Pending
  • Price cut: $20K (10/24)
    $375,000

    23 1/2 Wheeler St, Winchester, KY 40391

    8beds
    3,706sqft
    : 
    Quadruplex
    Built in 1942
    -- sqft lot
    $353,200 Zestimate®
    $101/sqft
    $-- HOA

    What's special

    Stone fireplaceExtra storage spacePartially covered parkingVaried layoutsQuiet neighborhood settingWide hallwaysLvp flooring
    Prime investment opportunity in Winchester! This 4-plex offers four unique 2-bedroom, 1-bath units, each approximately 900 sqft, with washer/dryer hookups and kitchen appliances included. Tenants enjoy a quiet neighborhood setting just steps from College Park, close to the Public Library and downtown. Alley access for parking makes it feel private and secluded. Units feature wide hallways, mudroom entries, and varied layouts. One unit was recently fully renovated with LVP flooring throughout, a stone fireplace, and a dishwasher, while others offer partially covered parking or extra storage space. A double storage shed is on-site as well. This property delivers steady income and long-term potential!
    96 days
    |
    81
    |
    6
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 28, 2025 at 09:45am

    Listed by:

    Michelle R Blackburn 859-707-5955,

    RE/MAX Creative, Winchester

    Source: Imagine MLS,MLS#: 25500496MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 4
    • Full bathrooms: 4
    Heating
    • Baseboard
    Cooling
    • Window Unit(s)
    Appliances
    • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
    Interior area
    • Total structure area: 3,706
    • Total interior livable area: 3,706 sqft

    Property

    Parking
    • Total spaces: 8
    • Parking features: On Site, Paved, Open
    • Has uncovered spaces: Yes
    Lot
    • Size: 0.49 Acres
    Details
    • Parcel number: 054103403000
    • Zoning: R-1C

    Construction

    Type & style
    • Home type: MultiFamily
    • Property subtype: Quadruplex
    • Attached to another structure: Yes
    Materials
    • Roof: Shingle
    Condition
    • Year built: 1942

    Utilities & green energy

    • Utilities for property: Electricity Connected, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Subdivision: Stuarts Addition
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $101/sqft
    • Date on market: 9/5/2025
    • Total actual rent: 2450
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    Estimated market value

    $353,200

    $336,000 - $371,000

    Not available

    Price history

    Price history
    DateEventPrice
    11/28/2025Pending sale$375,000$101/sqft
    Source: Imagine MLS #25500496 Report a problem
    11/14/2025Contingent$375,000$101/sqft
    Source: Imagine MLS #25500496 Report a problem
    10/24/2025Price change$375,000-5.1%$101/sqft
    Source: Imagine MLS #25500496 Report a problem
    9/5/2025Listed for sale$395,000$107/sqft
    Source: Imagine MLS #25500496 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Est. payment
    $1,813/mo
    Principal & interest
    $1454
    Property taxes
    $228
    Home insurance
    $131

      Climate risks

      Neighborhood: 40391

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Justice
      • Middle: Robert Campbell
      • High: GRC

      Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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