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For sale by owner
    • Price cut: $4K (8/26)
    $175,900

    290 S Main St, Winchester, KY 40391

    6beds
    3,008sqft
    : 
    $1,196/mo
    Get pre-qualified
    MultiFamily
    Built in 1917
    -- sqft lot
    $-- Zestimate®
    $58/sqft
    $-- HOA

    What's special

    Alley accessSome hardwoodLarge backyard
    Live on the main floor and rent the second floor. First floor has 3 bedrooms, 1 bath, living room, kitchen and large laundry room. Second floor has 3 bedrooms 1 bath, living room, kitchen, sun porch and laundry room. Some hardwood and a large backyard with 2 storage buildings and alley access. Both units have been rented for several years. Seller has never lived in this property and is selling property in as is condition. The buyer has the right to make any and all inspections, but the seller will not make or pay for any repairs, corrections or replacements. Buyer to be responsible for turning utilities on for inspections per seller.
    What the owner loves about this home
    Both units occupied. Sepatate utilities new roof. No additional pics .. located at 290 s main. Winchester. Settling an estate..
    127 days
    |
    659
    |
    25
    |
    Listed by:

    Property Owner (859) 771-8349

    This property is for sale by owner and Zillow, Inc. is displaying it at the owner's request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Forced air, Electric, Gas
      Cooling
      • None
      Appliances
      • Included: Range / Oven, Refrigerator
      Features
      • Washer-Dryer Hook-up
      • Flooring: Carpet, Hardwood, Linoleum / Vinyl
      • Attic: Access Only, Permanent Stairs
      • Has fireplace: Yes
      Interior area
      • Total interior livable area: 3,008 sqft

      Property

      Parking
      • Parking features: Carport, Garage - Attached, Off-street
      Features
      • Exterior features: Other
      Lot
      • Size: 0.34 Acres
      Details
      • Parcel number: 054201701500

      Construction

      Type & style
      • Home type: MultiFamily
      Materials
      • Metal
      • Foundation: Stone
      • Roof: Composition
      Condition
      • New construction: No
      • Year built: 1917

      Utilities & green energy

      • Sewer: Public Sewer

      Community & HOA

      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $58/sqft
      • Tax assessed value: $118,800
      • Annual tax amount: $1,142
      • Date on market: 4/22/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $1,225/mo

        Price history

        DateEventPrice
        8/26/2026Price change$175,900-2.2%$58/sqft
        Source: Owner Report a problem
        8/9/2026Listed for sale$179,900$60/sqft
        Source: Owner Report a problem
        7/21/2026Listing removed--
        Source: Owner Report a problem
        4/22/2026Listed for sale$179,900+111.6%$60/sqft
        Source: Owner Report a problem
        4/30/2019Listing removed$85,000$28/sqft
        Source: Tom Goebel & Company #1901568 Report a problem
        2/13/2019Listed for sale$85,000$28/sqft
        Source: Tom Goebel & Company #1901568 Report a problem
        2/1/2019Pending sale$85,000$28/sqft
        Source: Tom Goebel & Company #1901568 Report a problem
        1/26/2019Listed for sale$85,000-23.8%$28/sqft
        Source: Tom Goebel & Company #1901568 Report a problem
        8/13/2018Listing removed$111,500$37/sqft
        Source: Freedom Realty & Property Mgt #1802852 Report a problem
        5/31/2018Listed for sale$111,500$37/sqft
        Source: Freedom Realty & Property Mgt #1802852 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,142 +42.7%$118,800 +48.5%
        2024$800 +1.5%$80,000
        2023$788 $80,000
        2022$788 +0.3%$80,000
        2021$786 -0.2%$80,000
        2020$787 +574.1%$80,000
        2019$117 $80,000
        2018$117 $80,000
        2017$117 $80,000
        2016$117 $80,000
        2015$117 $80,000
        2013$117 $80,000
        2011-- $80,000
        2010-- $80,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 40391

        Getting around

        70 / 100
        Very Walkable
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Shearer
        • Middle: Robert Campbell
        • High: GRC
        • District: Clark County

        Source: The 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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