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For sale
  • Price cut: $5K (6/8)
    $164,900

    101 Alabama St, Winchester, KY 40391

    1beds
    1,056sqft
    : 
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    Single Family Residence
    Built in 1930
    4,356 Square Feet Lot
    $157,900 Zestimate®
    $156/sqft
    $-- HOA

    What's special

    Step back in time and discover the possibilities in this classic 1930-built home full of character and opportunity! With solid bones and vintage details, this property is the perfect canvas for investors, renovators, or anyone dreaming of restoring a piece of history. Featuring spacious rooms, original architectrual touches, and a layout just waiting to be reimagined. This home offers incredible potential to create something truly special. While its in good condition it is ready for some TLC, the price reflects the opportunity to build equity and customize to your taste. Whether you're looking to flip, rent, or make this your forever home, this property is packed with promise. Bring your vision and make it shine again! Opportunities like this don't come around often, so schedule your showing today!!!
    93 days
    |
    343
    |
    22
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    A. Rebecca Woods 606-367-2221,

    Woods Realty Group,

    Robyn R Bradley 301-367-4406,

    Woods Realty Group

    Source: Imagine MLS,MLS#: 26007407MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 1
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: Lower
      Bathroom 1
      • Level: Lower
      Bathroom 2
      • Level: Lower
      Dining room
      • Level: Lower
      Kitchen
      • Level: Lower
      Living room
      • Level: Lower
      Utility room
      • Level: Lower
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Ceiling Fan(s)
      Appliances
      • Included: Refrigerator, Range
      • Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
      Features
      • Ceiling Fan(s)
      • Flooring: Carpet, Hardwood, Tile
      • Doors: Storm Door(s)
      • Windows: Blinds
      • Basement: Crawl Space
      • Number of fireplaces: 3
      • Fireplace features: Dining Room, Family Room, Master Bedroom
      Interior area
      • Total structure area: 1,056
      • Total interior livable area: 1,056 sqft
      • Finished area above ground: 1,056
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Driveway, Off Street
      • Has uncovered spaces: Yes
      Features
      • Levels: One and One Half
      • Fencing: Partial,Wood
      Lot
      • Size: 4,356 Square Feet
      Details
      • Additional structures: Shed(s)
      • Parcel number: 054400600100

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Block, Stone
      • Roof: Dimensional Style
      Condition
      • Year built: 1930

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Subdivision: South Park Addition
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $156/sqft
      • Tax assessed value: $68,000
      • Annual tax amount: $680
      • Date on market: 4/9/2026

        Estimated market value

        $157,900

        $150,000 - $166,000

        $1,129/mo

        Price history

        DateEventPrice
        6/8/2026Price change$164,900-2.9%$156/sqft
        Source: Imagine MLS #26007407 Report a problem
        4/9/2026Listed for sale$169,900+149.9%$161/sqft
        Source: Imagine MLS #26007407 Report a problem
        3/28/2014Sold$68,000+4.6%$64/sqft
        Source: Imagine MLS #1319872 Report a problem
        10/9/2013Listed for sale$65,000+71.1%$62/sqft
        Source: Coldwell Banker McMahan #1319872 Report a problem
        5/31/2013Sold$38,000-5%$36/sqft
        Source: Imagine MLS #1305681 Report a problem
        3/30/2013Listed for sale$40,000+11.1%$38/sqft
        Source: Coldwell Banker McMahan #1305681 Report a problem
        9/1/1993Sold$36,000$34/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$680 +1.5%$68,000
        2023$670 $68,000
        2022$670 +0.3%$68,000
        2021$668 -0.2%$68,000
        2020$669 +574.1%$68,000
        2019$99 $68,000
        2018$99 $68,000
        2017$99 $68,000
        2016$99 $68,000
        2015$99 $68,000 +103%
        2013$99 $33,500 -51.8%
        2011-- $69,500
        2010-- $69,500
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 40391

        Getting around

        72 / 100
        Very Walkable
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Shearer
        • 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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