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Sold for $240,900
  • Tax assessed value
    $240,900

    20 Jackson St, Winchester, KY 40391

    3beds
    1,650sqft
    Single Family Residence
    Built in 1940
    8,712 Square Feet Lot
    $261,500 Zestimate®
    $146/sqft
    $1,603 Estimated rent

    Home value

    $261,500

    $248,000 - $275,000

    $1,603/mo

    Zestimate® history
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    What's special

    Just remodeled and absolutely adorable! Welcome to your new home in the heart of downtown Winchester close to schools and all local attractions. Prepare to be swept off your feet by the countless new features and updates in this charming home. Featuring 3 bedrooms and 2 full bathrooms, complete with tile flooring and showers, this home offers both comfort and style. The spacious living room and kitchen with ample cabinetry provide the perfect spaces for relaxation and culinary creativity. Plus, there's a large utility room that can easily double as a home office or playroom, adding even more versatility to your living space. But that's not all—this home boasts an unfinished basement, a two-car detached garage, and a fully fenced rear yard with a patio and covered front porch. Whether you're hosting gatherings or enjoying quiet evenings outdoors, you'll love the convenience and privacy this property offers. With all the recent upgrades—including new HVAC/furnace, Roof (Shingles), windows, vinyl siding, flooring, kitchen cabinetry, bathroom vanities and light fixtures throughout, doors and hardware—you can move in worry-free, knowing that everything has been taken care of.. From original hardwood flooring to modern LVP and tile, every detail of this home has been thoughtfully curated to create a space that's as beautiful as it is functional. All that's left for you to do is turn the key and open the door to your new home sweet home. Don't miss your chance to make this dream home yours!

    Zillow last checked:

    Listing updated:

    Listed by:

    Jonathan Wood 859-585-0565,

    HomeLand Real Estate Inc - Mt Sterling

    Bought with:

    Jenny Mateyoke, 206735

    Keller Williams Legacy Group

    Source: Imagine MLS,MLS#: 24002934MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Electric
    Appliances
    • Laundry: Electric Dryer Hookup, Washer Hookup
    Features
    • Eat-in Kitchen, Ceiling Fan(s)
    • Flooring: Hardwood, Tile, Vinyl
    • Basement: Crawl Space,Partial,Unfinished
    • Has fireplace: No
    Interior area
    • Total structure area: 1,650
    • Total interior livable area: 1,650 sqft
    • Finished area above ground: 1,650
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Detached Garage, Driveway, Off Street
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: One and One Half
    • Fencing: Other,Privacy
    • Has view: Yes
    • View description: Neighborhood
    Lot
    • Size: 8,712 Square Feet
    Details
    • Parcel number: 054302001200

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Block
    • Roof: Composition,Shingle
    Condition
    • New construction: No
    • Year built: 1940

    Utilities & green energy

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

    Community & HOA

    Community
    • Subdivision: Downtown
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $146/sqft
    • Tax assessed value: $240,900
    • Annual tax amount: $2,315
    • Date on market: 2/18/2024

    Price history

    DateEventPrice
    9/2/2026Listing removed$1,595$1/sqft
    Source: Zillow Rentals Report a problem
    8/24/2026Listed for rent$1,595$1/sqft
    Source: Zillow Rentals Report a problem
    8/12/2026Listing removed$265,000$161/sqft
    Source: Imagine MLS #26012820 Report a problem
    7/27/2026Price change$265,000-1.9%$161/sqft
    Source: Imagine MLS #26012820 Report a problem
    7/16/2026Price change$270,000-1.8%$164/sqft
    Source: Imagine MLS #26012820 Report a problem
    6/27/2026Price change$275,000-1.8%$167/sqft
    Source: Imagine MLS #26012820 Report a problem
    6/16/2026Price change$280,000-3.4%$170/sqft
    Source: Imagine MLS #26012820 Report a problem
    6/4/2026Listed for sale$290,000+20.4%$176/sqft
    Source: Imagine MLS #26012820 Report a problem
    4/8/2024Sold$240,900-1.2%$146/sqft
    Source: Imagine MLS #24002934 Report a problem
    2/29/2024Contingent$243,900$148/sqft
    Source: Imagine MLS #24002934 Report a problem
    2/18/2024Listed for sale$243,900$148/sqft
    Source: Imagine MLS #24002934 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$2,315 -3.9%$240,900
    2024$2,409 +317.4%$240,900 +311.1%
    2023$577 $58,600
    2022$577 +224.6%$58,600
    2021$178 -6.4%$58,600
    2020$190 +574.1%$58,600
    2019$28 $58,600
    2018$28 -8.1%$58,600
    2017$31 -3.2%$58,600
    2016$32 $58,600
    2015$32 -4%$58,600 +159.3%
    2013$33 $22,600 -61.4%
    2011-- $58,600
    2010-- $58,600
    Find assessor info on the county website

    Neighborhood: 40391

    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.

    Sell for more on Zillow
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    $261,500
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    +$5,230
    With Zillow Showcase(estimated)
    $266,730
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $261,500
    2% more
    +$5,230
    With Zillow Showcase(estimated)
    $266,730