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For sale
  • $1,595,000

    2 N Main St, Winchester, KY 40391

    37beds
    26,124sqft
    : 
    SingleFamily
    Built in ----
    9,583.2 Square Feet Lot
    $1,478,400 Zestimate®
    $61/sqft
    $-- HOA

    What's special

    Facade transformationNew flooringNew roofingModern kitchensBrick tuck-pointingCentral hvacUpdated baths
    Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated. Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC apartments and 2 renovated ground-floor offices totaling 20 income-producing units. Additional space at 4-10 Main Street offers a blank canvas for tenant improvements and added cash flow. Downtown Winchester is thriving — turn-key, stabilized, and priced to sell. Seize this opportunity!
    7 days
    on Zillow
    |
    818
    |
    33
    |

    Zillow last checked: 7 hours ago

    Listing updated: August 09, 2025 at 09:13am

    Listed by:

    Blanca Cheung 859-913-3150,

    Tsubaki Group, LLC

    Source: Imagine MLS,MLS#: 25017572MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 2 N Main St.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 37
    • Bathrooms: 20
    • Full bathrooms: 19
    • 1/2 bathrooms: 1
    Interior area
    • Total structure area: 26,124
    • Total interior livable area: 26,124 sqft

    Property

    Lot
    • Size: 9,583.2 Square Feet
    Details
    • Parcel number: 0543209018020
    • Zoning description: Business

    Construction

    Type & style
    • Home type: SingleFamily

    Community & HOA

    Community
    • Subdivision: Downtown
    Location
    • Region: Winchester

    Financial & listing details

    • Price per square foot: $61/sqft
    • Date on market: 8/9/2025
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