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    Winchester, KY Duplexes for Sale

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    Winchester Duplex: Income Potential
    $299,900
    2,072 SF

    Winchester Duplex: Income Potential

    1128-1130 Dale Drive, Winchester, KY 40391

    Duplex with income potential, featuring private backyards and garages.

    • Great income‑producing potential (duplex being sold as a whole).
    • Each unit features 2 bedrooms and 1.5 baths.
    • Each unit includes a 1‑car garage.
    • Each unit has a vaulted Great room that opens to the kitchen.
    • One unit (1130) has a new HVAC system.
    Updated: Jan 14
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    Winchester Multifamily Investment Opportunity
    $251,000
    2,302 SF

    Winchester Multifamily Investment Opportunity

    133 S Highland Street, Winchester, KY 40391

    Two-unit property with strong income potential in Winchester, Kentucky.

    • Prime multi‑family investment property
    • Two spacious rental units with strong income potential
    • Unit 1: 3 bedrooms, 2 bathrooms; Unit 2: 3 bedrooms, 1 bathroom
    • Established rental history
    • Great Winchester location
    Updated: Aug 8, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Charming Duplex with Income Potential
    $625,000
    2,447 SF

    Charming Duplex with Income Potential

    Well-maintained duplex with remodeled unit and hardwood floors.

    440 Henry Clay Boulevard, Lexington, KY 40502
    View details
    Duplex and Warehouse Investment Opportunity
    $270,000
    1,800 SF

    Duplex and Warehouse Investment Opportunity

    Duplex, warehouse, and additional lot for expansion potential.

    149 Richmond Avenue, Mt Sterling, KY 40353
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    Spacious Duplex in Mt Sterling
    $222,500
    2,736 SF

    Spacious Duplex in Mt Sterling

    Turnkey income opportunity: duplex with 3 beds, 1 bath each.

    229 W Main Street unit: 1-2, Mt Sterling, KY 40353
    View details
    Kenwick Duplex Investment Opportunity
    $499,900
    2,160 SF

    Kenwick Duplex Investment Opportunity

    Well-maintained duplex in Kenwick neighborhood with leases in place.

    270 Sherman Avenue, Lexington, KY 40502
    View details

    Winchester, KY Duplexes Investment Opportunities Market Analysis

    Explore 2 duplexes for sale in Winchester, KY on our real estate platform. These investment opportunities span a total of 10,019 square feet of properties for sale, with an estimated market value of $550,900.

    Sale prices for duplexes in Winchester, KY start at $251,000, averaging $275,450, and reaching up to $299,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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