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    Winchester, KY Duplexes for Sale

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    Brandenburg, KY Paris, KY Mt Sterling, KY
    Multifamily Investment Opportunity in Winchester
    $308,500
    3,637 SF

    Multifamily Investment Opportunity in Winchester

    144 Holly Avenue, Winchester, KY 40391

    Two income-producing buildings on one lot, great investment opportunity.

    • Priced below recent appraisal of $320,000, offering immediate equity.
    • Two buildings (triplex and duplex) on one lot, providing five total income‑producing units.
    • Excellent investment opportunity for portfolio expansion with multiple units in a single purchase.
    • Triplex includes a studio/office‑style apartment, offering flexible usage options.
    • Diverse heating and cooling systems, including forced air, heat pump, central air, and wall units.
    Updated: Feb 14
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    Winchester, KY Duplex For Sale
    $269,500
    2,072 SF

    Winchester, KY Duplex For Sale

    1128-1130 Dale Drive, Winchester, KY 40391

    Income-producing duplex with garages and private backyards in Winchester, KY.

    • Great income‑producing potential (duplex being sold as a whole).
    • Each unit features a vaulted Great room opening to the kitchen.
    • Each unit includes 2 bedrooms and 1.5 baths.
    • Each unit has a 1‑car garage and laundry room.
    • One unit (1130) has a new HVAC system.
    Updated: Jan 14
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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

    Opportunities in Nearby Cities

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

    Park Hills Duplex Opportunity
    $399,000
    3,610 SF

    Park Hills Duplex Opportunity

    Residential income property in Lexington's Park Hills area.

    3124 High Ridge Drive, Lexington, KY 40517
    View details
    New Duplex in Downtown Richmond
    $329,900
    1,212 SF

    New Duplex in Downtown Richmond

    New construction duplex near EKU, shopping, dining, and entertainment.

    1011 Altamont Street, Richmond, KY 40475
    View details
    Charming Duplex with Income Potential
    $575,000
    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
    Richmond Duplex: Income and Potential
    $335,000
    2,350 SF

    Richmond Duplex: Income and Potential

    Income-producing duplex in Richmond, KY, near EKU and amenities.

    1028 Merrick, Richmond, KY 40475
    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 5,709 square feet of properties for sale, with an estimated market value of $578,000.

    Sale prices for duplexes in Winchester, KY start at $269,500, averaging $289,000, and reaching up to $308,500 — 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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    Top Commercial Asset Segments

    Triplexes 4
    Apartment buildings 2
    Duplexes 2
    Quadplexes 2

    Demographics Overview

    Population 37K
    Population Growth (5Y) +3.5%
    Median Household Income $67,910
    College Educated 15.1%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    40391 $289K

    Taxes & Financing

    Tax Rate (average for all types) 0.91%
    Property Tax per SF $10.57 per sq ft
    Average Loan-to-Value 65.0%

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