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    Winchester, KY Multifamily Properties for Sale

    11 results
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    Renovated 4-Plex in Downtown Winchester
    $600,000
    5,046 SF

    Renovated 4-Plex in Downtown Winchester

    101 4Th St, Winchester, KY 40391

    Restored 4-unit building with modern updates in prime location.

    • Fully renovated 4‑plex in a restored historic building (renovated in 2021).
    • Prime downtown Winchester location, walkable to shops, dining, and attractions.
    • Each unit is spacious (approximately 1,296 sq ft) with modern updates and appliances included.
    • New roof installed in 2021.
    • Strong rental potential in a growing market.
    Updated: Mar 11
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    Multifamily Investment Opportunity in Winchester
    $319,500
    3,637 SF

    Multifamily Investment Opportunity in Winchester

    144 Holly Ave, Winchester, KY 40391

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

    • Priced below recent appraised value of $320,000, offering built‑in 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 (Building A) includes three units: two traditional apartments and one office/studio‑style apartment.
    • Duplex (Building B) provides two additional 2‑bedroom, 1‑bathroom units.
    Updated: Feb 14
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    Winchester Commercial Building with Apartments
    $825,000
    6,110 SF

    Winchester Commercial Building with Apartments

    Two-story building with office, apartments, and ample parking.

    218 S Maple St, Winchester, KY 40391
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    Updated Quadplex in Downtown Winchester
    $505,000
    5,058 SF

    Updated Quadplex in Downtown Winchester

    Turn-key quadplex with strong rental potential near downtown amenities.

    265 S Highland St, Winchester, KY 40391
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    Downtown Winchester Triplex For Sale
    $265,000
    2,445 SF

    Downtown Winchester Triplex For Sale

    Turnkey triplex with tenants in place in downtown Winchester.

    130 E Broadway St, Winchester, KY 40391
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    Winchester Tri-Plex Investment Opportunity
    $246,400
    3,007 SF

    Winchester Tri-Plex Investment Opportunity

    Fully occupied tri-plex in Winchester with instant cash flow.

    221 S Highland St, Winchester, KY 40391
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    Historical Landmark Multifamily and Office
    $1,595,000
    26,124 SF

    Historical Landmark Multifamily and Office

    Turn-key, stabilized investment property in thriving downtown Winchester.

    2 N Main St, Winchester, KY 40391
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    Winchester Triplex Investment Opportunity
    $388,000
    2,762 SF

    Winchester Triplex Investment Opportunity

    Triplex in Winchester, Kentucky with one and two-bedroom units.

    101 E Lexington Ave, Winchester, KY 40391
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    Winchester Duplex For Sale
    $299,900
    2,072 SF

    Winchester Duplex For Sale

    Income-producing duplex with garages and private backyard.

    1128-1130 Dale Dr, Winchester, KY 40391
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    Winchester Multi-Family Development Opportunity
    $800,000
    4.87 Acres

    Winchester Multi-Family Development Opportunity

    Large multi-family development opportunity in Winchester, across from Legacy Grove Park.

    1108 W Lexington Ave, Winchester, KY 40391
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    Winchester Multifamily Investment Opportunity
    $251,000
    2,302 SF

    Winchester Multifamily Investment Opportunity

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

    133 S Highland St, Winchester, KY 40391
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    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 11 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.

    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 Ave, Mt Sterling, KY 40353
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    Mt Sterling Multifamily Investment Opportunity
    $399,000
    4,366 SF

    Mt Sterling Multifamily Investment Opportunity

    Two duplexes, each with two units, for sale in Mt Sterling.

    503-505 Alexa Dr, Mt Sterling, KY 40353
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    Paris, KY Mixed-Use Property
    $750,000
    3,066 SF

    Paris, KY Mixed-Use Property

    Highly visible mixed-use property with retail and apartment spaces.

    5761 Lexington Rd, Paris, KY 40361
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    Paris, KY Townhome Apartments
    Contact for pricing
    8,800 SF

    Paris, KY Townhome Apartments

    Eight-unit townhome-style apartment complex in Paris, Kentucky.

    117 Bradford Dr, Paris, KY 40361
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    Winchester, KY Multifamily Properties Investment Opportunities Market Analysis

    Explore 11 multifamily properties for sale in Winchester, KY, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 306,841 square feet of properties for sale, with an estimated market value of $6,094,800.

    Sale prices for multifamily properties in Winchester, KY start at $246,400, averaging $554,072, and reaching up to $1,595,000 — 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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