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    Winchester, KY Residential Income Properties for Sale

    9 results
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    Winchester Quad Plex Income Property
    $290,000
    4,010 SF

    Winchester Quad Plex Income Property

    149 Winn Ave, Winchester, KY 40391

    Income-producing quad plex with four 3-bed, 1-bath units.

    • Income‑producing quad plex property.
    • Four units, each with 3 beds and 1 bath.
    • Large lot with the building set back from the road.
    • Ample parking for tenants and guests.
    • Existing tenants in upper units with rental history.
    Updated: Feb 10
    View details
    Winchester Multifamily Investment Opportunity
    $269,900
    3,393 SF

    Winchester Multifamily Investment Opportunity

    146 W Lexington Ave, Winchester, KY 40391

    Multifamily property in downtown Winchester with strong rental potential.

    • Strong rental income potential for investment portfolio.
    • Located in the heart of Downtown Winchester.
    • Zoned R‑4, allowing for flexible usage.
    • Ideal for house hacking: live in one unit, rent the other.
    • Downstairs unit boasts 5 bedrooms, 2 bathrooms, currently leased at $1,495/month.
    Updated: Feb 5
    View details
    Renovated 4-Plex in Downtown Winchester
    $600,000
    5,046 SF

    Renovated 4-Plex in Downtown Winchester

    Restored 4-unit building in downtown Winchester with strong rental potential.

    101 4Th St, Winchester, KY 40391
    View details
    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
    View details
    Spacious Investment Property in Winchester
    $259,900
    2,683 SF

    Spacious Investment Property in Winchester

    Updated investment property with large living spaces and endless possibilities.

    217 S Highland St, Winchester, KY 40391
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    Winchester Duplex: Income Potential
    $355,000
    2,072 SF

    Winchester Duplex: Income Potential

    Duplex in Winchester, KY, offering income-producing potential.

    1128-1130 Dale Dr, Winchester, KY 40391
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    Winchester Triplex: Investor Opportunity
    $248,900
    3,007 SF

    Winchester Triplex: Investor Opportunity

    Fully occupied triplex in Winchester with immediate cash flow potential.

    221 S Highland St, Winchester, KY 40391
    View details
    Renovated Mixed-Use Building, Winchester, KY
    $299,000
    3,132 SF

    Renovated Mixed-Use Building, Winchester, KY

    Renovated mixed-use building with storefront, apartment, and parking.

    27-29 S Main St, Winchester, KY 40391
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    Mixed-Use Property in Winchester, KY
    $525,000
    5,094 SF

    Mixed-Use Property in Winchester, KY

    Versatile property with commercial space and residential income potential.

    808 Bypass Rd, Winchester, KY 40391
    View details
    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 9 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 2 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    Luxury Townhome Near Downtown Lexington
    $514,900
    3,016 SF

    Luxury Townhome Near Downtown Lexington

    Immaculate, updated townhome with gated park access and premium features.

    104 Tradition Cir, Lexington, KY 40509
    View details
    Courtyard View Townhome Auction
    $375,000
    2,731 SF

    Courtyard View Townhome Auction

    Townhome with courtyard view, open floor plan, and two-car garage.

    960 Village Green Ave, Lexington, KY 40509
    View details
    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
    View details
    Versatile Duplex in Mt. Sterling
    $345,000

    Versatile Duplex in Mt. Sterling

    Duplex with owner's suite and tenant lease in Mt. Sterling.

    824-826 Cobbler Ln E, Mt Sterling, KY 40353
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    7.77 Acre Winchester Land Parcel
    $206,000
    7.77 Acres

    7.77 Acre Winchester Land Parcel

    7.77 acre land parcel in a peaceful rural setting.

    368 Flanagan Station Rd, Winchester, KY 40391
    View details
    Kentucky Land with Creek Adjoining
    $124,000
    11.47 Acres

    Kentucky Land with Creek Adjoining

    11.47 acres in Clark County adjoining Four Mile Creek.

    7950 Four Mile Rd, Winchester, KY 40391
    View details

    Winchester, KY Residential Income Properties Investment Opportunities Market Analysis

    Explore 9 residential income properties for sale in Winchester, KY, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 265,918,554 square feet of properties for sale, with an estimated market value of $4,035,700.

    Sale prices for residential income properties in Winchester, KY start at $248,900, averaging $403,570, and reaching up to $800,000 — 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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    Most Searched ZIP Codes in Winchester, KY

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