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    Windham County, CT Duplexes for Sale

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    Waterbury, CT Bridgeport, CT New Haven, CT
    24 listings
    Two-Family Residential Income Property
    $325,000
    2,542 SF
    Two-Family Residential Income Property

    85 Furnace Street, Killingly, CT 06239

    Two well-maintained units with a yard offer flexible living and rental income potential near major roadways.
    • Two‑family property built in 1910 with 5 bedrooms total and 1 bathroom
    • Each unit includes generous living space with practical room layouts
    • Full basement included; potential for a 3rd unit in the basement pending town approvals
    • Nice sized yard for outdoor use
    • Utilities: public water and public sewer
    Updated: Jun 3
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    Mixed-Use 3-Family with Storefronts
    $299,908
    3,144 SF
    Mixed-Use 3-Family with Storefronts

    8 Palmer Road, Scotland, CT 06264

    A 3-family mixed-use property with two ground-floor storefronts and a second-floor 2-bedroom apartment.
    • Mixed‑use 3‑family property with two commercial storefronts and a 2‑bedroom apartment
    • First‑floor layout includes two commercial storefronts for retail, office, restaurant, or service uses
    • Second floor offers a 2‑bedroom apartment for rental income or owner occupancy
    • Year built: 1800
    • Utilities include private water and shared septic, plus hot water heating and wall unit cooling
    Updated: Jan 30
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    Two-Family Home: Investment Opportunity
    $250,000
    1,876 SF
    Two-Family Home: Investment Opportunity

    Two-family home in Putnam, CT, ideal for investment or owner-occupancy.

    15 Milton Street, Putnam, CT 06260

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    Putnam Duplex: Investment Opportunity
    $275,000
    2,074 SF
    Putnam Duplex: Investment Opportunity

    Two-family property near downtown Putnam, ideal for investors or owner-occupiers.

    236 Church Street, Putnam, CT 06260

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    Plainfield Duplex: Income Opportunity
    $339,900
    1,602 SF
    Plainfield Duplex: Income Opportunity

    Multi-family duplex in Plainfield with income potential.

    59-61 Gallup Street, Plainfield, CT 06374

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    Updated Two-Family Home
    $349,900
    1,892 SF
    Updated Two-Family Home

    Vacant two-unit residence with two bedrooms per unit and recent exterior and plumbing updates.

    29 Florence Street, Putnam, CT 06260

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    Renovated Duplex with Long-Term Tenant
    $375,000
    2,673 SF
    Renovated Duplex with Long-Term Tenant

    Well-maintained, renovated duplex with tenant and move-in ready unit.

    21-23 Community Avenue, Plainfield, CT 6374

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    Duplex with Covered Porch
    $269,900
    2,009 SF
    Duplex with Covered Porch

    Two-level duplex with hardwood floors, granite eat-in kitchen, and city utilities, plus income potential from secured second-floor housing.

    170 Maple Street, Killingly, CT 6239

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    Putnam Two-Family Investment Opportunity
    $349,900
    2,150 SF
    Putnam Two-Family Investment Opportunity

    Well-maintained two-family property in Putnam, ideal for investors.

    25-27 Farrows Street, Putnam, CT 6260

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    Two-Family Residential Income Property
    $325,000
    Two-Family Residential Income Property

    Two well-maintained units with comfortable layouts, plus a sizable yard and commuting access near major routes.

    85 Furnace St, Danielson, CT 6239

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    Putnam Duplex Investment Opportunity
    $275,000
    2,074 SF
    Putnam Duplex Investment Opportunity

    Two-family property near downtown Putnam, ideal for investors or owner-occupiers.

    236 Church Street, Putnam, CT 6260

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    Killingly Two-Family Home For Sale
    $380,000
    Killingly Two-Family Home For Sale

    Well-maintained two-family home with modern amenities and convenient location.

    36 Church St, Killingly, CT 6241

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    Craftsman Two-Family Home Opportunity
    $199,900
    1,729 SF
    Craftsman Two-Family Home Opportunity

    Charming Craftsman two-family home with investment potential.

    18 Palmer Street, Killingly, CT 6239

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    Craftsman Two-Family Home Opportunity
    $199,900
    1,729 SF
    Craftsman Two-Family Home Opportunity

    Charming Craftsman two-family home with investment and value-add potential.

    18 Palmer Street, Killingly, CT 6239

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    Well-Maintained Two-Family Woodstock Property
    $450,000
    Well-Maintained Two-Family Woodstock Property

    Two-family property in Woodstock, CT, ideal for investment or owner-occupation.

    9 Ellen Ln, Woodstock, CT 6281

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    Two-Family Home with Detached Garage
    $250,000
    1,876 SF
    Two-Family Home with Detached Garage

    Two-family home with investment potential, detached garage, and private yard.

    15 Milton Street, Putnam, CT 6260

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    Plainfield Duplex with Income Potential
    $339,900
    Plainfield Duplex with Income Potential

    Multi-family duplex in Plainfield Village, ideal for investors.

    59-61 Gallup St, Plainfield, CT 6374

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    Renovated Duplex with Fenced Yard
    $375,000
    Renovated Duplex with Fenced Yard

    Well-maintained duplex with long-term tenant and recent renovations.

    21-23 Community Ave, Plainfield, CT 6374

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    Spacious Duplex for Investors
    $325,000
    2,781 SF
    Spacious Duplex for Investors

    Income-generating duplex with potential for subdivision.

    125 Mountain Street, Willimantic, CT 6226

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    Two-Family Home with Recent Updates
    $299,900
    Two-Family Home with Recent Updates

    Two-unit property featuring updated systems and separate utilities.

    71 Pineville Rd, Killingly, CT 6241

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    Two-Family Home with Separate Utilities
    $249,900
    0.18 Acres
    Two-Family Home with Separate Utilities

    Two-family home featuring separate utilities and off-street parking.

    41-43 Mill St, Putnam, CT 6260

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    Updated Two-Family Home Opportunity
    $325,000
    1,694 SF
    Updated Two-Family Home Opportunity

    Two-family home with updated units, ideal for owner-occupancy.

    41 Carter Street, Killingly, CT 6239

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    Multi Family
    $375,000
    Multi Family

    Duplexes

    5 Eighth St, Plainfield, CT 6374

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    Victorian Home in Putnam Center
    Contact for pricing
    0.30 Acres
    Victorian Home in Putnam Center

    Charming Victorian home with income potential in central Putnam.

    16 Wilkinson Street, Putnam, CT 6260

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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 24 Active Listings in Windham County, CT

    Windham County, CT Duplexes Market Trends and Statistics

    Explore 24 duplexes for sale in Windham County, CT, showcased through 24 active listings on our real estate platform. These investment opportunities span a total of 33,995 square feet of properties for sale, with an estimated market value of $4,759,208.

    Sale prices for duplexes in Windham County, CT start at $199,900, averaging $297,450, and reaching up to $375,000 — 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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