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    Windham County, CT Duplexes for Sale

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    Side-by-Side Duplex with Patio
    Updated: Jun 19
    Side-by-Side Duplex with Patio

    9 E Franklin Street, Killingly, CT 06239

    $649,900
    4,134 sqft 0.21 AC lot
    Side‑by‑side duplex with 3‑bedroom and 2‑bedroom units
    4,134 square feet on a 0.21‑acre lot
    Larger unit includes 2 full baths, a half bath, and heated bathroom floors
    Second unit has 2 bedrooms, 1.5 baths, and a two‑level layout
    Stone patio includes a built‑in stove, refrigerator, and sink
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    Duplex with Separate Apartment
    Updated: Sep 11
    Duplex with Separate Apartment

    89 Broad Street, Killingly, CT 06239

    $350,000
    1,184 sqft 0.19 AC lot
    Two‑unit configuration with 3‑bedroom main residence and 1‑bedroom first‑floor apartment
    Main residence includes 2 full bathrooms, hardwood floors, and a fireplace with wood‑burning insert
    Separate apartment has its own entrance, kitchen, living room, and full bathroom
    Independent electrical and heating systems serve each living space
    Each unit has its own solar system
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    Duplex with Finished Attic
    Duplex with Finished Attic

    57 Wilkinson Street, Putnam, CT 06260

    $250,000
    2,469 sqft 0.26 AC lot

    Public water and sewer support the residential configuration, with baseboard heating and window-unit cooling.

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    Equestrian Property with Multiple Barns
    Equestrian Property with Multiple Barns

    91 Church Street, Thompson, CT 06277

    $874,000
    2,990 sqft

    Two-family residence paired with extensive equestrian facilities, fenced pastures, and an indoor riding arena.

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    Two-Unit Home with 4-Car Garage
    Two-Unit Home with 4-Car Garage

    19 Cady Street, Killingly, CT 06239

    $290,000
    1,200 sqft 0.69 AC lot

    First-floor tenancy continues through February 2027, while the detached garage includes two leased bays.

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    Two-Unit Duplex with Garage
    Two-Unit Duplex with Garage

    14 Carey Street, Windham, CT 06226

    $299,900
    2,700 sqft 0.27 AC lot

    Two-level residential income property with distinct unit layouts and public water and sewer service.

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    Side-by-Side Duplex with Garage
    Side-by-Side Duplex with Garage

    87 Hawkins Street, Killingly, CT 06239

    $429,900
    3,128 sqft 0.34 AC lot

    Updated two-family property with three-bedroom layouts, in-unit laundry, and paved parking.

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    Side-by-Side Two-Family Home
    Side-by-Side Two-Family Home

    9 East Franklin Street, Killingly, CT 06239

    $649,900
    4,134 sqft

    Rebuilt two-family property with updated interiors, central climate control, and outdoor space serving both households.

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    Side-by-Side Duplex
    Side-by-Side Duplex

    105-107 S Chestnut Street, Plainfield, CT 06387

    $309,900
    2,522 sqft 0.20 AC lot

    Two residential units provide flexible owner-occupant or rental use in Plainfield.

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    Renovated Two-Family Duplex
    Renovated Two-Family Duplex

    4 Eagle Court, Mansfield, CT 06268

    $275,000
    1,716 sqft 0.20 AC lot

    Two separate living units with baseboard heating and well water serve this compact residential income property.

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    Waterfront Land with Renovated Duplex
    Waterfront Land with Renovated Duplex

    25 Kennerson Reservoir Rd, Eastford, CT 06278

    $1,350,000
    2,700 sqft 158.00 AC lot

    158-acre waterfront offering with 3 contiguous parcels and a fully renovated 2-family dwelling.

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    Side-by-Side Duplex
    Side-by-Side Duplex

    31-33 Brunswick Avenue, Plainfield, CT 06354

    $359,000
    2,383 sqft 0.51 AC lot

    Two residential units offer separate basements, utilities, heating systems, and electrical panels for flexible ownership arrangements.

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    Side-by-Side Duplex
    Side-by-Side Duplex

    59-61 Gallup Street, Plainfield, CT 06374

    $339,900
    1,602 sqft 0.88 AC lot

    Two residential units offer separate driveways, laundry hookups, and a three-bedroom/two-bedroom configuration.

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    Duplex with Barn Outbuilding
    Duplex with Barn Outbuilding

    655 North Main St, Killingly, CT 06239

    $259,000
    2,182 sqft 0.42 AC lot

    Two separate residential units share a wraparound porch, mature trees, forced-air heat, and a level rear yard.

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    Updated Duplex with Side Yard
    Updated Duplex with Side Yard

    943 North Main Street, Killingly, CT 06239

    $349,900
    1,976 sqft

    Two-unit property with separate utility responsibility and private decks for each residence.

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    Duplex with 3-Bay Garage
    Duplex with 3-Bay Garage

    8-10 Perkins St, Plainfield, CT 06374

    $349,000
    1,840 sqft

    Two residential units are complemented by an oversized garage with an additional half bath.

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    Renovated Side-by-Side Duplex
    Renovated Side-by-Side Duplex

    61-63 Pomfret Street, Putnam, CT 06260

    $445,000
    2,198 sqft

    Townhouse-style layout pairs updated interiors with private basements and fenced rear lawns.

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    Three-Bedroom Duplex with Attic
    Three-Bedroom Duplex with Attic

    57 Wilkinson St, Putnam, CT 06260

    $299,000
    2,469 sqft

    Multifamily property with finished attic space and a second-floor kitchen requiring reinstatement.

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    Renovated Two-Family Duplex
    Renovated Two-Family Duplex

    81-83 Community Avenue, Plainfield, CT 06374

    $389,900
    2,673 sqft

    Two-unit property with individual basements and one recently renovated, vacant residence.

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    Business-Zoned Two-Family Duplex
    Business-Zoned Two-Family Duplex

    78 South Main Street, Brooklyn, CT 06234

    $350,000
    2,652 sqft

    Well-maintained two-family duplex with business zoning and two separate units, each with three bedrooms.

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    Two-Unit Residential Income Duplex
    Two-Unit Residential Income Duplex

    383 Putnam Pike, Killingly, CT 06241

    $220,000
    2,700 sqft

    Duplex with two 3-bedroom units, a walkout basement, newer roof, and forced hot air plus baseboard heat systems.

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    Two-Family Residential Income Property
    Two-Family Residential Income Property

    63 School St, Killingly, CT 06239

    $249,900
    1,536 sqft

    Two-family home offers separate utilities for each unit, plus off-street parking and a newer roof.

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    Two-Unit Duplex with Laundry
    Two-Unit Duplex with Laundry

    232 Ballouville Road, Killingly, CT 06241

    $474,900
    2,450 sqft

    Side-by-side duplex with two similar layouts, including first-floor laundry and recent second-floor flooring updates in one unit.

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    Duplex with Detached 4-Car Garage
    Duplex with Detached 4-Car Garage

    19 Cady St, Killingly, CT 06239

    $290,000
    1,200 sqft

    Two-unit property with a detached garage and one leased apartment under contract through February 2027.

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    Windham County, CT Duplexes Market Trends and Statistics

    Explore 33 duplexes for sale in Windham County, CT, showcased through 33 active listings on our real estate platform. These investment opportunities span a total of 71,966 square feet of properties for sale, with an estimated market value of $13,453,400.

    Sale prices for duplexes in Windham County, CT start at $220,000, averaging $407,678, and reaching up to $1,350,000 — 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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    Featured Windham County Real Estate Agencies

    Realmo connects you with licensed Windham County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    RE/MAX BELL PARK REALTY
    610 Hartford Pike Killingly, CT 06241
    Phone: 18607747600

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