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    Windham County, CT Duplexes for Sale

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    Found 40 duplex listings for sale in Windham County, CT, averaging $163/sq ft. Use valuation data to compare deals faster.
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    Two-Unit Duplex with Garage
    Updated: Jun 27
    Two-Unit Duplex with Garage

    14 Carey Street, Windham, CT 06226

    $299,900
    2,700 sqft 0.27 AC lot
    Two residential units with 2‑bedroom and 4‑bedroom layouts
    First unit includes 2 bedrooms and 1 full bath
    Second unit offers 4 bedrooms and 2 baths
    2,700 square feet on a 0.27‑acre lot
    2‑car garage for covered parking and storage
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    Two-Unit Duplex with Oversized Garage
    Updated: Sep 17
    Two-Unit Duplex with Oversized Garage

    9 Providence Street, Putnam, CT 06260

    $299,900
    2,794 sqft 0.31 AC lot
    Two units: three bedrooms upstairs and two bedrooms on the first floor
    2,794 square feet on a 0.31‑acre lot
    Oversized two‑car garage and paved driveway with ample parking
    Separate laundry hookups and covered porches for both units
    Public water and sewer; city gas
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    Duplex With Separate Utilities
    Duplex With Separate Utilities

    11 Type Road, Windham, CT 06266

    $315,000
    1,890 sqft 0.42 AC lot

    Two residential units have two-bedroom layouts, and one is currently vacant for owner occupancy or leasing.

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    Duplex with Separate-Entry Apartment
    Duplex with Separate-Entry Apartment

    81 Preston, Brooklyn, CT 06234

    $650,000
    3,264 sqft 4.20 AC lot

    Two distinct living areas include private access and a separate driveway for the apartment.

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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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    2-Unit Duplex with Private Basements
    2-Unit Duplex with Private Basements

    31-33 Brunswick Avenue, Plainfield, CT 06354

    $359,000
    2,383 sqft 0.51 AC lot

    Both residences have three bedrooms, separate heating systems, and independent electrical panels.

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    Duplex with Separate Unit Systems
    Duplex with Separate Unit Systems

    89 Broad Street, Killingly, CT 06239

    $350,000
    1,184 sqft 0.19 AC lot

    Two distinct living spaces offer separate heating, electrical service, and solar systems.

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    Equestrian Property with Multiple Barns
    Equestrian Property with Multiple Barns

    91 Church Street, Thompson, CT 06277

    $799,000
    2,990 sqft

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

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    2-Unit Side-by-Side Duplex
    2-Unit Side-by-Side Duplex

    485 Kemp Road, Scotland, CT 06247

    $399,900
    1,872 sqft 4.07 AC lot

    Each residence has two bedrooms, an eat-in kitchen, a living room, and a private deck.

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    Two-Unit Duplex with Separate Floors
    Two-Unit Duplex with Separate Floors

    85 Furnace Street, Killingly, CT 06239

    $325,000
    2,542 sqft 0.54 AC lot

    A 0.54-acre lot and public water and sewer serve this two-family property in Killingly.

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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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    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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    Duplex with Detached Garage
    Duplex with Detached Garage

    19 Bellevue Street, Windham, CT 06226

    $349,900
    2,678 sqft

    NPR2-zoned two-family property with separate living spaces and the option to occupy one unit while renting the other.

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    Victorian-Style Duplex
    Victorian-Style Duplex

    55 Main St, South Windham, CT 06266

    $299,000
    1,386 sqft

    Two two-bedroom apartments each have one bathroom, with updated finishes in both baths.

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    2-Unit Duplex on Acreage
    2-Unit Duplex on Acreage

    519 Gurleyville Road, Mansfield, CT 06268

    $374,900
    1,664 sqft 6.00 AC lot

    Each residence has two bedrooms, a full bath, a kitchen, and living space with sliders to the yard.

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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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    Two-Unit Duplex
    Two-Unit Duplex

    18-20 First, Plainfield, CT 06374

    $328,000
    2,684 sqft

    Each residence has three bedrooms and one full bathroom.

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    Two-Family Duplex
    Two-Family Duplex

    24 Spring St, Killingly, CT 06239

    $289,900
    1,800 sqft

    An 1,800-square-foot residential property offers two-family occupancy in Killingly.

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    Two-Unit Residential Duplex
    Two-Unit Residential Duplex

    4 Church Street, Killingly, CT 06239

    $329,000
    2,357 sqft

    Separate residences include month-to-month tenants and off-street parking.

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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 Two-Car Garage
    Duplex with Two-Car Garage

    8 Dyer Street, Killingly, CT 06239

    $379,900
    3,280 sqft

    Two residential units have different bedroom layouts, with interior garage access and off-street parking.

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

    57 Wilkinson St, Putnam, CT 06260

    $250,000
    2,469 sqft

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

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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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    Windham County, CT Duplexes Market Trends and Statistics

    Explore 40 duplexes for sale in Windham County, CT, showcased through 40 active listings on our real estate platform. These investment opportunities span a total of 80,866 square feet of properties for sale, with an estimated market value of $15,265,100.

    Sale prices for two-family homes in Windham County, CT start at $220,000, averaging $381,627, 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: (860) 774-7600
    Taber Realty Inc
    241 Main Street Moosup, CT 06354
    Phone: (860) 478-8138
    www.TaberRealty.com
    KAZANTZIS ANDROULA
    8C DAY ST Brooklyn, CT
    Phone: (860) 208-8331
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