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    Dutchess County, NY Duplexes for Sale

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    Duplex Property With Outbuildings
    Updated: Apr 22
    Duplex Property With Outbuildings

    32 Old Route 199, Red Hook, NY 12571

    $849,000
    3,500 sqft 4.00 AC lot
    3,500‑square‑foot duplex property on 4 acres
    Two residences with a 4‑bedroom, 3‑bathroom unit and a 2‑bedroom, 2‑bathroom unit
    Finished basement included with the larger unit
    Wood‑burning fireplace and additional wood stove in both residences
    Cottage, former sheep barn, chicken coops, and former organic garden area
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    Ranch Duplex on Acreage
    Updated: Oct 6
    Ranch Duplex on Acreage

    5 Douglas Drive, Wappingers Falls, NY 12590

    $599,000
    9.00 AC lot
    Two residences with bedroom and bathroom layouts of 3 bedrooms/2 bathrooms and 2 bedrooms/1 bathroom
    3,375 square feet of living space
    9 acres in Wappingers Falls
    Ranch‑style construction dating to 1935
    Near Route 9 shopping and dining
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    Historic Duplex with Two-Car Garage
    Historic Duplex with Two-Car Garage

    61 Schenck Avenue, Beacon, NY 12508

    $1,049,000
    0.11 AC lot

    Preserved period details, flexible living arrangements, and a detached garage with loft space define this Beacon property.

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    Two-Unit Duplex
    Two-Unit Duplex

    5 Henry ST, Pawling, NY 12564

    $399,000
    1 sqft

    Both apartments are occupied, with month-to-month leases and tenants who have expressed interest in staying.

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    Renovated Two-Unit Duplex
    Renovated Two-Unit Duplex

    5 N Elm Street, Beacon, NY 12508

    $750,000
    0.06 AC lot

    Two separately entered apartments offer private outdoor areas and driveway parking.

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    Duplex with Solar Panels
    Duplex with Solar Panels

    1 Park Place, Poughkeepsie, NY 12601

    $500,000
    0.06 AC lot

    Two-unit residence with separate gas metering, shared laundry, basement storage, and off-street parking.

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    Maintained Two-Unit Duplex with Porches
    Maintained Two-Unit Duplex with Porches

    26 Lent Street, Poughkeepsie, NY 12601

    $399,900
    0.09 AC lot

    Two residences offer original woodwork, newer appliances, separate electric service, and enclosed outdoor gathering space.

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    Two Duplex Residential Income Property
    Two Duplex Residential Income Property

    762 Old Route 22, Amenia, NY 12501

    Contact for pricing
    3,478 sqft

    Two duplex buildings with four 2-bedroom units, each with private entrances and ample parking, currently occupied.

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    Duplex Property with Guest Cottage
    Duplex Property with Guest Cottage

    32 Old Route 199, Red Hook, NY 12571

    $849,000
    4.00 AC lot

    Two living units support flexible residential use, including a unit with a short-term rental history.

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    Two-Unit Brick Duplex
    Two-Unit Brick Duplex

    37 Delano Street, Poughkeepsie, NY 12601

    $380,000
    0.08 AC lot

    Vacant duplex with separate entrances, individual utilities, and eat-in kitchens across two three-bedroom apartments.

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    Duplex With Detached Garage
    Duplex With Detached Garage

    420 Rhinecliff Road, Rhinecliff, NY 12572

    $599,000

    Legal two-family property with separate apartments suited to rental use or multigenerational living.

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    Two-Unit Duplex
    Two-Unit Duplex

    51 Thompson Street, Poughkeepsie, NY 12601

    $419,000
    0.08 AC lot

    Each residence offers an eat-in kitchen, two bedrooms, and one full bathroom.

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    Duplex with Shared Backyard
    Duplex with Shared Backyard

    17 Carroll Street, Poughkeepsie, NY 12601

    $470,000
    0.07 AC lot

    Both residences are tenant-occupied, with two bedrooms and one bathroom in each apartment.

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    Duplex with Detached Garage
    Duplex with Detached Garage

    16 Fitchett St, Poughkeepsie, NY 12601

    $462,500

    Both residences are leased, with natural-gas on-demand heat and hot water paid by the landlord.

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    Duplex with Natural Woodwork
    Duplex with Natural Woodwork

    33 Manitou Avenue, Poughkeepsie, NY 12601

    $449,999
    0.08 AC lot

    The two-unit property includes six bedrooms and two bathrooms across its residential layout.

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    Renovated Duplex with Deck
    Renovated Duplex with Deck

    133 N Smith Road, Lagrangeville, NY 12540

    $650,000
    1.23 AC lot

    Two updated residences offer flexible occupancy, private outdoor areas, and oversized driveway parking on landscaped grounds.

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    Two-Unit Duplex Property
    Two-Unit Duplex Property

    144 Winnikee Ave, Poughkeepsie, NY 12601

    $375,000

    Move-in-ready residential income property with two separate apartment residences.

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    Two-Family Ranch Duplex
    Two-Family Ranch Duplex

    245 Hicks Hill Road, Pine Plains, NY 12581

    $149,900
    2.40 AC lot

    Ranch-style duplex on acreage with a basement, driveway parking, well water, and septic service.

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    Renovated Duplex With Shared Yard
    Renovated Duplex With Shared Yard

    17 Carroll St, Poughkeepsie, NY 12601

    $490,000

    Two leased apartments feature updated interiors, separate living areas, and a landscaped outdoor space shared by residents.

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    Two-Unit Duplex with Porch
    Two-Unit Duplex with Porch

    5 Henry Street, Pawling, NY 12564

    $399,000
    0.10 AC lot

    Current residents wish to stay, and month-to-month agreements provide lease flexibility.

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    Two-Family Duplex with Garage
    Two-Family Duplex with Garage

    23 Virginia, Poughkeepsie, NY 12601

    $419,900

    Two residential units include separate kitchens, baths, garage parking, and finished attic space.

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

    362 Mansion Street, Poughkeepsie, NY 12601

    $435,000
    0.23 AC lot

    Separate utilities, off-street parking, and a walk-up attic support practical unit operations and storage.

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    Two-Unit Duplex with Fenced Yard
    Two-Unit Duplex with Fenced Yard

    26 Lent Street, Poughkeepsie, NY 12601

    $399,900

    The property combines two separate two-bedroom residences with original woodwork, private outdoor space, and off-street parking.

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    Updated Two-Unit Cape Cod
    Updated Two-Unit Cape Cod

    26 Old Hollow Road, Clinton Corners, NY 12514

    $419,900
    0.98 AC lot

    Renovated two-family property with modernized kitchens, bathrooms, and flexible residential income potential.

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    Dutchess County, NY Duplexes Market Trends and Statistics

    Explore 38 duplexes for sale in Dutchess County, NY, showcased through 38 active listings on our real estate platform. These investment opportunities span a total of 6,979 square feet of properties for sale, with an estimated market value of $17,898,698.

    Sale prices for two-family homes in Dutchess County, NY start at $149,900, averaging $483,748, and reaching up to $1,049,000 — 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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