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    Dutchess County, NY Duplexes for Sale

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    Brooklyn, NY New York, NY Bronx, NY
    23 results
    Versatile Multi-Unit Property in Red Hook
    $899,000
    3,500 SF

    Versatile Multi-Unit Property in Red Hook

    32 Old Route 199, Red Hook, NY 12571

    Two-unit property on four acres near Red Hook village.

    • Flexible living arrangement: Easily converts between two separate units and a single‑family home.
    • Income potential: Unit one generates long‑term rental income, and unit two has a successful Airbnb track record.
    • Private and secluded: Located at the end of a long driveway on four acres with mature trees and gardens.
    • Prime location: Short stroll to the village, offering both seclusion and convenience.
    • Multiple outbuildings: Includes a cottage, former sheep barn, and chicken coops, providing functional and charming spaces.
    Updated: Apr 22
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    Two-Family Property Near Colleges
    $349,000
    1,512 SF

    Two-Family Property Near Colleges

    2 Poplar Street, Poughkeepsie, NY 12601

    Two-family property with strong rental income near colleges and transportation.

    • Prime location near Marist College, Dutchess Community College, and the Culinary Institute of America ensures strong rental demand.
    • Turnkey two‑family property with strong in‑place rental income offers immediate cash flow.
    • Each unit features 2 bedrooms and 1 full bathroom.
    • Off‑street parking provides valuable convenience for renters.
    • Easy access to Metro‑North Railroad, Walkway Over the Hudson, and Mid‑Hudson Bridge enhances commuter convenience.
    Updated: May 4
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    Poughkeepsie Colonial Two-Family Home
    $550,000
    3,000 SF

    Poughkeepsie Colonial Two-Family Home

    Two-family home on 0.68 acres near Route 9 and MetroNorth.

    680 Vassar Road, Poughkeepsie, NY 12603
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    Spacious Two-Family Home in Hyde Park
    $375,000
    1,700 SF

    Spacious Two-Family Home in Hyde Park

    Two-family home with two kitchens, large backyard, and two-car garage.

    18 W Market Street, Hyde Park, NY 12538
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    Income-Generating Duplex in Poughkeepsie
    $469,900
    0.08 Acres

    Income-Generating Duplex in Poughkeepsie

    Well-maintained duplex with strong rental income potential in Poughkeepsie.

    33 Manitou Avenue, Poughkeepsie, NY 12601
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    Multi-Family Property in Dover Plains
    $450,000
    3,318 SF

    Multi-Family Property in Dover Plains

    Multi-family property with two homes on almost one acre.

    37 Glen Avenue, Dover Plains, NY 12522
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    Poughkeepsie Duplex with Income Potential
    $445,000

    Poughkeepsie Duplex with Income Potential

    Versatile duplex in Poughkeepsie, offering income potential and flexible living.

    7 Gray, Poughkeepsie, NY 12603
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    Multifamily Compound in Dover Plains
    $299,000
    0.38 Acres

    Multifamily Compound in Dover Plains

    Two homes on a picturesque parcel, ideal for investment.

    14-16 Glen Hill, Dover Plains, NY 12522
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    Versatile Red Hook Multi-Family Property
    $899,000
    4.00 Acres

    Versatile Red Hook Multi-Family Property

    Secluded property near the village with income potential.

    32 Old Route 199, Red Hook, NY 12571
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    Poughkeepsie Multifamily Investment Opportunity
    $365,000
    0.17 Acres

    Poughkeepsie Multifamily Investment Opportunity

    Two-unit property near train, waterfront, and Walkway over the Hudson.

    83 Albany Street, Poughkeepsie, NY 12601
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    Poughkeepsie Multifamily Investment Opportunity
    $399,000
    0.08 Acres

    Poughkeepsie Multifamily Investment Opportunity

    Two-unit property near transportation and amenities with strong rental income.

    161 Union Street, Poughkeepsie, NY 12601
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    Two-Family Investment Property with Garage
    $560,000
    0.50 Acres

    Two-Family Investment Property with Garage

    Two-family property in Wappingers Falls with a detached three-car garage.

    2574-2576 South Avenue, Wappingers Falls, NY 12590
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    Poughkeepsie Two-Family Home with Updates
    $425,000
    0.07 Acres

    Poughkeepsie Two-Family Home with Updates

    Well-maintained, updated two-family home on a corner lot.

    11 Manitou Avenue, Poughkeepsie, NY 12603
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    Multi-Home Property with Income Potential
    $499,000
    1.06 Acres

    Multi-Home Property with Income Potential

    Two homes on one property with expansion opportunity.

    596-598 Freedom Plains Road, Poughkeepsie, NY 12603
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    Poughkeepsie Two-Family Home
    $430,000
    0.22 Acres

    Poughkeepsie Two-Family Home

    Traditional two-family home in Poughkeepsie, great investment opportunity.

    63 Thompson Street, Poughkeepsie, NY 12601
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    Two-Family Ranch in Pine Plains
    $174,800
    2.40 Acres

    Two-Family Ranch in Pine Plains

    Two-family ranch on 2.4 acres, ideal for investors.

    245 Hicks Hill Road, Pine Plains, NY 12581
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    Mixed-Use Property with Development Potential
    $700,000
    4.63 Acres

    Mixed-Use Property with Development Potential

    4.63-acre mixed-use property with income potential and development opportunities.

    1380 Route 44, Pleasant Valley, NY 12569
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    Charming Poughkeepsie Duplex For Sale
    $299,999
    0.05 Acres

    Charming Poughkeepsie Duplex For Sale

    Duplex near parks, schools, shops, and transportation.

    13 Hooker Avenue, Poughkeepsie, NY 12601
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    Poughkeepsie Duplex with Renovated Units
    $485,000
    0.10 Acres

    Poughkeepsie Duplex with Renovated Units

    Well-maintained, fully rented duplex with renovated units and long-term tenants.

    9 Lawrence Rd, Poughkeepsie, NY 12601
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    Amenia Two-Family Home with Garage
    $350,000

    Amenia Two-Family Home with Garage

    Two-family home in great location, close to amenities.

    782 Old Route 22, Amenia, NY 12501
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    Red Hook Mixed-Use Property
    $810,000

    Red Hook Mixed-Use Property

    Three-unit mixed-use property in Red Hook, renovated in 2024.

    7476 S Broadway, Red Hook, NY 12571
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    Two-Family Property Near Colleges
    $349,000
    1,512 SF

    Two-Family Property Near Colleges

    Well-maintained two-family property with strong rental income potential.

    2 Poplar Street, Poughkeepsie, NY 12601
    View details
    Updated Two-Family Home in Poughkeepsie
    $438,960

    Updated Two-Family Home in Poughkeepsie

    Charming two-family home with updated units, ideal for investors.

    160 North Clinton Street, Poughkeepsie, NY 12601
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 23 Active Listings in Dutchess County, NY

    Dutchess County, NY Duplexes Investment Opportunities Market Analysis

    Explore 23 duplexes for sale in Dutchess County, NY, showcased through 23 active listings on our real estate platform. These investment opportunities span a total of 14,542 square feet of properties for sale, with an estimated market value of $2,972,000.

    Sale prices for duplexes in Dutchess County, NY start at $349,000, averaging $495,333, and reaching up to $899,000 — 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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