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    Orange County, NY Duplexes for Sale

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    Duplex with Cathedral Ceilings
    Updated: Aug 26
    Duplex with Cathedral Ceilings

    53 Woods Road, Port Jervis, NY 12771

    $539,900
    4.30 AC lot
    4.3‑acre property with open lawn, fruit trees, wooded edge, deck, screened porch, and fire ring
    Two full residences, including a 3‑bedroom, 2‑bathroom primary home
    Secondary unit offers 2 bedrooms, a full bath, separate kitchen, laundry, and private exterior access
    40‑foot living room with exposed rafters, skylights, and a brick fireplace
    29‑foot secondary living room with brick hearth and pellet stove
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    Brick Duplex on Two Lots
    Updated: Aug 23
    Brick Duplex on Two Lots

    82-84 Montgomery Street, Middletown, NY 10940

    $549,900
    0.20 AC lot
    Two‑unit brick residence built in 1870
    0.2002‑acre corner parcel consisting of two lots
    First‑floor unit has 2 bedrooms; upper unit has 3 bedrooms
    Upper unit is leased on a month‑to‑month basis
    Spacious yard with established grapevines and mature fruit trees
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    Duplex with Lower-Level Apartment
    Duplex with Lower-Level Apartment

    2 Frozen Ridge Road, Newburgh, NY 12550

    $625,000
    1.40 AC lot

    Two distinct living areas feature open kitchens, multiple bedrooms, full baths, and private residential amenities.

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    Victorian Duplex with Pool
    Victorian Duplex with Pool

    100 MAPLE Ave, Monroe, NY 10950

    $899,888
    3,600 sqft 0.38 AC lot

    Legal two-family residence with separate living areas, resort-style outdoor amenities, and flexible owner-occupant or office-use potential.

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    Modern Duplex With Private Pool
    Modern Duplex With Private Pool

    20 Bernadette Way, Washingtonville, NY 10992

    $685,000
    0.47 AC lot

    Two living areas provide flexibility for multigenerational occupancy, guests, or separate household arrangements.

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    Duplex Property with Guest Cottage
    Duplex Property with Guest Cottage

    8 Oak Drive, New Windsor, NY 12553

    $785,000
    0.35 AC lot

    Two separate residences share one parcel with access to a non-motorboat lake community.

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    Lakefront Duplex With Boat Docking
    Lakefront Duplex With Boat Docking

    636 Jersey Avenue, Greenwood Lake, NY 10925

    $599,000
    0.14 AC lot

    Two separately metered residences include private entrances, outdoor decks, and open-water views.

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    Mixed-Use Estate with Commercial Building
    Mixed-Use Estate with Commercial Building

    51 Redder Rd, Pine Bush, NY 12566

    $3,500,000
    15,000 sqft

    Estate includes a 15,000-square-foot commercial building plus two updated two-bedroom apartments above it.

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    Duplex Property with Separate Cottage
    Duplex Property with Separate Cottage

    37 S Plank Road, Westtown, NY 10998

    $800,000
    3.30 AC lot

    Two residences are accompanied by substantial outbuildings, garage capacity, workshop space, and storage areas.

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    Two-Unit Duplex on Wooded Acreage
    Two-Unit Duplex on Wooded Acreage

    55 Brewer Road, Newburgh, NY 12550

    $699,000
    2.70 AC lot

    Contemporary two-family property with private outdoor space, separate living areas, and a flexible owner-occupancy configuration.

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

    37 Monhagen Ave, Middletown, NY 10940

    $399,900
    2,151 sqft 0.50 AC lot

    Renovation-ready two-family layout with off-street parking and outdoor space, supported by available building plans.

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    Duplex with Detached Garage
    Duplex with Detached Garage

    317 E Main Street, Middletown, NY 10940

    $599,000
    0.63 AC lot

    Two separate residences with private entrances, extensive parking, and outdoor space on a maintained lot.

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    Duplex With Detached Garage
    Duplex With Detached Garage

    27 Elizabeth Street, Port Jervis, NY 12771

    $369,000
    0.24 AC lot

    Separate metering serves both residential units and the detached garage.

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    Brick Duplex with Historic Character
    Brick Duplex with Historic Character

    95 Renwick St, Newburgh, NY 12550

    $475,000
    3,336 sqft

    Two apartments offer separate utility metering, with tenants responsible for their own utilities.

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    Duplex Property with Separate Cottage
    Duplex Property with Separate Cottage

    155 Pierce Circle, New Hampton, NY 10958

    $535,000
    2.30 AC lot

    Two separate residences share a rural property with individual kitchens, living areas, and laundry features.

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    Duplex Property with Guest Cottage
    Duplex Property with Guest Cottage

    153 Kennel Road, Cuddebackville, NY 12729

    $235,000
    4.70 AC lot

    Two separate residences include a primary home and a detached cottage requiring full rehabilitation.

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    Two-Unit Side-by-Side Duplex
    Two-Unit Side-by-Side Duplex

    98 Oak ST #96-98, Walden, NY 12586

    $325,000
    1 sqft

    Two-story residences offer separate utilities, one renovated unit, and a vacant apartment ready for renovation.

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

    98 Oak Street, Walden, NY 12586

    $325,000
    0.11 AC lot

    Two residential units offer separate utilities, distinct entrances, and different occupancy conditions for an owner-user or rental strategy.

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    Duplex Property With Guest Cottage
    Duplex Property With Guest Cottage

    153 Kennel RD, Cuddebackville, NY 12729

    $235,000
    1 sqft

    Two residences include a detached cottage requiring full rehabilitation.

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    Brick Duplex on Corner Lot
    Brick Duplex on Corner Lot

    84 Benkard Avenue, Newburgh, NY 12550

    $179,900
    0.07 AC lot

    Two-unit layout with public water and sewer service.

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    Brick Duplex with Walkout Basement
    Brick Duplex with Walkout Basement

    463 South St, Newburgh, NY 12550

    $399,999
    0.26 AC lot

    Detached brick construction includes two apartments and a full walkout basement.

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    Brick Duplex with Bay Windows
    Brick Duplex with Bay Windows

    91 Carson Avenue, Newburgh, NY 12550

    $349,000
    0.06 AC lot

    Two separately metered apartments include eat-in kitchens and a vacant first-floor unit.

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    Two-Unit Property with Cottage
    Two-Unit Property with Cottage

    Cornwall On Hudson, NY 12520

    Contact for pricing
    1,544 sqft

    Two-family property includes a main home and a separate cottage with a spacious kitchen and dining area.

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    Two-Unit Duplex with Basement Space
    Two-Unit Duplex with Basement Space

    19 White Street, Newburgh, NY 12550

    $469,900
    0.18 AC lot

    Two separate residences include a tenant-occupied upper unit and a lower unit with an eat-in kitchen.

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    Orange County, NY Duplexes Market Trends and Statistics

    Explore 62 duplexes for sale in Orange County, NY, showcased through 62 active listings on our real estate platform. These investment opportunities span a total of 25,633 square feet of properties for sale, with an estimated market value of $29,956,769.

    Sale prices for duplexes in Orange County, NY start at $174,900, averaging $554,754, and reaching up to $3,500,000 — 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 Orange County Real Estate Agencies

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

    River Realty Services
    117 Executive Drive - Suite #100 Newburgh, NY 12553
    Phone: 18454861100
    river-realty.com
    Hudson Valley Home Connection
    1229 Route 300, Suite 2 Newburgh, NY 12550
    Phone: 19142134259
    www.hudsonvalleyhomeconnection.com
    Hudson Heritage Realty
    57 East Main Street Washingtonville, NY 10992
    Phone: 18454977717
    www.HudsonHeritageRealty.com

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