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For sale
  • Price cut: $540K (10/2)
    $700,000

    287 Derby Road, Middletown, NY 10940

    4beds
    2,336sqft
    Loading
    Single Family Residence, Residential
    Built in 1850
    14 Acres Lot
    $-- Zestimate®
    $300/sqft
    $-- HOA

    What's special

    Garage spaceOriginal detailsHorses grazingEstablished country landscapeSurrounded by mature treesBeautiful staircaseExposed beams
    A place to put down roots, spread out and create the country lifestyle you’ve been dreaming of. Set on 14 mature acres in the Pine Bush School District, this circa-1850s Colonial is a property filled with character and history. The four-bedroom, approximately 2,600-square-foot home welcomes you with a charming covered front porch and retains wonderful original details, including hardwood floors, a beautiful staircase and exposed beams—all surrounded by mature trees and an established country landscape. Outside is where this property truly comes to life. Imagine horses grazing, an expansive vegetable and flower garden, evenings beneath the trees, or simply having the space to enjoy the outdoors at your own pace. The impressive two-story barn offers garage space, extensive storage and tremendous versatility for horses of other livestock, a workshop, equipment, car collection, hobbies or other pursuits. Adding even more flexibility is a separate approximately 840-square-foot one-bedroom house—an ideal setup for extended or multigenerational living, guests, or a private workspace. With 14 acres, multiple buildings and a setting that feels established rather than newly created, this is the kind of property that can evolve with its next owner. Bring the horses, plant the garden, fill the barn with your projects and make this special piece of the Hudson Valley your own.
    1 day
    455
    30

    Zillow last checked:

    Listing updated:

    Listed by:

    RE/MAX Benchmark Realty Group 845-341-0004,

    Patricia M Sassi 845-800-3937

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1057758MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Oil Water Heater
      • Laundry: Laundry Room
      Features
      • Eat-in Kitchen, Entrance Foyer, Formal Dining, Original Details
      • Flooring: Carpet, Hardwood
      • Basement: Full
      • Attic: Full,Unfinished,Walkup
      • Has fireplace: No
      Interior area
      • Total structure area: 2,336
      • Total interior livable area: 2,336 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Patio & porch: Patio, Porch
      • Fencing: None
      Lot
      • Size: 14 Acres
      • Features: Back Yard, Front Yard, Level
      • Residential vegetation: Partially Wooded
      Details
      • Additional structures: Barn(s)
      • Parcel number: 3352000210000001008.2000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Clapboard, Frame
      Condition
      • Actual
      • Year built: 1850
      • Major remodel year: 1850

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected, Trash Collection Private

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $300/sqft
      • Tax assessed value: $87,800
      • Annual tax amount: $14,321
      • Date on market: 10/2/2026
      • Cumulative days on market: 2 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/2/2026Price change$160,000-77.1%$68/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1058020 Report a problem
        10/2/2026Listed for sale$700,000$300/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1057758 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $10,000
        2024-- $10,000
        2023-- $10,000
        2022-- $10,000
        2021-- $10,000
        2020-- $10,000
        2019-- $10,000
        2018-- $10,000
        2017$1,547 $10,000
        2016-- $10,000
        2015-- $10,000
        2014-- $10,000
        2013-- $10,000
        2012-- $10,000
        2011-- $10,000
        2010-- $10,000
        2009-- $10,000
        2007-- $10,000
        2006-- $10,000
        2005-- $10,000
        2004-- $10,000
        2002-- $10,000
        2001-- $10,000
        2000-- $10,000
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 10940

        Getting around

        7 / 100
        Car-Dependent
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Circleville Elementary School
        • Middle: Circleville Middle School
        • High: Pine Bush Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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