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  • Price cut: $25K (7/29)
    $625,000

    321 Orchard Road, Highland, NY 12528

    3beds
    1,609sqft
    Loading
    Single Family Residence
    Built in 1979
    1.77 Acres Lot
    $617,000 Zestimate®
    $388/sqft
    $-- HOA

    What's special

    Nearly two acresCentral air conditioningAttached two-car garageTwo additional well-proportioned bedroomsLarge in-ground poolSoaring beamed ceilingsEn suite bath
    Set back on nearly two acres, this architecturally inspired ranch captures the best of mid-century design with a dramatic wall of windows, soaring beamed ceilings, a floor-to-ceiling stone fireplace, and seamless indoor-outdoor living centered around a large in-ground pool. Natural light pours through the expansive windows, giving the main living space an open, airy feel while framing peaceful views of the surrounding property. The stone fireplace elegantly separates the great room from the dining area, creating distinct spaces while maintaining an easy flow for everyday living and entertaining. Just beyond, a spacious three-season room lives like a second family room, opening directly to the patio and pool for the kind of summer living Hudson Valley buyers dream about. The kitchen is thoughtfully designed with stainless steel appliances, generous cabinetry, and a functional layout with everything within easy reach. A dedicated laundry room connects the kitchen to the attached two-car garage, adding convenience and thoughtful flow, while central air conditioning keeps the home comfortable all summer long. Down the hall, the king-sized primary suite features an en suite bath, while two additional well-proportioned bedrooms share a second full bathroom, creating a practical layout for family, guests, or a home office. Located on Highland's scenic south side, where orchards, vineyards, and farmland begin to define the landscape, the setting feels distinctly Hudson Valley while remaining just 5 minutes from the center of town. Spend weekends exploring local farm stands, wineries, cafés, restaurants, galleries, and the Hudson Valley Rail Trail with direct access to the Walkway Over the Hudson. Metro-North service in Poughkeepsie is just nine minutes away, New Paltz proper is just 15 minutes away and the GWB is under 90 minutes from your doorstep.
    30 days
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    2,276
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    236
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    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 838-877-8283,

    Craig Smith 845-518-3844

    Source: HVCRMLS,MLS#: 20263807MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Baseboard, Electric, Oil
      Cooling
      • Ceiling Fan(s), Central Air, Wall Unit(s)
      Appliances
      • Included: Water Heater, Washer, Refrigerator, Microwave, Electric Oven, Electric Cooktop, Dryer, Dishwasher
      • Laundry: Laundry Room
      Features
      • 3 Seasons Room, Beamed Ceilings, Cathedral Ceiling(s), Cedar Closet(s), Ceiling Fan(s), Chandelier, Eat-in Kitchen, Entrance Foyer, High Ceilings, High Speed Internet, Primary Downstairs, Storage, Vaulted Ceiling(s)
      • Flooring: Carpet, Tile, Wood
      • Doors: Storm Door(s)
      • Windows: Skylight(s)
      • Basement: Full,Unfinished
      Interior area
      • Total structure area: 1,609
      • Total interior livable area: 1,609 sqft
      • Finished area above ground: 1,609
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage Faces Front, Garage Door Opener, Driveway
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Patio & porch: Front Porch, Patio
      • Exterior features: Garden, Rain Gutters, Smart Camera(s)/Recording
      • Pool features: Fenced, In Ground, Liner, Pool Cover
      • Has view: Yes
      • View description: Garden, Pool, Trees/Woods
      Lot
      • Size: 1.77 Acres
      • Features: Back Yard, Cleared, Front Yard, Garden, Gentle Sloping, Wooded
      Details
      • Additional structures: Shed(s)
      • Parcel number: 320009500200070122100000
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Brick, Wood Siding
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1979

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Location
      • Region: Lloyd

      Financial & listing details

      • Price per square foot: $388/sqft
      • Tax assessed value: $265,000
      • Annual tax amount: $10,033
      • Date on market: 7/7/2026

        Estimated market value

        $617,000

        $586,000 - $648,000

        $4,331/mo

        Price history

        DateEventPrice
        7/29/2026Price change$625,000-3.8%$388/sqft
        Source: HVCRMLS #20263807 Report a problem
        7/7/2026Listed for sale$650,000+94%$404/sqft
        Source: HVCRMLS #20263807 Report a problem
        8/23/2025Listing removed$3,500$2/sqft
        Source: Zillow Rentals Report a problem
        7/26/2025Listed for rent$3,500+9.4%$2/sqft
        Source: Zillow Rentals Report a problem
        3/23/2025Listing removed$3,200$2/sqft
        Source: Zillow Rentals Report a problem
        3/2/2025Listed for rent$3,200$2/sqft
        Source: Zillow Rentals Report a problem
        9/13/2024Listing removed$3,200$2/sqft
        Source: Zillow Rentals Report a problem
        9/9/2024Listed for rent$3,200$2/sqft
        Source: Zillow Rentals Report a problem
        6/28/2024Listing removed--
        Source: Zillow Rentals Report a problem
        6/7/2024Listed for rent$3,200$2/sqft
        Source: Zillow Rentals Report a problem
        7/16/2020Sold$335,000+1.5%$208/sqft
        Source: HVCRMLS #20201262 Report a problem
        6/17/2020Pending sale$329,900$205/sqft
        Source: SUMMERSET REALTY HL #390214 Report a problem
        5/8/2020Listed for sale$329,900+427.8%$205/sqft
        Source: SUMMERSET REALTY HL #390214 Report a problem
        7/4/2013Sold--0
        Source: HVCRMLS #20132930 Report a problem
        4/23/2013Sold$62,500-65.8%$39/sqft
        Source: MHMLS #312211 Report a problem
        11/9/1999Sold$182,500$113/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $265,000
        2024-- $265,000
        2023-- $265,000
        2022-- $265,000
        2021-- $265,000
        2020-- $265,000
        2019-- $265,000
        2018-- $265,000
        2017$8,157 $265,000
        2016-- $265,000
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12528

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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