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For sale
    • $1,150,000

    289 Pine Grove Road, Middletown, NY 10940

    4beds
    5,360sqft
    Single Family Residence, Residential
    Built in 1989
    4 Acres Lot
    $-- Zestimate®
    $215/sqft
    $-- HOA

    What's special

    Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.
    17 days
    852
    31

    Zillow last checked:

    Listing updated:

    Listed by:

    Curasi Realty, Inc. 845-457-9174,

    Pedro Garcia 914-850-1909

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1046894MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air, Electric, Multi Units
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Oil Water Heater, Water Softener Owned
      • Laundry: In Basement
      Features
      • Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, In-Law Floorplan, Natural Woodwork, Open Kitchen, Primary Bathroom, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar
      • Flooring: Ceramic Tile, Combination, Hardwood
      • Windows: Skylight(s)
      • Basement: Partially Finished,Walk-Out Access
      • Attic: Scuttle
      • Number of fireplaces: 3
      • Fireplace features: Bedroom, Family Room, Wood Burning
      Interior area
      • Total structure area: 5,360
      • Total interior livable area: 5,360 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway, Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Tri-Level
      • Patio & porch: Deck, Patio
      • Exterior features: Balcony, Mailbox
      • Fencing: Back Yard,Fenced,Partial
      • Has view: Yes
      • View description: Mountain(s), Panoramic, Trees/Woods
      Lot
      • Size: 4 Acres
      Details
      • Additional structures: Arena, Gazebo, Stable(s), Workshop
      • Parcel number: 3344890010000001047.1000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence, Residential
      Materials
      • Stone, Wood Siding
      Condition
      • Updated/Remodeled
      • Year built: 1989

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $215/sqft
      • Tax assessed value: $212,000
      • Annual tax amount: $12,845
      • Date on market: 9/8/2026
      • Cumulative days on market: 17 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Contract,Conventional
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/8/2026Listed for sale$1,150,000+136.1%$215/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1046894 Report a problem
        10/13/2021Sold$487,000-2.4%$91/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6136898 Report a problem
        9/16/2021Pending sale$499,000$93/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6136898 Report a problem
        9/11/2021Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6136898 Report a problem
        8/15/2021Listed for sale$499,000+6.4%$93/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6136898 Report a problem
        3/26/2020Listing removed$469,000$88/sqft
        Source: BHHS Hudson Valley Properties #H6008747 Report a problem
        2/12/2020Price change$469,000-6.2%$88/sqft
        Source: BHHS Hudson Valley Properties #6008747 Report a problem
        1/27/2020Listed for sale$499,900+38.9%$93/sqft
        Source: BHHS Hudson Valley Properties #6008747 Report a problem
        5/1/2017Sold$360,000+3.2%$67/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4606312 Report a problem
        2/28/2017Pending sale$349,000$65/sqft
        Source: Weichert Realtors #4606312 Report a problem
        1/21/2017Price change$349,000-4.1%$65/sqft
        Source: Weichert Realtors #4606312 Report a problem
        11/8/2016Price change$364,000-2.9%$68/sqft
        Source: Weichert Realtors #4606312 Report a problem
        8/25/2016Price change$375,000-3.8%$70/sqft
        Source: Weichert Realtors #4606312 Report a problem
        7/28/2016Price change$389,900-2.5%$73/sqft
        Source: Weichert Realtors #4606312 Report a problem
        4/26/2016Price change$399,900-5.9%$75/sqft
        Source: Weichert Realtors #4606312 Report a problem
        2/17/2016Listed for sale$425,000+5.7%$79/sqft
        Source: Weichert Realtors #4606312 Report a problem
        2/25/2009Sold$402,000-28.2%$75/sqft
        Source: Public Record Report a problem
        5/1/2008Listing removed$559,900$104/sqft
        Source: Better Homes and Gardens Rand Realty #433391 Report a problem
        4/22/2008Listed for sale$559,900+26.4%$104/sqft
        Source: Better Homes and Gardens Rand Realty #433391 Report a problem
        8/8/2002Sold$443,000$83/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $212,000
        2024-- $212,000
        2023-- $212,000
        2022-- $212,000
        2021-- $212,000
        2020-- $212,000
        2019-- $212,000
        2018-- $212,000 +6%
        2017$10,010 $200,000
        2016-- $200,000
        2015-- $200,000
        2014-- $200,000
        2013-- $200,000
        2012-- $200,000
        2011-- $200,000
        2010-- $200,000
        2009-- $200,000 -34.2%
        2007-- $304,100
        2006-- $304,100
        2005-- $304,100
        2004-- $304,100
        2002-- $304,100 +24.6%
        2001-- $244,100
        2000-- $244,100
        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.
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        Climate risks

        Neighborhood: 10940

        Getting around

        0 / 100
        Car-Dependent
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Otisville Elementary School
        • Middle: Minisink Valley Middle School
        • High: Minisink Valley 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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