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For sale
  • $21,000,000

    21 Schoolhouse Rd, Hillsdale, NY 12529

    5beds
    5,203sqft
    Loading
    Single Family Residence
    Built in 2020
    135 Acres Lot
    $-- Zestimate®
    $4,036/sqft
    $-- HOA

    What's special

    Expansive open living spacesSoaring ceilingsLarge crystal-clear swimming pond
    There are beautiful homes in the Hudson Valley, and then there are properties that seem to occupy a world entirely their own. Set at one of the most extraordinary vantage points in the region, this exceptional contemporary estate presides over 135 private acres with sweeping, unobstructed views across the Hudson Valley to the Catskill Mountains. The sense of scale is remarkable: open sky, rolling land, distant mountains, and complete privacy in every direction--yet Hudson and Great Barrington are each only 25 minutes away. The residence was designed around this landscape; dramatic walls of glass frame the Catskills throughout the house, while soaring ceilings and expansive, open living spaces give the interiors a sense of volume without sacrificing warmth. Living, dining, and kitchen spaces unfold effortlessly toward the terrace and infinity pool, where the water appears to disappear into the mountains beyond. The entire home lives on a single level, an increasingly rare luxury at this scale. Two primary suites and three additional ensuite bedrooms create five beautifully private bedroom suites, equally suited to intimate everyday living or a house full of family and friends. Throughout, the architecture is sophisticated but restrained, allowing the extraordinary setting to remain the focus. And the house is only the beginning. The estate encompasses 135 acres of lawns, fields, woods, and private trails, creating a property that can be experienced as much as admired. A large, crystal-clear swimming pond offers an idyllic counterpoint to the infinity pool. Miles of trails wind through the acreage for riding, hiking, and exploring, while a barn and riding arena establish the property as a true equestrian retreat. A separate two-bedroom cottage provides charming guest accommodations, while a carriage house with its own apartment creates additional flexibility for guests, staff, an office, or studio. What ultimately distinguishes this property, however, is something photographs and specifications can only begin to convey: the feeling of being here. Morning light moving across 135 private acres. Long afternoons by the pond. Horses on the trails. Dinner overlooking the mountains. And, each evening, the sun setting behind the Catskills from an infinity pool seemingly suspended above the Hudson Valley. It is extraordinarily private without being isolated, grand without being ostentatious, and remarkably complete without feeling overdone. Properties of this caliber are exceedingly difficult to create--and even harder to find. Just 25 minutes from the restaurants, galleries, shops, and cultural life, this is not simply a country house. It is one of those rare places that makes leaving the city feel like arriving somewhere else entirely.
    12 days
    1,958
    189

    Zillow last checked:

    Listing updated:

    Listed by:

    STONE HOUSE PROPERTIES, LLC 413-232-4253,

    Nikki Carchedi 413-822-0200

    Source: BCMLS,MLS#: 250741MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: First
      Primary bedroom
      • Level: First
      Bedroom 1
      • Level: First
      Bedroom 2
      • Level: First
      Bedroom 3
      • Level: First
      Bedroom 4
      • Level: First
      Primary bathroom
      • Level: First
      Primary bathroom
      • Level: First
      Full bathroom
      • Description: EnSuite
      • Level: First
      Full bathroom
      • Description: EnSuite
      • Level: First
      Full bathroom
      • Description: EnSuite
      • Level: First
      Half bathroom
      • Level: First
      Full bathroom
      • Description: Guest House
      • Level: First
      Dining room
      • Description: Open Concept
      • Level: First
      Kitchen
      • Level: First
      Kitchen
      • Description: Guest House
      • Level: First
      Laundry
      • Level: First
      Library
      • Description: Wood Burning Fireplace
      • Level: First
      Living room
      • Description: Wood Burning Fireplace
      • Level: First
      Living room
      • Description: Guest House
      • Level: First
      Heating
      • Propane, Forced Air, Fireplace(s)
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
      Features
      • Cathedral Ceiling(s)
      • Flooring: Ceramic Tile, Wood
      • Basement: Unfinished
      • Has fireplace: Yes
      Interior area
      • Total structure area: 5,203
      • Total interior livable area: 5,203 sqft

      Property

      Parking
      • Parking features: Garage
      • Has garage: Yes
      • Details: Garaged
      Features
      • Has spa: Yes
      • Spa features: Indoor Hot Tub
      • Has view: Yes
      • View description: Water, Scenic, Pond, Pasture, Hill/Mountain, Distant
      • Has water view: Yes
      • Water view: Water,Pond
      Lot
      • Size: 135 Acres
      Details
      • Parcel number: 43
      • Zoning description: Residential, Agricultural

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Roof: Standing Seam Metal
      Condition
      • Year built: 2020

      Utilities & green energy

      • Electric: 200 Amp
      • Sewer: Private Sewer
      • Water: Well

      Community & HOA

      Community
      • Security: Alarm System
      Location
      • Region: Hillsdale

      Financial & listing details

      • Price per square foot: $4,036/sqft
      • Annual tax amount: $52,890
      • Date on market: 9/4/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/3/2026Listed for sale$21,000,000$4,036/sqft
        Source: HVCRMLS #20265125 Report a problem

        Public tax history

        Tax history is unavailable.

        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: 12529

        Getting around

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        Car-Dependent

        Nearby schools

        GreatSchools rating

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