21 Schoolhouse Rd

Hillsdale, NY 12529
  • $21,000,000

    Price
  • 5

    Bed
  • 7

    Bath
  • 5,203

    SqFt

About the Listing DOUGEL03 - 346117

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.

Listing Highlights

Status Active
Days on Site 2
Property Type Residential
MLS ® 1040841
Year Built 2020
Total Square Footage 5,203
Lot/Acreage 135

Interior Details

  • Bedrooms: 5
  • Bathrooms: 6 Full / 1 Half
  • Appliances: Dishwasher, Dryer, Gas Range, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Air Cond: Central Air
  • Heating: See Remarks
  • Fireplaces: 2
  • Floor: Hardwood
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement: Unfinished
  • Other: First Floor Bedroom,First Floor Full Bath,High Ceilings,Kitchen Island,Open Floorplan,Primary Bathroom,Master Downstairs
  • Water: Other

Exterior Details

  • Lot Description: No Waterfront
  • Garage Capacity: 3 car
  • Roof:
  • Others:
  • Sewer: Septic Tank
  • Parking Features: Driveway,Private

Financial Details

  • Tax Amount: $52,890
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 104200-105-000-0001-004-003-0000
  • Tax Year: N/A

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Questions About..

21 Schoolhouse Rd Hillsdale, NY 12529

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: onekey2

or another way