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Adam Dingman

adam@barnbrookrealty.com +1(413) 464-1381

$ 21,000,000

Est. payment -/mo

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21 Schoolhouse Rd Hillsdale, NY 12529

5 Beds

6 Baths

5,203 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Listing Status Active

Purchase Type For Sale

Square Footage 5,203 sqft

Price per Sqft $4,036

MLS Listing ID 250741

Style Contemporary

Bedrooms 5

Full Baths 5

Half Baths 1

Year Built 2020

Annual Tax Amount $52,890

Tax Year 2026

Lot Size 135.000 Acres

Acres 135.0

Lot Dimensions 135

Source Berkshire County Board of REALTORS®

Property Description

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.

Location

State NY

Area Outside Berkshire New York

Direction TSP to Harlemville Road. Left on County 21. Left on Schoolhouse Road Latitude: 42.270969 Longitude: -73.556476

Rooms

Basement Unfinished

Interior

Interior Features Alarm System, Cathedral Ceilings, Fireplace (s), Hot Tub

Heating Propane, Forced Air

Flooring Ceramic Tile, Wood

Appliance Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer

Exterior

Parking Features false

Garage Description Garaged

View Water, Scenic, Pond, Pastoral, Hill/Mountain, Distant

Roof Type Standing Seam Metal

Garage false

Building

Sewer Private Sewer

Water Well

Architectural Style Contemporary

Schools

Elementary Schools Other

Middle Schools Other

High Schools Other

Listed by STONE HOUSE PROPERTIES, LLC

Adam Dingman

21 Schoolhouse Rd Hillsdale, NY 12529

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

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21 Schoolhouse Rd