21 Schoolhouse Rd, Hillsdale, NY 12529

New Listing
$21,000,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 5,203 Lot Size (sq. ft.): 5,880,600 Status: Active
Current Price: $21,000,000 List Date: 9/04/2026 Last Modified: 9/04/2026

Overview

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.

Supplements: 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, equa ...

Listing Details MLS# 250741

Location, Tax & Legal

Registry
Outside Berkshire New York
Street #
21
Street Name
Schoolhouse
Street Ext
Rd
State/Province
NY
Postal Code
12529

Contract Information

Accessory Dwelling Unit
No
Original List Price
21000000
Limited Service
No
Agent Interest
None

General Property Description

Realtor.COM Type
Residential - Single Family
Sq Ft Liv Apx
5203
Sq Ft Source
Assessor
Total Rooms
10
Total Bedrooms
5
Total Full Baths
5
Total Half Baths
Yes
Total Bathrooms
6
Parking Spaces Type
Garaged
Year Built Apx
2020
Year Built Source
Assessor
Lot Size Dimensions
135
Acres Apx
135
Lot Size SqFt
5880600

Status Change Info

Status Change Date
2026-09-04

Building Info

Exterior Color
Grey

More Information

Property Features

Restrict Covenants: No Title V: Not Applicable Underground Oil Tank: No Water: Well Sewer: Private Easement: Unk Survey: Yes Right of Way: No Right to Farm Comm: Yes Flood Hazard Area: No Views: Distant; Hill/Mountain; Pastoral; Pond; Scenic; Water Electric Type: 200 Amp Style: Contemporary Interior Amenities: Alarm System; Cathedral Ceilings; Fireplace (s); Hot Tub Appliances Incl: Dishwasher; Dryer; Microwave; Range; Range Hood; Refrigerator; Washer Construction: Wood Frame Exterior Siding: Wood Roof: Standing Seam Metal Basement: Unfinished Floor: Ceramic Tile; Wood Garage: Detached; Heated; Insulated; Oversized Fuel: Propane Hot Water: Electric Lead Paint: N/A, built 1978 or later Zoning: Agricultural; Residential Seller Disc: Yes Possession: Close Of Escrow

Room Information

Room Name Level Remarks
Kitchen First
Living Room First Wood Burning Fireplace
Dining Room First Open Concept
Primary Bedroom First
Primary Bedroom First
Primary Bathroom First
Primary Bathroom First
Library First Wood Burning Fireplace
Bedroom 2 First
Bedroom 3 First
Bedroom 4 First
Full Bathroom First EnSuite
Full Bathroom First EnSuite
Full Bathroom First EnSuite
Laundry First
Half Bathroom First
Kitchen First Guest House
Living Room First Guest House
Full Bathroom First Guest House
Bedroom 1 First
Listing Courtesy of STONE HOUSE PROPERTIES, LLC
Listing Agent: Nikki Carchedi
Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of theBerkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

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