21 Schoolhouse Rd
Hillsdale, NY 12529
5
Bed
6
Bath
5,203Sqft
135Acres(Lot)
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 space
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 6 Full Baths: 5 Half Baths: 1Room Information
Rooms Total: 10 Has Basement: Yes Basement: Unfinished -
Flooring Information
Ceramic Tile, Wood -
Interior Features
Cathedral Ceiling(s) Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer -
Heating & Cooling
Has Heating: Yes Heating: Propane, Forced Air
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Building Information
Year Built: 2020 Building Area Total: 5203 Private Pool: No View: Mountain(s), Water, Scenic, Pond
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Lot Information
Lot Dimensions: 135 Main Square Feet: 135 Acres Lot Size Acres: 135 Lot Size Square Feet: 5880600
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Listing Price Information
Listing Price: $21000000
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Tax Information
Tax Year: 2026 Annual Tax: $52890
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Garage Information
Has Garage: Yes
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School Information
Elementary School: OtherJunior High School: OtherSenior High School: Other -
Location Information
Direction: TSP to Harlemville Road. Left on County 21. Left on Schoolhouse Road Latitude: 42.270969 Longitude: -73.556476 WaterSource: Private, Well Security Features: Security System
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 292 White Hill Road, Hillsdale, NY, 12529 | $2,195,000 | 3 | 3 | 2,755 | 21.50 Acres |
| 292 White Hill Rd, Hillsdale, NY, 12529 | $2,195,000 | 3 | 3 | 2,755 | 21.50 Acres |
| 417 Overlook Drive, Hillsdale, NY, 12529 | $729,900 | 3 | 3 | 2,210 | 2.07 Acres |
| 417 Overlook Drive, Hillsdale, NY, 12529 | $729,900 | 3 | 3 | 1,834 | 2.17 Acres |
| 309 Pine Ridge Lane, Hillsdale, NY, 12529 | $900,000 | 3 | 3 | 2,495 | 6.27 Acres |
| 124 Syre Lane, Hillsdale, NY, 12529 | $3,300,000 | 4 | 3 | 5,760 | 12.02 Acres |
| 25 Nobletown Rd, Hillsdale, NY, 12529 | $999,000 | 4 | 3 | 1,344 | 300.80 Acres |
| 25 Nobletown Road, Hillsdale, NY, 12529 | $999,000 | 4 | 3 | 1,344 | 300.80 Acres |
| 25 Nobletown Road, Hillsdale, NY, 12529 | $999,000 | 4 | 3 | 1,344 | 300.80 Acres |
| 2999 New York 23, Hillsdale, NY, 12529 | $725,000 | 4 | 3 | 2,225 | 12.50 Acres |
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Information from the Berkshire County Board of REALTORS®, Inc. or its Multiple Listing Service, 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, shall at all times remain vested in the Berkshire County Board of REALTORS®. As a Participant of the Berkshire 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. Copyright ©2026 Berkshire County Multiple Listing Service. All rights reserved.
ByOwner last updated this listing 09/07/2026 @ 13:14
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