Single-Level Contemporary Palace on 135 Acres in Hillsdale for $22 Million
Built in 2020 with 5 en-suite bedrooms, a swimming pond, a barn and riding arena, a 2-bedroom cottage, and a carriage house with its own apartment.
Built in 2020 and organized around its otherworldly view, 21 Schoolhouse Road is a contemporary house on 135 acres in Hillsdale, with walls of glass facing the Hudson Valley and the Catskills beyond. It is a wood-frame house with a gray wood exterior and a standing-seam metal roof. Cathedral ceilings run through the open living, dining, and kitchen spaces, which lead out to a terrace and an infinity pool. From the pool, the sunsets behind the mountains certainly photograph well.
The entire house is on one level, 5,203 square feet in all. There are 2 primary suites and 3 additional en-suite bedrooms, with 5 full baths and a half bath. Floors are wood and ceramic tile, and the house has a fireplace, a hot tub, and an alarm system. Heat is propane forced air. The oversized detached garage is heated and insulated.
The land includes lawns, fields, woods, and private trails suitable for riding and hiking. A swimming pond sits apart from the infinity pool. A barn and riding arena make the property usable for horses. Two more buildings add guest space: a 2-bedroom cottage, and a carriage house with an apartment that the listing suggests could serve guests, staff, an office, or a studio.
Hillsdale is a town of fewer than 2,000 people, about 3 miles from the Massachusetts line. Its hamlet was designated a National Historic District in 2010. Roeliff Jansen Park, on Route 22, has trails and access to the Roeliff Jansen Kill, and an extension of the Harlem Valley Rail Trail ends in the hamlet. Catamount Ski Area, Taconic State Park, and Bash Bish Falls are all nearby. Hudson and Great Barrington are each 25 minutes away.
21 Schoolhouse Road, Hillsdale (NY) is listed at $21,000,000, offered by Nikki Carchedi at Stone House Properties, LLC.
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After a decade of writing for RI (along with many other publications and organizations) Jamie took over as editor in 2025. He has a masters in journalism from NYU, a wonderful wife, two kids and a Carolina dog named Zelda.
