Up a winding gravel road through the Jug End Preserve in South Egremont, 18 Hilltop Road sits at the edge of 3,000 acres of protected wilderness in the Taconic Mountains, surrounded on multiple sides by conservation land with waterfalls and hiking trails. The house—called The Black Mountain House—is a 1976 chalet that a professional design/build couple purchased in 2022 and renovated completely. The result is a property that works both as a full-time retreat and a show piece.

The main level holds a vaulted great room with picture windows and glass doors that pull the surrounding forest into the interior, a Miele kitchen, a dining area, a living room with fireplace, an office, and a first-floor primary suite.

Skylights throughout keep the interior bright despite the tree cover. A second level holds 2 bedrooms and a second office. The finished walk-out lower level holds 2 more bedrooms, a half bath, a screening lounge, laundry, and a Finnish sauna—5 bedrooms and 2 full baths plus a half in total across 2,887 square feet. Outside, a cedar hot tub sits on the deck. The house runs entirely on electric, with spring-fed mountain water.

Catamount is 8 minutes away. Great Barrington is close, as are the hiking trails that begin directly at the property boundary.

The house sold for $80,000 in 2017, was listed at $825,000 in 2022, and is now asking $1,749,000 following the renovation. It is being offered with the option to purchase furnished.

18 Hilltop Road, South Egremont (MA) is listed at $1,749,000, offered by Jen Harvey at Compass Massachusetts, LLC.

Share this post

Written by

Jamie Larson
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.