16-Acre Ultimate ‘Glamping’ House Tucked Between the Berkshires and Catskills Lists for $4.6 Million

A wooded sanctuary tucked away on 16.5 acres of privacy in upstate New York has just hit the market for $4,600,000.

Known as Red Rock House, the modern estate located in the historic hamlet of Red Rock in East Chatham was designed by Anmahian Winton Architects to blend in with its stunning surroundings.

“The house is sequestered in nature; it’s a real experience where you feel like you are removed and protected,” says listing agent Richard Orenstein of Brown Harris Stevens. “It was professionally sited on a steep hill and its darkened exterior was designed to blend in with nature.”

Found on the “remarkable architectural compound” are a darkened cedar wood-clad primary residence and a guest apartment over the the garage, complementing the main home’s design.

“The modern house is almost like an art house,” says Orenstein. “It has three levels and a long driveway that brings you up to the site. It’s very cool from the moment you arrive.”

A bluestone pathway connects the two structures leading to a terraced pergola with multiple seating areas.

“The back of the home faces a meadow and overlooks a 60-foot heated saltwater pool and pergola area with fireplace, which is great for entertaining or quiet time at the house,” he adds. “Beyond the pool and through the wildflowers, there is a writer’s cabin that overlooks a creek that is very pleasant. Another path meanders through an outcrop to a treehouse.”

A stone foyer opens up to a loft-style interior designed for entertaining with white walls ideal that serve as a gallery-inspired backdrop for displaying artwork.

“The double-height living room has an open loft, so you are at one with nature,” Orenstein notes. “There is this big seating area with a fireplace and wraparound terrace that is cantilevered into the forest. A creek runs along the side of the house, so you can sit on the terrace and hear the birds and listen to the sound of the water. When it snows, it’s completely magical.”

Designer highlights include glass walls framing the scenic treetop views, built-in cabinetry, radiant heated floors, bespoke lighting, a floating contemporary staircase, and latticed privacy screens designed to blend in with the surroundings.

The home also features a windowed chef’s kitchen with marble countertops and access to the terrace overlooking the pool and meadow.

“There are a lot of farmhouses in this area, so it’s architecturally striking,” he says. “It was designed for an audience that appreciates modern architecture as much as the sellers do.”

An upstairs primary suite boasts a sitting area with gas fireplace, a dressing room with custom built-ins, and a spa-like bathroom with double vanities, rain shower, and soaking tub for two.

The sellers, who are relocating and downsizing, are the original owners who built the home to their specifications, “so it was done with quite a bit of intelligence,” Orenstein says.

A walk-out lower level with flexible spaces that could be used as a home office, studio, fitness center, or additional sleeping quarters opens directly to the pool area.

“What makes the place particularly special is that it is a real retreat with no road noise and no neighbors,” he says. “It’s just you and the natural world beyond, yet you are 10 minutes from Chatham and all of the cultural venues, and 20 minutes from the Berkshires and PS21 Center for Contemporary Performance, which is an art and music venue, as well as the highly anticipated opening of Art Omi Pavilions, which they are almost done constructing.”

Also found on the beautifully landscaped lot designed by Studio Reed-Hilderbrand is a “privately positioned” two-bedroom guest apartment with kitchenette located atop a two-car garage featuring an electric car charging station.

The property is also centrally sited just minutes away from restaurants, farmers markets, and Tanglewood’s outdoor performance center.

“It’s a state of mind here and would make a great secondary residence,” says Orenstein. “The next buyer could be an art collector or someone who is sophisticated and appreciates world-class modern architecture, and is looking for a real escape and retreat.”

Kellie Speed is a contributor to Realtor.com. As a writer and editor, she has worked for a variety of online and print publications, including Inked magazine, Jetset, Westchester magazine, JustLuxe, The Boston Globe, and U.S. Veterans Magazine. A Massachusetts native, Kellie attended Northeastern University for journalism, was previously the Boston editor for Haute Living, and contributed to Avalon Publishing’s Moon Metro Boston guidebook. Kellie writes celebrity profiles and covers restaurants, travel, and lifestyle.