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Here’s the Most Expensive Home Ever Sold in the Berkshires

Closing for $9.3 million, this modernist glass cabin is highest recorded sale in the region.

By Stefanie Schwalb· 12/6/2023, 4:15 p.m.

This modernist Massachusetts three-bedroom broke regional sales records, closing for $9.3 million in November. / Photo by Nick Laroche

The Berkshires is an area synonymous with the arts and history, so it comes as no surprise that that those two industries seamlessly merged in the housing market in November with the sale of a beautiful bucolic property for a record-breaking price of $9.3 million. Constructed for two art historians in 2014 by a renowned team of creatives—including Seattle starchitect Tom Kundig and British landscape architect Tom Stuart-Smith, alongside Berkshires-based builder Peter Whitehead—this modernist New Marlborough retreat resides on 298 gorgeous acres and features spectacular views of its surroundings, which include the Berkshire Hills and Taconic Mountains.

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The 4,373 square-foot dwelling—which was sold by Elle Villetto of William Pitt Sotheby’s International Realty at the Great Barrington brokerage—was initially listed for $15,500,000 by another agency when we reported on it last December. That price was reduced to $12 million in May when Villetto picked it up, then $10 million in August. Notably, the $9.3 million it finally sold for, Villetto says, is the highest sale recorded in the Berkshires County region by $1.3 million.

Along with the stylish main residence and its ultra-modern exterior consisting of glass walls and cantilevered decks that open up to the breathtaking environs, the impressive compound boasts two guest cottages, paddocks, indoor and outdoor riding arenas with Olympic-grade footing, a caretaker’s home, a six-stall barn, a climate-controlled storage facility with office, seven miles of trails, a large swimming pond, and a secret garden flush with seasonal fruits and vegetables.

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“This property is one-of-a-kind—I have never been to any other like it. It’s an architectural masterpiece by Tom Kundig that showcases the Berkshire landscape and will probably never be able to be replicated,” Villetto says. “With more than 10 years of experience selling in the Berkshires, and being a Berkshire native, I very much enjoyed showcasing and working on such an exceptional and unique property.”

And while Villetto adds there was a great amount of interest in the listing, it was Mitchell Samberg, CEO of Armonk, New York–based Truman Capital Advisors, and his wife who ultimately acquired this idyllic piece of paradise.