Here are 5 houses for sale in the Berkshires, where you can enjoy nature and the arts

By Austin Havens-Bowen  |
June 5, 2020 - 2:00PM

This seven-bedroom, four-bath house in Pittsfield is asking $649,000 and has a large backyard with a pool.

Barnbrook Realty/Zillow

The Berkshires, in western Massachusetts, is known for its year-round outdoor activities like hiking and skiing—plus farm-to-table restaurants, cultural institutions and events celebrating the arts.

It’s also a great place to buy a house because you can get a lot for your money. The median sales price in Berkshire County, where you'll find popular towns like Pittsfield and Great Barrington, is $310,000, according to Zillow. And you'll find a variety of house styles in the region like cabins, Colonials, and Victorians, both old and new—all surrounded by nature.

There’s lots to do in the area for the outdoorsy types like hiking at Alford Springs and Housatonic Flats, skiing at Ski Butternut, and checking out foliage in parks like Fountain Pond State Park. For foodies, there are farm-to-table restaurants like The Old Inn on the Green and Prairie Whale. For culture fans, there’s the Norman Rockwell Museum, Massachusetts Museum of Contemporary Art, and Berkshire Museum. And, the region is about a three-hour drive from Manhattan.

So, if you’re in the market for a house where you can enjoy nature and culture, check out these five houses for sale across the Berkshires in Stockbridge, New Marlborough, Great Barrington, and Pittsfield. 


21 Beachwood Dr., Stockbridge

This three-bedroom, two-bath house is asking $329,000. The house has hardwood floors, a fireplace, screened-in porch, wraparound deck, and a storage shed in the backyard. The galley kitchen features a skylight and leads to the porch. Located in Beachwood, you have access to Stockbridge Bowl and a private community beach. Tanglewood, a music venue and the summer home of the Boston Symphony Orchestra, is a six-minute drive away. Main Street, where you’ll find eateries like Once Upon a Table and Main Street Cafe, is a seven-minute drive. It’s a two-and-a-half-hour drive to Manhattan.


967 Hartsville New Marlboro Rd., New Marlborough

This three-bedroom, three-bath, cabin-style house is asking $479,900. There’s a double sided-fireplace, hardwood floors, large windows, high ceilings, a sauna, partially finished basement, attached garage, and an inground pool and poolhouse. Located in New Marlborough, local spots include Gedney Farm, Les Trois Emme Winery, and eateries like Cantina 229 and The Old Inn on the Green Restaurant. Ski Butternut, a skiing resort, is a nine-minute drive away. It's two-and-a-half-hours from Manhattan.


7 Pothul Dr., Great Barrington

This four-bedroom, two-and-a-half bath house is asking $540,000. The Colonial-style house features hardwood floors, a sunroom, attached garage, and a deck and patio in the landscaped backyard. The master bedroom has a walk-in closet, dressing room, and en suite bath. Located in Great Barrington, Lake Mansfield Park and the Housatonic River Walk are nearby. Main Street is a four-minute drive where you’ll find spots like The Prairie Whale, Soco Creamery, and Mahaiwe Performing Arts Center. Manhattan is a two-and-a-half-hour drive. 


155 Dawes Ave., Pittsfield

This seven-bedroom, four-bath house is asking $649,000. The three-story house has hardwood floors, original woodwork, lots of windows, and three fireplaces. Outside, there’s a detached two-car garage with a storage room above, an inground pool, patio, and big yard.  Located in Pittsfield, the Berkshire Museum and the Herman Melville House are nearby—plus parks like Springside Park and Brattle Brook Park. Nearby eateries include Berkshire Mountain Bakery and District Kitchen & Bar. It’s just under a three-hour drive to Manhattan.


10 Haley Rd., Great Barrington

This four-bedroom, three-bath house is asking $1,195,000. There’s a wall of windows, fireplace, loft, three-season room, media room with a bar, heated garage, shed, and multiple decks . The first-floor master bedroom has a private deck, walk-in closet, and en suite bath. It has panoramic views and is next to McCallister Park, which has a trail to Green River. Located in Great Barrington, Main Street is a four-minute drive where you’ll find Berkshire Food Co-op and The Well Restaurant & Bar. It’s a two-and-a-half-hour drive to Manhattan.



Austin Havens-Bowen

Staff Writer

Staff writer Austin Havens-Bowen covers the rental market and answers renters' questions in a column called Realty Bites. He previously reported on local news for the Queens Ledger and The Hunts Point Express in the Bronx. He graduated from Hunter College with a BA in media studies. He rents a one-bedroom apartment in Astoria with his boyfriend and their two cats.

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