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Page 1 of 28Results 1 - 30 (833 total)
List Price: $16,000,000
Single Family Home
  • 2080 Undermountain Rd, Sheffield, MA
  • 11 Bedroom
  • Historic, Victorian
  • 85.00 Acre(s)
The Jewel of New England... Offered for the first time in four decades, this 85 acre Berkshire mountainside campus awaits your imagination. This ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $9,500,000
Single Family Home
  • 3 Ice Glen Rd, Stockbridge, MA
  • 13 Bedroom
  • Historic, Other
  • 58.80 Acre(s)
Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. ...more »
List Price: $5,950,000
Single Family Home
  • 119 West Center Rd, West Stockbridge, MA
  • 6 Bedroom
  • Other
  • 68.00 Acre(s)
When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 6,700+/- sq.ft. European ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Stone House Properties, Llc
List Price: $4,999,000
Single Family Home
  • 40 Millard Rd, Egremont, MA
  • 4 Bedroom
  • Contemporary
  • 81.50 Acre(s)
Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $4,000,000
Single Family Home
  • 104 Interlaken Rd, Stockbridge, MA
  • 5 Bedroom
  • Contemporary
  • 4.92 Acre(s)
Tranquility reigns in this stunning setting on Stockbridge Bowl, where a spectacular, modern lakefront retreat, designed by award-winning architect R....more »
List Price: $3,900,000
Single Family Home
  • 185 Beartown Mountain Rd, Monterey, MA
  • 5 Bedroom
  • Contemporary, Shingle Style
  • 35.11 Acre(s)
Mountaintop Shingle Style home and horse farm built to last with southerly helicopter views over the Berkshires to the Litchfield Hills beyond, ...more »
List Price: $3,895,000
Single Family Home
  • 84a North Undermountain Rd, Egremont, MA
  • 5 Bedroom
  • Contemporary
  • 20.20 Acre(s)
Nestled on a ridge offering magnificent views of the mountains both to the east and west this quietly elegant contemporary home has been fully ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Cohen & White Associates
List Price: $3,600,000
Single Family Home
  • 106 Cliffwood St, Lenox, MA
  • 8 Bedroom
  • Historic
  • 3.60 Acre(s)
Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $3,500,000
Single Family Home
  • 82 Interlaken Rd, Stockbridge, MA
  • 3 Bedroom
  • A-Frame, Cabin
  • 11.11 Acre(s)
RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake ...more »
List Price: $3,350,000
Single Family Home
  • 89 Cliffwood St, Lenox, MA
  • 6 Bedroom
  • Greek Revival
  • 3.17 Acre(s)
Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston ...more »
List Price: $3,200,000
Single Family Home
  • Great Barrington, MA
  • 4 Bedroom
  • Contemporary
  • 15.00 Acre(s)
Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and ...more »
List Price: $3,100,000
Single Family Home
  • 263 East Hill Rd, New Marlborough, MA
  • 5 Bedroom
  • Contemporary
  • 76.72 Acre(s)
Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and ...more »
List Price: $2,995,000
Single Family Home
  • 20 Berkshire Heights Rd, Great Barrington, MA
  • 6 Bedroom
  • Contemporary, Federal
  • 3.17 Acre(s)
Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, ...more »
413-528-2040 or Contact Us Online
Listing Courtesy The Kinderhook Group - Stockbridge
List Price: $2,995,000
Single Family Home
  • 51 Walker St, Lenox, MA
  • 14 Bedroom
  • Historic
  • 0.69 Acre(s)
Iconic masterpiece in the heart of Lenox village!Built in 1912 as a summer ''cottage'' for Harley Procter, of Procter & Gamble the home has been the ...more »
List Price: $2,950,000
Single Family Home
  • 115 Purple Mountain Pass Rd, Williamstown, MA
  • 5 Bedroom
  • Cabin, Log
  • 72.00 Acre(s)
''Jackson Hole in the Berkshires'' has a commanding mountain presence on 72+/- lush acres with views to Vermont, Williamstown proper and Mt. Greylock...more »
413-528-2040 or Contact Us Online
Listing Courtesy Cohen & White Associates
List Price: $2,650,000
Single Family Home
  • 260 Northwest Hill Rd, Williamstown, MA
  • 4 Bedroom
  • Contemporary
  • 28.00 Acre(s)
We all know it: we have one life to live; one home of our heart; one family retreat in which all may thrive...YOURS may be available now for you in ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Homes And Condos
List Price: $2,600,000
Single Family Home
  • 25 Cliffwood St, Lenox, MA
  • 10 Bedroom
  • Historic
  • 1.22 Acre(s)
Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named ...more »
List Price: $2,550,000
Single Family Home
  • 2650 Swamp Rd, Richmond, MA
  • 5 Bedroom
  • Greek Revival, Historic
  • 5.65 Acre(s)
April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details. more »
413-528-2040 or Contact Us Online
Listing Courtesy Cohen & White Associates
List Price: $2,500,000
Single Family Home
  • 46 Bow Wow Rd, Egremont, MA
  • 5 Bedroom
  • Other
  • 115.82 Acre(s)
Applegate Farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Alton & Westall Real Estate Agency, Llc
List Price: $2,500,000
Single Family Home
  • 148 Stone Hill Rd, Williamstown, MA
  • 4 Bedroom
  • Contemporary
  • 13.28 Acre(s)
Perfectly sited at the crest of its thirteen acre property, this stunning architectural masterpiece evokes thoughts of a serene refuge from the ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Stone House Properties, Llc
List Price: $2,489,000
Single Family Home
  • 123 West Center Rd, West Stockbridge, MA
  • 5 Bedroom
  • Contemporary
  • 18.43 Acre(s)
Prominently sited on 18 acres to offer views, privacy, and dramatic sunsets.A gentle sprawling lawn and private wooded background surround this custom...more »
List Price: $2,450,000
Single Family Home
  • 32 Oxbow Rd, Egremont, MA
  • 5 Bedroom
  • Contemporary, NE Farmhouse
  • 13.21 Acre(s)
SPACIOUS CONTEMPORARY WITH OPEN LIVING PLAN, POOL, TERRACES & GIANT VIEWS: Set on 13 plus acres, this 5800 SF home features 5 en suite bedrooms, ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Red Horse Real Estate
List Price: $2,450,000
Single Family Home
  • 243 & 246 Brookman Dr, Otis, MA
  • 5 Bedroom
  • Contemporary
  • 0.25 Acre(s)
Lakefront compound: 243 & 246 Brookman Drive, Otis Reservoir. Stunning, 2011 custom built lakefront home complete with guest house. Multilevel, ...more »
List Price: $2,435,000
Single Family Home
  • 60 Old Cheshire Rd, Lanesborough, MA
  • 4 Bedroom
  • Contemporary, NE Farmhouse
  • 140.00 Acre(s)
Windy Ridge Farm is an elegant country estate on 140 acres with views to Mt Greylock and the valley to the south. The location off a 1/4 mile long ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $2,400,000
Single Family Home
  • 82b Interlaken Rd, Stockbridge, MA
  • 4 Bedroom
  • A-Frame, Cabin
  • 4.86 Acre(s)
RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $2,395,000
Single Family Home
  • 359 N Plain Rd, Great Barrington, MA
  • 5 Bedroom
  • Contemporary
  • 24.30 Acre(s)
Take in the unparalleled beauty and majestic views of this 24-acre riverfront property. This 5-bedroom well-appointed home and private guest house ...more »
List Price: $2,395,000
Single Family Home
  • 73 Round Hill Rd, Great Barrington, MA
  • 5 Bedroom
  • Barn, Historic, NE Farmhouse
  • 18.55 Acre(s)
RUSTIC ELEGANCE AND COMFORT. Extraordinary restoration and transformation of a colonial farmhouse set on 18+ acres with protected views of rolling ...more »
413-528-2040 or Contact Us Online
Listing Courtesy The Kinderhook Group - Stockbridge
List Price: $2,350,000
Single Family Home
  • 115 New Lenox Rd, Lenox, MA
  • 4 Bedroom
  • Contemporary
  • 19.87 Acre(s)
''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the ...more »
List Price: $2,295,000
Single Family Home
  • 5 Pinecroft Dr, Lenox, MA
  • 5 Bedroom
  • Contemporary
  • 1.48 Acre(s)
Magnificent turn-key, sun filled contemporary close to downtown Lenox, Tanglewood and the Berkshires' world class cultural attractions. Canyon Ranch ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty, Lenox
List Price: $2,250,000
Single Family Home
  • 222 Ide Rd, Williamstown, MA
  • 8 Bedroom
  • Other
  • 2.78 Acre(s)
A stunning renovation and restoration has elevated this historic Arts & Crafts home to a new level, where elegance and simplicity reign. Sited on 2.78...more »
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 80 Maple Avenue, Suite 7, Great Barrington, MA 01230
413-528-2040 Great Barrington
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