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Page 1 of 30Results 1 - 30 (898 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: $8,500,000
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: $6,999,900
Single Family Home
  • 250 Long Pond Rd, Great Barrington, MA
  • 9 Bedroom
  • Contemporary
  • 119.73 Acre(s)
Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The Main House and the...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 »
List Price: $5,600,000
Single Family Home
  • 278 Hillsdale Rd, Egremont, MA
  • 6 Bedroom
  • Contemporary
  • 61.31 Acre(s)
''Skyline''... A magical Estate built on 60+ private acres on the ridgeline capturing panoramic vistas of the Catskill Mountains to the West, the ...more »
List Price: $5,200,000
Single Family Home
  • 179 Mt Hunger Rd, Monterey, MA
  • 5 Bedroom
  • Contemporary
  • 5.21 Acre(s)
CASA TRAMONTI.....House of the sunset...life's reminder that whatever happens every day can end beautifully, says it all for this sophisticated ...more »
List Price: $3,895,000
Single Family Home
  • 84 A Undermountain Rd, Egremont, MA
  • 5 Bedroom
  • Contemporary
  • 20.20 Acre(s)
The Birches.......welcome to your new oasis in the Berkshires in time to spend the unforgettable summer of 2020. This magical family compound has all...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: $3,500,000
Single Family Home
  • 45 Interlaken Rd, Stockbridge, MA
  • 7 Bedroom
  • Shingle Style
  • 3.80 Acre(s)
TREELAWN - A STOCKBRIDGE COMPOUNDLocated only 1. 4 miles from Tanglewood,& adjacent to the Stockbridge Bowl Boat Club, this 7000'+/- estate is ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $3,400,000
Single Family Home
  • 119 Under Mountain Rd, Lenox, MA
  • 9 Bedroom
  • Barn, Colonial, Historic, NE Farmhouse
  • 11.20 Acre(s)
Spectacular landscaping surrounds the gracious main home of this historic property in Lenox. With a sympathetic melding of the old and the new, the ...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 »
413-528-2040 or Contact Us Online
Listing Courtesy Helen Mullany Real Estate, Llc
List Price: $2,950,000
Single Family Home
  • 390 Tamaridge Rd, New Marlborough, MA
  • 5 Bedroom
  • Tudor
  • 25.00 Acre(s)
A grand Berkshire estate on 25 acres with far reaching views, meadows, stonewalls and sugar maples, in need of complete restoration or rebuild. Sunken...more »
413-528-2040 or Contact Us Online
Listing Courtesy Lenox Canyon Realty
List Price: $2,950,000
Single Family Home
  • 1 Pinecroft Dr, Lenox, MA
  • 6 Bedroom
  • Colonial
  • 1.14 Acre(s)
Exquisite in every detail, this home graces more than an acre of prime Berkshire property! In a league of it's own as part of the Pinecroft subdivsion...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $2,895,000
Single Family Home
  • 20 Berkshire Heights Rd, Great Barrington, MA
  • 6 Bedroom
  • Colonial, Contemporary, Federal
  • 3.17 Acre(s)
ONCE IN A LIFETIME IT COMES ALONG: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $2,890,000
Single Family Home
  • 190 Torrey Woods Rd, Williamstown, MA
  • 5 Bedroom
  • Historic
  • 29.00 Acre(s)
Shadowbrook: This breathtakingly beautiful European-style estate has been completely updated, renovated, and enhanced to be the ideal country retreat...more »
413-528-2040 or Contact Us Online
Listing Courtesy The Kinderhook Group - Pittsfield
List Price: $2,800,000
Single Family Home
  • 24 East Rd, Alford, MA
  • 4 Bedroom
  • NE Farmhouse, Post and Beam
  • 32.20 Acre(s)
Rare opportunity to own this private, 32-acre estate in the center of Alford. Built in 1875, the historic post-and-beam home was completely renovated...more »
413-528-2040 or Contact Us Online
Listing Courtesy Real Living Realty Professionals
List Price: $2,699,000
Single Family Home
  • 11 Old Pease Rd, Otis, MA
  • 5 Bedroom
  • Contemporary
  • 1.50 Acre(s)
Welcome to Big Pond - The hidden gem of waterfront living! Your family and friends will find themselves in awe from sunrise to sunset. As you ...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)
Nestled within 27+ private acres, this custom designed and built home and its expansive gardens have been lovingly created with an artistic ...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 »
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 Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $2,495,000
Single Family Home
  • 279 West Park St, Lee, MA
  • 15 Bedroom
  • Colonial
  • 5.40 Acre(s)
THE PERFECT FAMILY COMPOUND ON 5.4 ACRES ACROSS FROM GREENOCK GOLF CLUB. Complete privacy within walking distance to the quaint village. Sitting ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Stone House Properties, Llc
List Price: $2,400,000
Single Family Home
  • 454 Main St, Great Barrington, MA
  • Arts and Crafts, Carpenter Gothic
  • 1.26 Acre(s)
This unique and majestic property has been originally erected in 1853 as a residence for a local doctor Clarkson T. Collins. The American Gothic ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Stone House Properties, Llc
List Price: $2,395,000
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: $2,300,000
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 William Pitt Sotheby's International Realty
List Price: $2,250,000
Single Family Home
  • 222 Ide Rd, Williamstown, MA
  • 7 Bedroom
  • Arts and Crafts, Other
  • 2.78 Acre(s)
An iconic country estate nestled in the northern hills of Berkshire County. Boasting early 1900's classic craftsman style architecture yet fully ...more »
List Price: $2,250,000
Single Family Home
  • 89 Undermountain Rd, Egremont, MA
  • 5 Bedroom
  • Contemporary
  • 30.04 Acre(s)
Tree Top Lodge. Special 30-acre mountainside retreat. Absolute serenity with views. A beautiful long driveway takes you past a private pond & up to a ...more »
List Price: $2,200,000
Single Family Home
  • 137 Jerusalem Rd, Tyringham, MA
  • 8 Bedroom
  • Colonial, Historic, NE Farmhouse, Post and Beam, Timber Frame
  • 44.42 Acre(s)
MORNINGSIDE, TYRINGHAM A spectacular estate dating back to the Tyringham Shakers. This is an extraordinary, & unique opportunity to own a part of ...more »
413-528-2040 or Contact Us Online
Listing Courtesy The Kinderhook Group - Pittsfield
List Price: $2,100,000
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 »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $2,100,000
Single Family Home
  • 15 Blossom Hill, Lenox, MA
  • 6 Bedroom
  • Cape
  • 0.00 Acre(s)
Completely renovated luxury living at Cranwell/Miraval with spectacular views and privacy. Quality construction for this six bedroom, four and a half ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Cohen & White Associates
List Price: $2,050,000
Single Family Home
  • 55 Stratford Rd, New Marlborough, MA
  • 5 Bedroom
  • Contemporary
  • 18.92 Acre(s)
Tranquility with privacy, 900 feet of water frontage on beautiful Lake Windermere, amazing tennis court, walking trails and sprawling lawn surround ...more »
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 80 Maple Avenue, Suite 7, Great Barrington, MA 01230
413-528-2040 Great Barrington
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