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Page 1 of 18Results 1 - 50 (891 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 »
413-528-2040 or Contact Us Online
Listing Courtesy Stone House Properties, Llc
List Price: $4,899,000
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 »
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 »
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 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: $3,200,000
Single Family Home
  • Great Barrington, MA
  • 4 Bedroom
  • Contemporary
  • 15.00 Acre(s)
Wind up the drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming ...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 The Kinderhook Group - Pittsfield
List Price: $3,100,000
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 Lenox Canyon Realty
List Price: $2,950,000
Single Family Home
  • 1 Pinecroft Dr, Lenox, MA
  • 4 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 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)
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 »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $2,550,000
Single Family Home
  • 78 Interlaken Rd, Stockbridge, MA
  • 5 Bedroom
  • Colonial
  • 8.00 Acre(s)
Spacious 1800's Colonial tastefully updated on 8 acres of land with 296 ft of waterfront on Stockbridge Bowl! A private dock for your boat. A ...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 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 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 »
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 »
List Price: $1,999,999
Single Family Home
  • 115 Purple Mountain Pass Rd, Williamstown, MA
  • 5 Bedroom
  • Contemporary
  • 72.00 Acre(s)
A unique mountain top estate with 180 degree views of Vermont, Williamstown and Mount Greylock. This meticulously curated sanctuary intimates simple ...more »
List Price: $1,998,000
Single Family Home
  • 8 Stone Hill Rd, Stockbridge, MA
  • 5 Bedroom
  • Contemporary
  • 4.88 Acre(s)
Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Alton & Westall Real Estate Agency, Llc
List Price: $1,995,000
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 William Pitt Sotheby's International Realty
List Price: $1,995,000
Single Family Home
  • 50 Mount Hunger Estates --, Monterey, MA
  • 7 Bedroom
  • Other, Post and Beam
  • 16.53 Acre(s)
Quintessential Berkshire Lodge.View of Lake Garfield and distant mountain ranges from every room, on more then 16 acres. Enter this home through ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Burnham Gold Real Estate, Llc
List Price: $1,985,000
Single Family Home
  • 85 Oblong Rd, Williamstown, MA
  • 6 Bedroom
  • Other
  • 38.00 Acre(s)
This 38-acre property - with a handsome, modern take on the American Farmhouse, sited on a hillside with landscaped lawns, hayfield and a pond - ...more »
List Price: $1,950,000
Single Family Home
  • 60 West Center Rd, West Stockbridge, MA
  • 6 Bedroom
  • Other
  • 10.21 Acre(s)
Commanding the most magnificent Berkshires views is this impeccable, private, +/- 6,800 sf 5+bedroom entertainers' dream home on 10+ acres. Porte-...more »
List Price: $1,950,000
Single Family Home
  • 182 Jug End Rd, Egremont, MA
  • 5 Bedroom
  • Other
  • 5.40 Acre(s)
Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Lance Vermeulen Re, Inc
List Price: $1,895,000
Single Family Home
  • 46 Blunt Rd, Egremont, MA
  • 5 Bedroom
  • NE Farmhouse, Victorian
  • 13.71 Acre(s)
Stunning, craftsman-built home with relaxing views over Marsh Pond to Mt. Washington. It features plenty of bright, open living spaces for family ...more »
List Price: $1,895,000
Single Family Home
  • 21 Creamery Rd, Egremont, MA
  • 4 Bedroom
  • Contemporary
  • 13.01 Acre(s)
Serene and private, this beautiful, well-built contemporary is the quintessential Berkshire hideaway. Dramatic Great Room with fireplace, wall of ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty, Lenox
List Price: $1,890,000
Single Family Home
  • 1120 Churchill St, Pittsfield, MA
  • 4 Bedroom
  • Other, Ranch
  • 10.57 Acre(s)
Leave it all behind to start anew in the bucolic Berkshire Mountains.Open the gates and retreat to this exclusive Home Resort/Business Compound set on...more »
List Price: $1,850,000
Single Family Home
  • 720 West Rd, Richmond, MA
  • 4 Bedroom
  • Contemporary
  • 153.97 Acre(s)
Do you remember when you were 10 and would escape to your tree house to enjoy no sound other than the relaxing rustling of leaves in the breeze? You ...more »
List Price: $1,750,000
Single Family Home
  • 328 Nm South Sandisfield Rd, New Marlborough, MA
  • 7 Bedroom
  • Colonial
  • 10.63 Acre(s)
A private road leads through an allee of tall trees and away from road traffic and noise, to a gracious, totally restored, 1910 home that was once the...more »
List Price: $1,750,000
Single Family Home
  • 85 Cone Hill Rd, Richmond, MA
  • 4 Bedroom
  • Cape, Contemporary
  • 98.27 Acre(s)
''Chelsea Woods''..The most private spot with 98+ acres of stunning landscaping; perennial gardens, woods, walking trails, Cone Brook has created a ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Wheeler & Taylor Realty Co., Inc.
List Price: $1,749,000
Single Family Home
  • 350 Maple Ave, Great Barrington, MA
  • 6 Bedroom
  • Colonial
  • 2.18 Acre(s)
Who said you can't have it all? This gracious and spacious 6-bedroom, 5 1/2 bath, well-maintained Colonial in GREAT BARRINGTON is just 5 minutes to ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $1,700,000
Single Family Home
  • 9 Mt Hunger Estates Rd, Monterey, MA
  • 7 Bedroom
  • Contemporary, Post and Beam
  • 10.00 Acre(s)
Tucked away in the Lake Garfield community of Mt. Hunger Estates. This home has style and elegance for the most discerning buyer. Cozy warmth to ...more »
List Price: $1,695,000
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 Cohen & White Associates
List Price: $1,650,000
Single Family Home
  • 16 Sedgwick Ln, Lenox, MA
  • 4 Bedroom
  • Contemporary
  • 0.00 Acre(s)
Luxury in Lenox......If you are looking for carefree living with fabulous amenities at a world class resort, this single family residence at Cranwell/...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $1,600,000
Single Family Home
  • 44 Main St, Stockbridge, MA
  • 3 Bedroom
  • Victorian
  • 0.00 Acre(s)
Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $1,600,000
Single Family Home
  • 174 West Center Rd, West Stockbridge, MA
  • 4 Bedroom
  • Colonial, Greek Revival, Historic, Victorian
  • 3.00 Acre(s)
The classic New England farmhouse is a wonderful thing, especially when it has been beautifully updated with central AC and respect for its historic ...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $1,599,000
Single Family Home
  • 11 Fairwynds Dr, Lenox, MA
  • 5 Bedroom
  • Contemporary
  • 0.69 Acre(s)
Luxury living at its finest. Enough room for the whole family, this 3 level spacious home is located at the new Miraval resort. This light bright home...more »
413-528-2040 or Contact Us Online
Listing Courtesy William Pitt Sotheby's International Realty
List Price: $1,595,000
Single Family Home
  • 43 Creamery Rd, Egremont, MA
  • 4 Bedroom
  • Contemporary, Ranch
  • 2.20 Acre(s)
Seeking a perfect, and perfectly manageable, country escape in the Berkshires? Consider this chic, move-ready, four-bedroom home featuring custom ...more »
413-528-2040 or Contact Us Online
Listing Courtesy Berkshire Hathaway Homeservice Barnbrook Realty
List Price: $1,595,000
Single Family Home
  • 12 Alford Rd, Alford, MA
  • 4 Bedroom
  • Colonial
  • 3.75 Acre(s)
Gracious, totally restored 5 bed/5 bath 1810 colonial on nearly 4 lush acres in quaint village of Alford, 6 minutes to downtown Great Barrington....more »
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 80 Maple Avenue, Suite 7, Great Barrington, MA 01230
413-528-2040 Great Barrington
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