Berkshire Country, Massachusetts
Real Estate & Rentals
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Page 1 of 42Results 1 - 30 (1250 total)
List Price: $8,750,000
Single Family Home
  • 250 Long Pond Rd, Great Barrington, MA
  • 9 Bedroom
  • Contemporary
  • 120.00 Acre(s)
Contemporary masterpiece beautifully situated on 120 acres offers privacy and breathtaking views in every season. Main House and Guest House were ...more »
List Price: $6,950,000
Single Family Home
  • 119 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: $5,950,000
Single Family Home
  • 278 Hillsdale Rd, Egremont, MA
  • 6 Bedroom
  • Contemporary
  • 61.31 Acre(s)
From the 1300' elevation amidst the 60+/- acres of open fields, the views from this contemporary are 360 degrees: to Catamount, to the Taconic Crest ...more »
List Price: $5,300,000
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 »
List Price: $4,500,000
Single Family Home
  • 185 Beartown Mountain Rd, Monterey, MA
  • 4 Bedroom
  • Contemporary, Shingle Style
  • 35.11 Acre(s)
Casually elegant and beautiful shingled eco-luxury mountaintop home with rare and extraordinary protected southerly long-range views, abutting 12000 ...more »
List Price: $3,900,000
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 »
List Price: $3,850,000
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 »
List Price: $3,795,000
Single Family Home
  • 1 Pinecroft Dr, Lenox, MA
  • 6 Bedroom
  • Contemporary
  • 1.14 Acre(s)
Enjoy the ultimate luxury of a turn-key residence, steps from the Canyon Ranch resort and all of its wellness lifestyle amenities. Offered fully ...more »
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. Photo is a rendering. 11 Acres on the beautiful Bowl. Over 400 feet ...more »
List Price: $2,999,000
Single Family Home
  • Egremont, MA
  • 6 Bedroom
  • Contemporary, Cottage, NE Farmhouse
  • 65.00 Acre(s)
An exceptional Berkshire estate, The Paddocks is peacefully private on 65+/- acres of pastoral countryside. Harmonizing with the natural setting - ...more »
List Price: $2,900,000
Single Family Home
  • 108 Raup Rd, Chatham, NY
  • 3 Bedroom
  • Colonial
  • 120.00 Acre(s)
Day-O Farm is the complete Hudson Valley estate, located in perfect privacy just minutes outside the village of Chatham. Available for the first time ...more »
List Price: $2,750,000
Single Family Home
  • 5 Pinecroft Dr, Lenox, MA
  • 5 Bedroom
  • Carpenter Gothic, Ranch, Split Level
  • 1.48 Acre(s)
Walk to the Downtown Village Center or follow the Groomed Trail out your back door to Canyon Ranch Resort and all its Wellness lifestyle amenities. ...more »
List Price: $2,650,000
Single Family Home
  • 59 White's Hill Rd, Egremont, MA
  • 3 Bedroom
  • Contemporary
  • 17.97 Acre(s)
A STUNNING HOME PROPOSED TO BE BUILT BY FAMED ARCHITECT, STEVEN HAAS! VERY LIKELY THE BEST VIEW IN BERKSHIRE COUNTY IN THE LOW TAX TOWN OF EGREMONT. ...more »
413-743-9000 or Contact Us Online
Alton & Westall Real Estate Agency, Llc
List Price: $2,600,000
Single Family Home
  • 222 Ide Rd, Williamstown, MA
  • 8 Bedroom
  • Other
  • 2.78 Acre(s)
Elegant simplicity is the trademark of this American Craftsman-style residence.Sited on 2.775 acres,this magnificent country home is well-suited to ...more »
List Price: $2,595,000
Single Family Home
  • 299 Ashpohtag Rd, Norfolk, CT
  • 11 Bedroom
  • Barn, Contemporary, NE Farmhouse, Salt Box
  • 21.12 Acre(s)
Exceptional Estate - price lowered and ready to sell. Two homes on the property include original saltbox farmhouse built in late 1700s + new estate ...more »
List Price: $2,585,000
Single Family Home
  • 61 61 5 1/2 Mile Rd, Connecticut Towns, CT
  • 5 Bedroom
  • Other
  • 18.55 Acre(s)
A FRENCH COUNTRY ESTATE in the heart of Litchfield County's''Emerald Hills''on 18.55 acres with pond, barn/stable and inground pool all with views of ...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 »
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 »
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 »
List Price: $2,495,000
Single Family Home
  • 305 Moreau Rd, Tolland, MA
  • 8 Bedroom
  • Contemporary, Post and Beam
  • 9.60 Acre(s)
Presenting the most grand Waterfront Estate on Otis Reservoir! As you approach the gated drive to the property you soon feel you are entering another...more »
List Price: $2,495,000
Single Family Home
  • 38 Miller Farm Rd, Claverack, NY
  • 4 Bedroom
  • Gambrel/Dutch
  • 53.68 Acre(s)
The Dutch House. Impeccably designed, constructed to the highest standard, and overlooking an extraordinary expanse of Catskill Mountain views.Three ...more »
List Price: $2,490,000
Single Family Home
  • 575 South St, Pittsfield, MA
  • 6 Bedroom
  • Historic, Tudor
  • 11.20 Acre(s)
Description: This gilded age mansion on the gateway to Pittsfield, the Berkshires' major commercial center, has been restored to Museum quality. With...more »
List Price: $2,450,000
Single Family Home
  • 720 West Rd, Richmond, MA
  • 4 Bedroom
  • Contemporary
  • 150.00 Acre(s)
Absolutely one of a kind, Do you remember when you were 10 and would escape to your tree house to enjoy no sound other than the relaxing rustling of ...more »
List Price: $2,445,000
Single Family Home
  • 1990 County Route 83 Rd, Pine Plaines, NY
  • 5 Bedroom
  • Timber Frame
  • 20.95 Acre(s)
Stissing Rising, in the heart of Pine Plains' Shekomeko Valley, sits high above a panoramic vista of neighboring farms and undulating landscapes. ...more »
List Price: $2,435,000
Single Family Home
  • 60 Old Cheshire Rd, Lanesboro, 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 »
413-743-9000 or Contact Us Online
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. Photo is a rendering of a possibility on this nearly 5 acres on...more »
413-743-9000 or Contact Us Online
William Pitt Sotheby's International Realty
List Price: $2,300,000
Single Family Home
  • 165 Kemble St. #17 --, Lenox, MA
  • 2 Bedroom
  • Other
  • 0.00 Acre(s)
Unit #17. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only ...more »
List Price: $2,250,000
Single Family Home
  • 508 Canaan Rd, Richmond, MA
  • 4 Bedroom
  • Barn
  • 182.00 Acre(s)
This extraordinary 182 acre property includes a 20 acre/2200 tree mixed variety apple orchard , 15 acres of meadow and balance of the acreage in ...more »
List Price: $2,250,000
Single Family Home
  • 21 Prospect Hill Rd, Stockbridge, MA
  • 5 Bedroom
  • Colonial
  • 9.40 Acre(s)
Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded ...more »
List Price: $2,240,000
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 »
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