Berkshire Country, Massachusetts
Real Estate & Rentals
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Page 1 of 47Results 1 - 30 (1400 total)
List Price: $6,875,000
Single Family Home
  • 2 Glendale Middle Rd, Stockbridge, MA
  • 8 Bedroom
  • Carriage House, Historic
  • 33.00 Acre(s)
SOUTHMAYD FARM Gilded Age at its finest in Stockbridge. This 1870 Berkshire estate has been fully restored & is privately sited on 33+ acres within ...more »
List Price: $6,150,000
Single Family Home
  • 278 Hillsdale Rd, Egremont, MA
  • 6 Bedroom
  • Barn, Colonial
  • 61.31 Acre(s)
List Price: $5,945,000
Single Family Home
  • 14 Weber Rd, Sharon, CT
  • 5 Bedroom
  • Contemporary
  • 284.04 Acre(s)
Macedonia State Forest and the crest of 284.4 acres of rolling mountains provide the superb setting for a newly renovated 5 Bedroom, 5.5 Bath home for...more »
List Price: $4,750,000
Single Family Home
  • 106 & 114 Cliffwood St, Lenox, MA
  • 8 Bedroom
  • Historic
  • 4.60 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: $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: $4,450,000
Single Family Home
  • 90 Bowne Rd, Sharon, CT
  • 3 Bedroom
  • Contemporary
  • 32.12 Acre(s)
European Country EleganceA meandering driveway approaches this artistically designed stone & wood Country Home with hand hewn beams throughout. ...more »
List Price: $3,950,000
Single Family Home
  • 89 Cliffwood St, Lenox, MA
  • 6 Bedroom
  • Greek Revival
  • 3.17 Acre(s)
SUPREMELY WELCOMING...One of Lenox's19th century Berkshire''cottages'' that has been meticulously restored and updated. more »
List Price: $3,600,000
Single Family Home
  • 27 Hemlock Hill Rd, Great Barrington, MA
  • 4 Bedroom
  • Contemporary
  • 10.00 Acre(s)
GREAT BARRINGTON MASTERPIECE. Designed by the world renowned and award winning architect, Kenneth Nadler. Reminiscent of an Arts and Crafts mansion. ...more »
List Price: $3,500,000
Single Family Home
  • 65 Shun Toll Rd, Egremont, MA
  • 4 Bedroom
  • Barn, Post and Beam, Timber Frame
  • 26.57 Acre(s)
Many dream of converting a historic barn into a country house. A barn tells a story, has a past, and the old beams, posts and boards have a patina and...more »
List Price: $2,995,000
Single Family Home
  • 50 Mount Hunger Estates --, Monterey, MA
  • 7 Bedroom
  • Contemporary
  • 16.53 Acre(s)
THREE STATE SOUTH WESTERLY VIEW over Lake Garfield to the Catskill range all the way on the other side of the Hudson River. Built on a mountaintop in ...more »
413-743-9000 or Contact Us Online
Alton & Westall Real Estate Agency, Llc
List Price: $2,950,000
Single Family Home
  • 222 Ide Rd, Williamstown, MA
  • 8 Bedroom
  • Other
  • 2.77 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: $2,950,000
Single Family Home
  • 1435 Oblong Rd, Williamstown, MA
  • 6 Bedroom
  • Contemporary
  • 70.00 Acre(s)
Exceptional architectural masterpiece with spectacular views of Mount Greylock and its glorious foothills.The impeccable and sophisticated residence,...more »
List Price: $2,950,000
Single Family Home
  • 720 West Rd, Richmond, MA
  • 4 Bedroom
  • Contemporary
  • 100.00 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: $2,900,000
Single Family Home
  • 406 Canaan Valley Rd, New Marlborough, MA
  • 8 Bedroom
  • Colonial
  • 220.00 Acre(s)
WHITING RIDGE; THE MAIN HOUSE WAS BUILT IN 1860 WITH AN ORIGINAL 'GUEST COTTAGE' BUILT IN 1740, THERE IS A 5 STALL HORSE BARN AND A NEWER 4-CAR BARN ...more »
List Price: $2,850,000
Single Family Home
  • 42 Alford Rd, West Stockbridge, MA
  • 5 Bedroom
  • Contemporary
  • 16.39 Acre(s)
A private retreat on 15+/- acres with expansive Berkshire Mountain vistas from every room. The contemporary design allows for an open flow, antique ...more »
List Price: $2,800,000
Single Family Home
  • 795 Rannapo Rd, Sheffield, MA
  • 6 Bedroom
  • Colonial, Greek Revival, Historic, Timber Frame
  • 8.50 Acre(s)
A true American treasure, beautifully expanded yet perfectly preserved, might grace our market once in a lifetime: Such a treasure is the Gen. John ...more »
List Price: $2,799,500
Single Family Home
  • 305 Moreau Rd, Tolland, MA
  • 7 Bedroom
  • Contemporary, Post and Beam
  • 9.60 Acre(s)
A RARE OPPORTUNITY TO OWN A PRIVATE 9.6 ACRE ESTATE ON OTIS RESERVOIR, the largest recreational lake in Massachusetts. Enjoy the breathtaking, ...more »
List Price: $2,750,000
Single Family Home
  • 22 New Marlboro Rd, Monterey, MA
  • 6 Bedroom
  • Historic, NE Farmhouse
  • 84.00 Acre(s)
BROOKMEAD FARM. On a quiet, scenic road within walking distance of the Monterey General Store and Lake Garfield Town Beach, this rambling 18th century...more »
List Price: $2,750,000
Single Family Home
  • 137 Jerusalem Rd, Tyringham, MA
  • 8 Bedroom
  • Colonial, Historic
  • 44.42 Acre(s)
MORNINGSIDE: AN ICONIC BERKSHIRE ESTATESET ON 44 ACRES ADJACENT TO THE APPALACHIAN TRAIL, WITH POSSIBLY THE BERKSHIRE'S FINEST VIEWS. THE HOME WAS A ...more »
List Price: $2,750,000
Single Family Home
  • 79 Hawthorne St, Stockbridge, MA
  • 4 Bedroom
  • Federal
  • 36.40 Acre(s)
Spectacular 36-acre estate steps from Tanglewood's Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, ...more »
List Price: $2,695,000
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: $2,650,000
Single Family Home
  • 53 White's Hill Rd, Egremont, MA
  • 3 Bedroom
  • Contemporary
  • 18.77 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 »
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: $2,485,000
Single Family Home
  • 390 Town St, Cornwall, CT
  • 4 Bedroom
  • Contemporary
  • 13.57 Acre(s)
A HOME YOU DREAM ABOUT - Cornwall, CT - Complete privacy, unparalleled views & superior architecture. A spacious and versatile open-concept floor plan...more »
List Price: $2,450,000
Single Family Home
  • 465 Stratton Rd, Williamstown, MA
  • 7 Bedroom
  • Arts and Crafts, Contemporary, Embank Ranch, Other, Post and Beam, Split Level
  • 11.61 Acre(s)
This exquisite estate property, meticulously crafted with undeniable quality and style, consists of two main houses, connected via a separately housed...more »
List Price: $2,450,000
Single Family Home
  • Monterey, MA
  • 5 Bedroom
  • Timber Frame
  • 80.00 Acre(s)
Nestled in a welcoming private setting off of one of Monterey's loveliest roads, Living Waters Farm is an exquisitely crafted & spacious hand-joined ...more »
413-743-9000 or Contact Us Online
Berkshire Real Estate Connections
List Price: $2,400,000
Single Family Home
  • 527 Main Rd, Monterey, MA
  • 3 Bedroom
  • Contemporary
  • 5.80 Acre(s)
Lake Life! Lake Garfield home cantilevered over the lake. Lots of decks and glass. more »
List Price: $2,390,000
Single Family Home
  • 75-77 Main Rd, Tyringham, MA
  • 7 Bedroom
  • Colonial, Cottage, Dome, Post and Beam, Shingle Style
  • 3.78 Acre(s)
''Fairy tale'' Residential & Commercial country retreat, nestled in the luscious green hillsides of the Berkshires. Reside in it's beautiful Cottage, ...more »
List Price: $2,375,000
Single Family Home
  • 907 Norfolk Rd, New Marlborough, MA
  • 7 Bedroom
  • Historic, NE Farmhouse
  • 52.00 Acre(s)
Set on 52 pastoral acres, this country estate includes original farmhouse, guesthouse, horse barn, pond, an additional building lot, orchards, hiking...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, Lenox, MA
  • 2 Bedroom
  • Cape
  • 0.00 Acre(s)
Unit #14. 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 »
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