• 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 »

• 83 & 85m Cone Hill Rd, Richmond, MA
• 4 Bedroom
• Cape, Contemporary
• 105.20 Acre(s)

LOCATION, 2 HOUSES, 105+ ACRES & A WATERFALL TOO...Chelsea Woods has it all! This Richmond renovated original 1765 stagecoach stop blended with a ...more »

• 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 »

• 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 »

• 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 »

• 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 »

• 89 Undermountain Rd, Egremont, MA
• 5 Bedroom
• Contemporary
• 30.04 Acre(s)

TreeTops: Special 30-acre mountainside retreat. Absolute serenity with views... now with fiber internet! A beautiful long driveway takes you past a ...more »

• 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 »

• 83 Hurlburt Rd, Great Barrington, MA
• 4 Bedroom
• NE Farmhouse
• 2.80 Acre(s)

This meticulously renovated home on one of Great Barrington's most desirable roads is perfect for both a full-time home or weekends in the country. ...more »

• 36 Main St, Stockbridge, MA
• 2 Bedroom
• Colonial, Historic
• 0.25 Acre(s)

Main Street Stockbridge Historic Property - Home to Williams & Sons Country Store and the picturesque shops in ''The Mews'', this building is an ...more »

• 189 Schnackenberg Rd, Ghent, NY
• 4 Bedroom
• Cape, Contemporary
• 53.14 Acre(s)

Offered to the market for the first time, a meticulous modernized farmhouse with it all! Sitting on over 50 acres, only 10 miles to Hudson, and with...more »

• 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 »

• 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 »

• 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 »

• 82 Chestnut Hill Loop --, Montague, MA
• 4 Bedroom
• Cape, Colonial, NE Farmhouse
• 419.00 Acre(s)

Welcome to Redbrook FarmThe quintessential New England farmhouse tucked amidst one of the largest private land holdings in the Commonwealth being ...more »

• 2758 County Rte 9 --, East Chatham, NY
• 3 Bedroom
• Greek Revival
• 134.00 Acre(s)

Historic Concord Farm. Set back and overlooking 134 acres of rolling fields, this classic 1840 Greek Revival farmhouse captures that luminous sense of...more »

• 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 »

• 27 Townhouse Hill Rd, Egremont, MA
• 5 Bedroom
• Contemporary
• 8.44 Acre(s)

PRIVACY AND POOLSIDE SPLENDOR IN THE BERKSHIRESTucked away in desirable Egremont, quality and attention to detail are evident throughout this ...more »

• 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 »

• 117 Cliffwood St, Lenox, MA
• 4 Bedroom
• Victorian
• 0.57 Acre(s)

Gracious walk to town Cliffwood Street property.This wonderful Lenox listing is comprised of a 4 bedroom main house, 2 bedroom guest house, and 4 car ...more »

• 55 Stratford Rd, New Marlborough, MA
• 5 Bedroom
• Contemporary
• 11.39 Acre(s)

Tranquility with privacy, gracious amount of water frontage on beautiful Lake Windermere, walking trails and sprawling lawn surround this dramatic ...more »

• 425 Oblong Rd, Williamstown, MA
• 4 Bedroom
• Contemporary
• 5.20 Acre(s)

Located on scenic Oblong Road in South Williamstown, this gorgeous home, with over 5000 square feet of living space on 5.2 very private acres ...more »

• 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 »

• 1001 Canaan Southfield Rd, New Marlborough, MA
• 4 Bedroom
• Colonial
• 23.25 Acre(s)

The house and landscaping for this home have been lovingly and meticulously restored by the same family for over 30 years. Land is owned on 2 sides of...more »

• 754 East St, Lenox, MA
• 4 Bedroom
• Contemporary
• 4.00 Acre(s)

Stunning contemporary w/ October mountain views. This spacious home is 6508 square feet w/ 3 levels of living. First floor primary bedroom has soaring...more »

• 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 »

• 271 Monument Valley + 10 Lovers Ln --, Great Barrington, MA
• 5 Bedroom
• NE Farmhouse
• 53.01 Acre(s)

Classic Berkshire Farmhouse on 53 Acres with Pond and additional Building Lots. House is sprawling and full of charm. Six Bedrooms, Livingroom with ...more »

• 1140 Florence Rd, Northampton, MA
• 5 Bedroom
• Colonial, NE Farmhouse, Timber Frame
• 3.81 Acre(s)

Refined Rustic, Antique Farmhouse with Guest / In-Law quarters attached.An iconic multi generation farmhouse dating back to the 1800's known so well ...more »

• 560 Stockbridge Rd, Lee, MA
• 7 Bedroom
• Greek Revival
• 7.01 Acre(s)

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; ...more »