• 26 Pine St, New Marlborough, MA
• 3 Bedroom
• Cabin, Cottage
• 0.38 Acre(s)

LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, ...more »

• 356 Slate Hill Rd, Austerlitz, NY
• 6 Bedroom
• Barn, Post and Beam
• 89.01 Acre(s)

A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine ...more »

• 209 Blue Hill Rd, Great Barrington, MA
• 6 Bedroom
• Other
• 45.00 Acre(s)

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers...more »

• 859 Moberg Rd, Becket, MA
• 3 Bedroom
• Cabin
• 2.18 Acre(s)

Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the ...more »

• 542 Water St, Williamstown, MA
• 3 Bedroom
• Contemporary
• 1.23 Acre(s)

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly ...more »

• 867 Notch Rd, Cheshire, MA
• 5 Bedroom
• Colonial
• 7.25 Acre(s)

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state ...more »

• 302a Egremont Plain Rd, Egremont, MA
• 4 Bedroom
• Barn
• 13.50 Acre(s)

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes ...more »

• 764 East Hill Rd, New Marlborough, MA
• 5 Bedroom
• Colonial, Timber Frame, Georgian, NE Farmhouse, Historic
• 227.00 Acre(s)

East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-...more »

• 30 East Rd, Alford, MA
• 7 Bedroom
• Tudor
• 71.59 Acre(s)

Majestic Tudor Berkshire Estate on 71 Acres atop Tom Ball Mountain in the hamlet of Alford, MA. Privacy and Breathtaking views from nearly every room...more »

• 107 Wilderness Way, Stephentown, NY
• 3 Bedroom
• Contemporary
• 36.00 Acre(s)

Nestled on 36 private acres, this contemporary home offers breathtaking mountain views and an extraordinary blend of modern design, energy efficiency...more »

• 124 Egremont Plain Rd, Egremont, MA
• 4 Bedroom
• Colonial, Timber Frame, Contemporary
• 4.62 Acre(s)

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded ...more »

• 3124-3100 County Route 9 --, Canaan, NY
• 3 Bedroom
• NE Farmhouse
• 13.56 Acre(s)

Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly ...more »

• 61 Tor Court Ct, Pittsfield, MA
• 3 Bedroom
• Ranch
• 1.30 Acre(s)

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your ...more »

• 454 Pine Rd, Otis, MA
• 3 Bedroom
• Cape
• 0.24 Acre(s)

Discover this spacious, updated home offering year-round recreation just steps from Otis Reservoir, MA's largest recreational lake. Enjoy an open ...more »

• 535 Main Rd, Monterey, MA
• 10 Bedroom
• Colonial, Historic
• 7.70 Acre(s)

Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the ...more »

• 455 King Richard Dr, Becket, MA
• 3 Bedroom
• Cape
• 0.50 Acre(s)

Great three season get away with the beach and lake a quick walk away. Open living dining area, nice fieldstone fireplace, front porch, back deck, & ...more »

• 19 Roberts Rd, Sandisfield, MA
• 5 Bedroom
• Timber Frame, Shingle Style
• 1484.25 Acre(s)

Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, ...more »

• 554 Main St, Becket, MA
• 3 Bedroom
• Ranch
• 3.21 Acre(s)

Becket at its BEST! This beautifully maintained 1,900 sq. ft. ranch offers easy single-level living with a bright, wide-open floor plan filled with ...more »

• 223 Silver Leaf Dr, Becket, MA
• 3 Bedroom
• Log
• 2.56 Acre(s)

Stunning contemporary high-tech home. Custom built. Ideal for entertaining and large gathering. The spacious living room flows into an open dining ...more »

• 31 North Rd, Chesterfield, MA
• 5 Bedroom
• Colonial
• 55.00 Acre(s)

The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn ...more »

• 2 Lake Ave, Great Barrington, MA
• 3 Bedroom
• Contemporary
• 0.35 Acre(s)

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO ...more »

• 615 Laurel St, Lee, MA
• 15 Bedroom
• Historic, Shingle Style
• 2.00 Acre(s)

The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse ...more »

• 307 Stanley Rd, Otis, MA
• 5 Bedroom
• Contemporary
• 1.14 Acre(s)

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family...more »

• 236 Ridge Ave, Otis, MA
• 4 Bedroom
• Cape, Gambrel/Dutch, Contemporary
• 0.46 Acre(s)

Welcome to your private retreat nestled on a beautifully landscaped half acre lot in a quiet, serene setting. This impeccably maintained home offers ...more »

• 106 Shore Rd, Becket, MA
• 2 Bedroom
• Ranch
• 0.27 Acre(s)

Looking for the perfect seasonal or year round home? Look no further. 2 bed 1.5 bath cttqage includes beach, boating and fishing rights with low HOA...more »

• 279 Granville Rd, North Granby, CT
• 5 Bedroom
• Contemporary
• 208.62 Acre(s)

The Definition of Ultimate Privacy! A masterpiece of a home invites the most fastidious prospect. Built with the utmost dedication to detail that no ...more »

• 25 Nobletown Rd, Hillsdale, NY
• 4 Bedroom
• Raised Ranch
• 300.80 Acre(s)

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast...more »

• 25 Sheffield Rd, Egremont, MA
• 11 Bedroom
• Barn, Timber Frame, Gambrel/Dutch, Historic, Colonial, Carriage House
• 67.00 Acre(s)

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont...more »

• 185 Keyes Hill Rd, New Marlborough, MA
• 7 Bedroom
• Colonial, NE Farmhouse
• 249.00 Acre(s)

Blue Hill Farm: an 1820 Center Hall Colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an ...more »