• 2 Valley St, Adams, MA
• 4 Bedroom
• Cottage
• 0.08 Acre(s)

Step into this vintage gem that beautifully preserves its original charm while showcasing thoughtful modern updates throughout. You'll appreciate the ...more »

• 1269 Clayton Mill River Rd, New Marlborough, MA
• 4 Bedroom
• Colonial, NE Farmhouse, Federal
• 10.00 Acre(s)

Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an ...more »

• 1138 Main Rd, Stamford, VT
• 5 Bedroom
• NE Farmhouse
• 0.99 Acre(s)

Stamford, VT - A country drive less than 10 minutes North Adams, MA- home of Mass MoCA. Dating back to 1850 this spacious home boasts 4 bedrooms & 2 ...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 »

• 241 Cunningham Hill Rd, Canaan, NY
• 4 Bedroom
• Other
• 31.56 Acre(s)

A Home like no other in the Berkshires. You will simply not find a Property like PIERCE PEAK, anywhere. Award Winning Architectural Design by Burr & ...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 »

• 1 Devon Rd, Stockbridge, MA
• 6 Bedroom
• Colonial, Historic
• 4.00 Acre(s)

Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 ...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 »

• 2170 Canaan Southfield Rd, New Marlborough, MA
• 3 Bedroom
• Ranch
• 7.20 Acre(s)

Located in the desirable Clayton section of New Marlborough, this 3-bedroom, 2-bath home offers a rare opportunity to own 7.2 acres with 383 feet of ...more »

• 85 Main Rd, Monterey, MA
• 3 Bedroom
• Contemporary
• 3.30 Acre(s)

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is ...more »

• 483 Home Rd, Sheffield, MA
• 3 Bedroom
• Contemporary
• 2.66 Acre(s)

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great ...more »

• 9 Castle Hill Rd, Stockbridge, MA
• 4 Bedroom
• NE Farmhouse
• 3.49 Acre(s)

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with...more »

• 59 Allen St, Hudson, NY
• 4 Bedroom
• Other
• 0.36 Acre(s)

This impressive Italianate residence, dating back to 1880, has been meticulously restored for modern, turn-key living. This coveted location with a ...more »

• 22 Sheffield Rd, Egremont, MA
• 4 Bedroom
• Colonial
• 1.20 Acre(s)

Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers ...more »

• 50 Old Village Rd, Alford, MA
• 4 Bedroom
• Colonial, Contemporary
• 5.82 Acre(s)

Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in ...more »

• 132 North Rd, Tolland, MA
• 3 Bedroom
• Raised Ranch
• 94.00 Acre(s)

A Nature-Lover's Haven Awaits Set on an expansive 94-acre stretch bordering the tranquil Tolland State Forest, this distinctive property combines ...more »

• 19 Lovers Ln, New Lebanon, NY
• 5 Bedroom
• Colonial, Other
• 3.48 Acre(s)

Large home with room for everyone! This 5 bed 4 bath (2 full upstairs, 2 half baths on the first floor) home features 2 kitchens, 2 living rooms, and ...more »

• 5 Glendale Rd, Stockbridge, MA
• 4 Bedroom
• NE Farmhouse
• 3.60 Acre(s)

''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from ...more »

• 266 Robillard Rd, Stamford, VT
• 4 Bedroom
• Colonial
• 0.64 Acre(s)

SOUTHERN VERMONT!~ DRASTIC PRICE DROP! 4 bedroom home in Stamford, Vermont located less than 15 minutes to Mass MoCA In North Adams this country ...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 »

• 6 Muddy Brook Cir, Great Barrington, MA
• 3 Bedroom
• Contemporary
• 3.36 Acre(s)

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary...more »

• 604 Sheffield Plain Rd, Sheffield, MA
• 6 Bedroom
• NE Farmhouse
• 0.63 Acre(s)

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been ...more »

• 112 Silver St, Lanesborough, MA
• 4 Bedroom
• Contemporary
• 25.28 Acre(s)

Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and ...more »

• 319 Under Mountain Rd, Lenox, MA
• 7 Bedroom
• Colonial, Cottage
• 80.00 Acre(s)

Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial ...more »

• 18 Creamery Rd, Egremont, MA
• 2 Bedroom
• Cape
• 6.60 Acre(s)

Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road...more »

• 75 Midway Ave, Amenia, NY
• 4 Bedroom
• Ranch
• 0.29 Acre(s)

Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort...more »

• 355 Adsit Crosby Rd, New Marlborough, MA
• 5 Bedroom
• Contemporary
• 6.24 Acre(s)

Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows ...more »