• 40 Reed St, Pittsfield, MA
• 14 Bedroom

14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial ...more »

• 18 Highcrest Rd, Lenox, MA
• 4 Bedroom

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming ...more »

• 228 East St, Great Barrington, MA
• 5 Bedroom
• NE Farmhouse
• 0.11 Acre(s)

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath ...more »

• 62 Stockbridge Ter, Lee, MA
• 4 Bedroom

Updated and spacious condo just a short distance from Main Street Stockbridge, downtown Lenox, and all the Berkshires has to offer! Premier Unit at ...more »

• 45 Swamp Rd, West Stockbridge, MA
• 4 Bedroom
• Cape
• 30.92 Acre(s)

1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead ...more »

• 39 Railroad St, Great Barrington, MA
• 0.05 Acre(s)

Situated at the top of vibrant Railroad Street, this property offers exceptional visibility in a bustling location, making it an ideal spot for retail...more »

• 260 Maple Ave, Great Barrington, MA
• 3 Bedroom
• Colonial
• 1.82 Acre(s)

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with ...more »

• 54 Dunmore Ct, Lenox, MA
• 4 Bedroom
• Contemporary
• 0.66 Acre(s)

Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs & 4 BAs approx. 4,000 sq ft of open, modern design. The ...more »

• 26 Broad St, Pittsfield, MA
• 1.20 Acre(s)

Large area behind temple for parking.Seller will install new roof.Full commercial kitchenElevatorSanctuary + several officesSeating for 300 more »

• 1 Federico Dr, Pittsfield, MA
• 1.88 Acre(s)

Professional Light Industrial Office Park located in Central Berkshire County for ease and 7 mnute access to Major Routes 7 & 20 and Routes 8 & 9. ...more »

• 201 Chanterwood Rd, Lee, MA
• 4 Bedroom
• Contemporary
• 3.65 Acre(s)

Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, ...more »

• Furnace Rd, Richmond, MA
• 118.00 Acre(s)

Rarely will you see a beautiful, undisturbed major land parcel totaling 118 acres anywhere in Berkshire County. This parcel has 91 acres in Richmond ...more »

• 18 Goodrich St, Stockbridge, MA
• 4 Bedroom
• Colonial, Salt Box
• 4.18 Acre(s)

This fine, four-bedroom, two bath colonial saltbox home just south of the village of Stockbridge is a handmade work of art and an important slice of ...more »

• 6-10 Manville St, Great Barrington, MA
• 16 Bedroom

A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious ...more »

• 520 State Rd, North Adams, MA
• 2 Bedroom

Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings...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 »

• 9 October Hill Dr, Lenox, MA
• 4 Bedroom

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, ...more »

• 65 Crofut St, Pittsfield, MA
• 5 Bedroom
• Colonial, Georgian
• 2.50 Acre(s)

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of...more »

• 9 October Hill Dr, Lenox, MA
• 4 Bedroom
• Cabin
• 0.00 Acre(s)

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, ...more »

• 6 Thrushwood Ln, Great Barrington, MA
• 5 Bedroom

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless ...more »

• 6 Thrushwood Ln, Great Barrington, MA
• 5 Bedroom
• Contemporary
• 1.84 Acre(s)

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless ...more »

• 3 Townhouse Hill Rd, Egremont, MA
• 4 Bedroom
• Contemporary
• 1.49 Acre(s)

Well maintained and set in a prime Egremont location, this home is perched above the Egremont plain with open views. Quiet and private, yet just ...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 »

• 295 Blair Rd, Williamstown, MA
• 7 Bedroom
• Victorian
• 0.00 Acre(s)

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 ...more »

• 14 Highland Ave, Pittsfield, MA
• 16 Bedroom

Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate ...more »

• 45 Forest St, Lee, MA
• 12 Bedroom

This stunning 6-family home sits on 1.5 acres, a large lot that goes from Forest St to Silver St, a convenient location with easy access to the Mass ...more »

• 2 Saint Andrews Ct, Lenox, MA
• 4 Bedroom

Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this ...more »

• 481 Shunpike Rd, Sheffield, MA
• 1 Bedroom
• Contemporary, Cottage
• 41.00 Acre(s)

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time ...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 »