• 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 »

• 58 Round Hill Rd, Great Barrington, MA
• 5 Bedroom
• Contemporary
• 8.75 Acre(s)

Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive ...more »

• 17 South Church St, Pittsfield, MA
• 4 Bedroom
• NE Farmhouse
• 0.16 Acre(s)

Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous ...more »

• 1121-1123 Ny-295 , East Chatham, NY
• 9 Bedroom

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-...more »

• Glendale Rd, Stockbridge, MA
• 25.22 Acre(s)

Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property ...more »

• 1055 Beaver Pond , Hancock, MA
• 3 Bedroom

SELLER IS LOOKING FOR OFFERS. PERFECT FOR A FLIP. MAKE AN OFFER. Enjoy stunning views and low property taxes at Beaver Pond Meadows, private and ...more »

• 8 Yale Hill Rd, Stockbridge, MA
• 4 Bedroom
• Colonial
• 1.80 Acre(s)

A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, ...more »

• 117 Lime Kiln Rd, Lenox, MA
• 3.44 Acre(s)

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ...more »

• 200 Fox Den Rd, Tolland, MA
• 3 Bedroom
• Cape
• 1.40 Acre(s)

Spend peaceful mornings surrounded by nature in a private setting that backs to protected conservation land at the foothills of the Berkshires. Set on...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 »

• 180 Center St, Lee, MA
• 8 Bedroom

Huge price adjustment! Discover an exceptional investment opportunity to own two duplex homes on a single parcel, perfect for investors looking for a ...more »

• 140 Hancock Rd, Pittsfield, MA
• 8 Bedroom
• Contemporary
• 1.10 Acre(s)

Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the ...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 »

• 1745 Ma-2 , Charlemont, MA

3 Months Free! Location, Location!! Capture the energy of the iconic Mohawk Trail with this rare restaurant space located directly on Route 2. ...more »

• 63 Flansburg Ave, Dalton, MA
• 3.10 Acre(s)

THE STATIONERY FACTORY. Business & Real Estate for sale. Over 105,000 sf restored Industrial building. Center for community activity, live Music, ...more »

• 173 Hillsdale Rd, Egremont, MA
• 5 Bedroom
• NE Farmhouse
• 8.79 Acre(s)

Total privacy. Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates...more »

• 402 Park St, Great Barrington, MA

Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all...more »

• 67 Carson Ave, Clarksburg, MA
• 3 Bedroom

Welcome to 67 Carson Ave. a beautifully renovated 3-bedroom, 1-bath condo that perfectly blends comfort, style, and convenience. This bright and ...more »

• Lot 25 Old Farm Ln, Pittsfield, MA
• 1.08 Acre(s)

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground ...more »

• 37 Corey Rd, Hancock, MA
• 1 Bedroom

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the ...more »

• 34 Thistle Path, Williamstown, MA
• 3 Bedroom

Ideal for those seeking comfort, convenience, and low-maintenance living, this three-bedroom, two-bath condo in Greylock Village offers a thoughtfully...more »

• 88-90 Main St, Great Barrington, MA
• 4 Bedroom
• Victorian
• 0.17 Acre(s)

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street ...more »

• 138 Hillsdale Rd, Egremont, MA
• 3 Bedroom
• Colonial
• 2.50 Acre(s)

Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot with a beautiful stone wall, it is just seconds from the charming...more »

• 14 Blotz Rd, Washington, MA
• 2 Bedroom
• Cape
• 1.75 Acre(s)

This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms ...more »

• 312 South St, Pittsfield, MA
• 7 Bedroom

Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained...more »

• 88-90 Main St, Great Barrington, MA
• 0.17 Acre(s)

An iconic Great Barrington landmark, the beloved ''Little Store'' offers a rare opportunity to own a high-visibility commercial property on Main ...more »

• 127 Pinecrest Dr, Dalton, MA
• 6 Bedroom
• Colonial
• 0.41 Acre(s)

A Stunning Hilltop Retreat with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite...more »

• 311 Co Rd 13 Rd, Old Chatham, NY
• 7 Bedroom
• Colonial
• 101.00 Acre(s)

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country ...more »