• 605 Cross Road To Canaan Valley Rd, New Marlborough, MA
• 4 Bedroom
• NE Farmhouse, Greek Revival
• 5.95 Acre(s)

Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, ...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 »

• 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 »

• 33 Pine Rd, New Marlborough, MA
• 1 Bedroom
• Cabin
• 0.27 Acre(s)

3 season cottage with water access on Lake Buel, a 196 acre lake located in both Berkshire towns of Monterey and New Marlborough MA, a state owned ...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 »

• 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 »

• 245 Clubhouse Dr, Otis, MA
• 4 Bedroom
• Contemporary
• 2.14 Acre(s)

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces...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 »

• 633 East Otis Rd, Otis, MA
• 3 Bedroom
• Cabin, Log
• 3.13 Acre(s)

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural ...more »

• 98 Loop Dr, Otis, MA
• 3 Bedroom
• Cape, Contemporary
• 1.09 Acre(s)

Classic lakefront cottage with frontage on quiet Benton Pond plus deeded rights to Big Pond. Four season contemporary Cape with an open plan featuring...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 »

• 62 Thomas Rd, Pittsfield, MA
• 1 Bedroom
• Ranch
• 0.05 Acre(s)

JUST WHAT YOU'VE BEEN WAITING FOR! Darling Thomas Island ranch just steps the private neighborhood lake access, your getaway starts the moment you ...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 »

• 122 Blythewood Dr, Pittsfield, MA
• 3 Bedroom
• Contemporary
• 1.25 Acre(s)

Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is ...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 »

• 119 Orlando Ave, Pittsfield, MA
• 2 Bedroom
• Cottage, Ranch
• 0.39 Acre(s)

Stunning, completely renovated single-level home--just steps from Pontoosuc Lake--nestled on a private, dead-end street surrounded by woods. Perfectly...more »

• 851 Lenox Rd, Richmond, MA
• 4 Bedroom
• Greek Revival
• 5.23 Acre(s)

Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location -- where music, ...more »

• 2801 State Rd, Richmond, MA
• 3 Bedroom
• NE Farmhouse
• 2.10 Acre(s)

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to...more »

• 303 Lakeshore Dr, Sandisfield, MA
• 4 Bedroom
• Contemporary
• 1.00 Acre(s)

Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully ...more »

• 7 Silverbrook Rd, Sandisfield, MA
• 3 Bedroom
• Other
• 1.35 Acre(s)

Riverfront on Silverbrook, Feels like new. Beautiful Setting. 3 bedrooms 3 baths. Sit on the back deck and watch the water flow. Inside you will find ...more »

• 14 Roosterville Rd, Sandisfield, MA
• 4 Bedroom
• NE Farmhouse
• 4.61 Acre(s)

At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch...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 »

• 141 Griffin Hill Rd, Savoy, MA
• 3 Bedroom
• Cape
• 51.36 Acre(s)

Tucked away in the serene hills of Savoy, this private Berkshire retreat offers the perfect escape from the pace of the inner city. Just a few hours ...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 »

• 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 »

• 14 Old Tree Farm Rd, Stockbridge, MA
• 3 Bedroom
• Colonial
• 8.67 Acre(s)

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. ...more »

• 11 Mahkeenac Ter, Stockbridge, MA
• 4 Bedroom
• Cottage
• 0.54 Acre(s)

Welcome to a lakefront retreat where timeless charm meets breath taking natural beauty. This four bedroom, two bath cottage is perfectly positioned ...more »

• 86 East Main St, Stockbridge, MA
• 3 Bedroom
• Colonial
• 0.79 Acre(s)

Prime location just a short distance to Stockbridge Village, Tangelwood, Berkshire Theatre Group and many more cultural attractions here in the ...more »

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

Set within a private lake community with beach access, this contemporary Cape sits on a rare triple lot at the foothills of the Berkshires, offering ...more »