• Great Barrington, MA
• 6 Bedroom
• Contemporary, Shingle Style, Cottage
• 16.76 Acre(s)

The thoughtfully renovated and expanded 1940s Main House is full of exceptional spaces--elegant formal dining and living rooms in front, informal ...more »

• 354 Woodmere Rd, Becket, MA
• 5 Bedroom
• Log
• 4.89 Acre(s)

A private Berkshire lodge with room for everyone.Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square ...more »

• 39,41,43,4 Danoff Lane Ln, Otis, MA
• 9 Bedroom
• Cabin
• 2.14 Acre(s)

2.14 acres with over 200 feet of water-frontage , 4, 3 season cottages all on beautiful Big Pond. This property has a long standing, consistent, ...more »

• 10 Mahkeenac Terr, Stockbridge, MA
• 2 Bedroom
• Cape, Timber Frame, Cottage
• 0.44 Acre(s)

With lake views from your porch, your own dock on the bowl, just minutes to walk/drive to Tanglewood, come and see what you're missing. The house sits...more »

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

Otis Wood Lands lakefront Contemporary with four bedrooms and three full bathrooms. Open kitchen/dining/living area with views of the lake. Spacious...more »

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

Set along the shores of beautiful Pontoosuc Lake, this extraordinary private estate captures the very best of Berkshire waterfront living. Enjoy ...more »

• 307 Sanctuary Ln, Sandisfield, MA
• 4 Bedroom
• Contemporary
• 1.00 Acre(s)

Light, airy & effortlessly inviting this 4 bedroom & 3 full bath home is made for Berkshire Living. Walls of windows & a sun filled sunroom bring the ...more »

• 46 Pinehurst Ave, Pittsfield, MA
• 3 Bedroom
• Cape
• 0.69 Acre(s)

YOUR PRIVATE RETREAT JUST A SHORT WALK TO PONTOOSUC LAKE WITH ENDLESS POTENTIAL!!! Tucked away at the Very End of the Street this 3 Bedroom, 2 Full ...more »

• 130 Ridge Ave, Pittsfield, MA
• 4 Bedroom
• Cape
• 0.28 Acre(s)

Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready ...more »

• 1111 Clubhouse Rd, Tolland, MA
• 4 Bedroom
• Log
• 2.04 Acre(s)

One of the Southern Berkshires' best-kept secrets! This private, family-friendly, four-season community is located near the shores of pristine 175-...more »

• 369 Deer Run Rd, Sandisfield, MA
• 3 Bedroom
• Contemporary
• 1.00 Acre(s)

Little Acorn House - a warm and inviting Otis Wood Lands Contemporary with three bedrooms and three full bathrooms. The dappled morning light ...more »

• 26 & 30 Cove Ln, Hinsdale, MA
• 2 Bedroom
• Ranch
• 0.12 Acre(s)

Exceptional opportunity to enhance an already ideal waterfront home with the inclusion of the adjoining waterfront parcel, 26 Cove Lane. Offering ...more »

• 6 Redwood Ln, Sheffield, MA
• 5 Bedroom
• Cottage
• 0.42 Acre(s)

Enjoy comfortable, move-in-ready living at this inviting Sheffield property, complete with a barn and access to a nearby pond for fishing and kayaking...more »

• 2407 County Road 7 Rd, Copake, NY
• 3 Bedroom
• Contemporary, Chalet, Ranch
• 2.55 Acre(s)

Upper Rhoda Pond waterfront in Copake, New York (southern Columbia County) is a very special place. About 2 hours from NYC, it is a private 78 acre ...more »

• 464 North St, Williamstown, MA
• 3 Bedroom
• NE Farmhouse
• 0.40 Acre(s)

Discover the perfect blend of timeless farmhouse charm and modern updates in this beautifully maintained home, ideally located just a short walk from ...more »

• 732 Main St, Becket, MA
• 3 Bedroom
• Ranch
• 1.00 Acre(s)

Move right into this beautifully renovated 3-bedroom, 3-bath ranch on a picturesque 1-acre lot in the heart of Becket. Designed for comfortable one-...more »

• 92 Ridge Ave, Pittsfield, MA
• 4 Bedroom
• Contemporary
• 0.18 Acre(s)

Wake up each morning to breathtaking sunrises over beautiful Pontoosuc Lake from this exceptional waterfront retreat. Perfectly positioned to capture ...more »

• 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 »

• 46 Linden Ln, Hinsdale, MA
• 3 Bedroom
• Cottage
• 0.27 Acre(s)

DON'T JUDGE A BOOK BY IT'S COVER! This is a must see. Beautifully renovated from 2020-2025, this 3-bedroom, 2-bath Ashmere Lake cottage offers an ...more »

• 12 Harrison Calkins Rd, Alford, MA
• 4 Bedroom
• Cape, Contemporary
• 8.00 Acre(s)

Discover a peaceful retreat in Alford with this charming 4-bedroom, 2.5-bath Contemporary Cape set on more than 8 acres. Relax on the spacious ...more »

• 8 Baker St, Lanesborough, MA
• 3 Bedroom
• Bungalow
• 0.23 Acre(s)

Use your imagination to discover the charm and potential of lake-area living in this nice-sized 3-bedroom, 1-bath bungalow, perfectly situated just a ...more »

• 400 Pine Rd, Otis, MA
• 3 Bedroom
• Bungalow
• 0.44 Acre(s)

Escape to the Berkshires in this charming 3-bedroom, 2-bath home near Otis Reservoir! Featuring vaulted ceilings, abundant natural light, a stunning ...more »

• 19 Sackman Way, Monterey, MA
• 4 Bedroom
• Ranch
• 0.91 Acre(s)

Private Lake Buel access is just steps from this one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you...more »

• 29 Grove Ave, Lanesborough, MA
• 3 Bedroom
• Cape
• 0.46 Acre(s)

Enjoy lakefront living in this charming 3-bedroom, 1-bath home offering beautiful water views and comfortable indoor-outdoor living. The inviting ...more »

• 87 Old Orebed Rd, Lanesborough, MA
• 3 Bedroom
• Log
• 33.52 Acre(s)

Dreaming of your own private sanctuary? 30+ acres await exploration! Enter between two stone pillars and the long winding driveway will take you ...more »

• 79 Cemetery Rd, East Chatham, NY
• 3 Bedroom
• Colonial
• 80.60 Acre(s)

Tucked away in the highly sought-after Red Rock community, Brick House Farm is a rare 80-acre compound offering a distinctive blend of 19th-century ...more »

• 43 Brook Ln, Becket, MA
• 2 Bedroom
• Ranch
• 0.20 Acre(s)

FIXER-UPPER IN LAKE COMMUNITY!Originally a two-bedroom, one bath, four-season cottage, this property has been completely gutted inside, offering the ...more »

• 14 Prospect St, Great Barrington, MA
• 4 Bedroom
• Cape
• 0.29 Acre(s)

'ON THE HILL' Cozy 4 bedroom 1925 Cape, HOUSE BEING SOLD ''AS IS''WALK TO TOWN AND LAKE MANSFIELD. Living room with mini split, custom built cabinets ...more »