• 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 »

• 542 Water St, Williamstown, MA
• 3 Bedroom
• Contemporary
• 1.23 Acre(s)

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly ...more »

• 19 Lakeside Dr, Tyringham, MA
• 3 Bedroom
• Cottage
• 0.54 Acre(s)

Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in ...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 »

• 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 »

• 10 Mahkeenac Heights Rd, Stockbridge, MA
• 2 Bedroom
• Cabin, Cottage
• 0.14 Acre(s)

Beach days, porch evenings and Tanglewood concerts make this the perfect three-season Berkshire cottage. Vaulted ceilings and a fieldstone fireplace ...more »

• 7 Wheatley Dr, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 6.20 Acre(s)

At the Lenox/Stockbridge town line on the shore of Lily Pond, sits this architectural gem! Offering a rare combination of privacy artfully aligned ...more »

• 304 Hickey Hill Rd, Sheffield, MA
• 4 Bedroom
• Colonial, NE Farmhouse, Historic
• 16.49 Acre(s)

This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, ...more »

• 729 Hewins St, Sheffield, MA
• 5 Bedroom
• Contemporary
• 70.00 Acre(s)

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a ...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 »

• 309 Tamarack Trail, Sandisfield, MA
• 3 Bedroom
• Contemporary
• 1.00 Acre(s)

Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This cozy home has an open concept kitchen/living/dining area with vaulted ...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 »

• 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 »

• 311 Tamarack Trail, Sandisfield, MA
• 3 Bedroom
• Contemporary
• 1.00 Acre(s)

This 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood ...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 »

• 132 North Main Rd, Sandisfield, MA
• 3 Bedroom
• Split Level
• 94.00 Acre(s)

Cross the charming historic-style covered bridge and enter a world of privacy, nature, and endless possibilities. This remarkable 94-acre sportsman's ...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 »

• 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 »

• 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 »

• 51 Cherry Rd, Richmond, MA
• 2 Bedroom
• Other
• 0.40 Acre(s)

The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater...more »

• 263 Shore Rd, Richmond, MA
• 1 Bedroom
• Cottage
• 0.18 Acre(s)

A charming year round cottage just steps from the private community beach. This irresistible one bedroom and one bathroom cottage delivers the best of...more »

• 2044 State Rd, Richmond, MA
• 3 Bedroom
• Ranch
• 22.00 Acre(s)

With 22+ acres of residential/agricultural zoned land, open fields, wooded borders, and a lovely little pond, the simplistic, quiet, natural beauty of...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 »

• 150 Cedar Heights Rd, Rhinebeck, NY
• 3 Bedroom
• Cape
• 10.37 Acre(s)

Privately sited across 10.37 park-like acres, this fully updated residence stands as an elevated countryside sanctuary, positioned moments from ...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 »

• 23 Aspen Way, Pittsfield, MA
• 4 Bedroom
• Embank Ranch
• 0.00 Acre(s)

Perfectly situated in a highly sought-after community just moments from the scenic waters of Pontoosuc Lake, and conveniently located near the main ...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 »

• 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 »