• 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 »

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

Otis Wood Lands lakefront Contemporary on OWL Lake with four bedrooms and three full bathrooms. Open kitchen/dining/living area with views of the ...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 »

• 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 »

• 6 Bay Ln, Sheffield, MA
• 4 Bedroom
• Cape
• 12.89 Acre(s)

Views, privacy, and frontage on Mill Pond. This custom built classic Gilligan house is the perfect home for hosting family and friends with plenty of ...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 »

• 525 Andrea Dr, Stamford, VT
• 5 Bedroom
• Contemporary
• 37.77 Acre(s)

The Ultimate Vermont Mountain Sanctuary:Discover total serenity at the end of a winding gravel road. Encircled by 37 acres of pristine woods, a ...more »

• 15 Interlaken Cross Rd, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 5.30 Acre(s)

Stockbridge Contemporary surrounded by 5+ acres of privacy and deeded rights to the Beachwood Association private beach is just waiting for you to ...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 »

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

Bring your BOAT and enjoy all that the Stockbridge Bowl has to offer. This charming home has deeded rights to the lake, as well as its own dock space!...more »

• 17 Beachwood Dr, Stockbridge, MA
• 3 Bedroom
• Cottage
• 1.30 Acre(s)

Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' ...more »

• 10 Mahkeenac Shores Rd, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 0.12 Acre(s)

Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full ...more »

• 5-a Butler Rd, Stockbridge, MA
• 3 Bedroom
• Colonial, Contemporary
• 2.88 Acre(s)

This Stockbridge home has it all...privacy, protected view, river frontage, plenty of room for all washed with natural light and location, location, ...more »

• 26 Mahkeenac Rd, Stockbridge, MA
• 3 Bedroom
• Ranch
• 0.23 Acre(s)

Have you been dreaming of fun on Stockbridge Bowl? The time is now! Built in 2011, this lovely home is directly across the street from the beloved ...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 »

• 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 »

• 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 »

• 5 Pomeroy St, West Stockbridge, MA
• 3 Bedroom
• NE Farmhouse, Other
• 0.32 Acre(s)

Welcome to 5 Pomeroy St. in the heart of charming West Stockbridge, where small-town New England character meets the beauty of the Berkshires. Ideally...more »

• 7 Swamp Rd, West Stockbridge, MA
• 4 Bedroom
• Colonial
• 0.31 Acre(s)

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an ...more »

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

Set across 30+ pristine Berkshire acres, this property offers sweeping westerly mountain views, gently rolling fields, and Cone Brook running the ...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 »

• 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 »

• 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 »