• 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 »

• 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 »

• 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 »

• 775 Williamstown Rd, Lanesborough, MA
• 11 Bedroom
• Colonial, Post and Beam, Historic, Contemporary
• 161.00 Acre(s)

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4...more »

• 31 North Rd, Chesterfield, MA
• 5 Bedroom
• Colonial
• 55.00 Acre(s)

The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn ...more »

• 307 Stanley Rd, Otis, MA
• 5 Bedroom
• Contemporary
• 1.14 Acre(s)

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family...more »

• 139 Charlie Hill Rd, Millerton, NY
• 4 Bedroom
• Timber Frame
• 12.55 Acre(s)

Western-facing sunset views over the Catskill Mountains--the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with ...more »

• 293 New Marlborough-sandisfield Rd, New Marlborough, MA
• 5 Bedroom
• Contemporary, Shingle Style
• 13.85 Acre(s)

Just a half mile beyond New Marlborough village, this architectural gem offers 5,653 square feet of superior craftsmanship in an enchanting private ...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 »

• 83 Schmeichel Rd, Hillsdale, NY
• 4 Bedroom
• Contemporary
• 18.50 Acre(s)

Custom contemporary home built in 1996 with thoughtful gathering spaces. Main floor has a vaulted ceiling living room with fireplace, open to dining ...more »

• 347 Pine Rd, Otis, MA
• 3 Bedroom
• Contemporary
• 0.29 Acre(s)

Discover a rare lakefront opportunity on Otis Reservoir with amenities seldom found in one property. Combined with the lower lot, enjoy 62 feet of ...more »

• 124 Egremont Plain Rd, Egremont, MA
• 4 Bedroom
• Colonial, Timber Frame, Contemporary
• 4.62 Acre(s)

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded ...more »

• 1001 Canaan Southfield Rd, New Marlborough, MA
• 4 Bedroom
• Colonial
• 23.60 Acre(s)

Step into history at 1001 Canaan Southfield Rd, a rare 1797 Colonial estate set on over 23 breathtaking acres of mature, landscaped grounds. This ...more »

• 400 Rathbun Rd, Hancock, MA
• 5 Bedroom
• Contemporary
• 26.81 Acre(s)

Perfectly positioned on the border of Hancock and Williamstown, this striking Post & Beam contemporary estate offers a rare blend of architectural ...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 »

• 9 Prospect Lake Rd, Egremont, MA
• 4 Bedroom
• Cape
• 3.69 Acre(s)

LOCATION, LOCATION, LOCATION. This terrific home is in low-tax Egremont, setback from road, & is a short walk to French Park which sports new tennis/...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 »

• 233 Narragansett Ave, Lanesborough, MA
• 5 Bedroom
• Colonial, Split Level
• 0.25 Acre(s)

Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional ...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 »

• 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 »

• 63 Blythewood Dr, Pittsfield, MA
• 5 Bedroom
• Contemporary
• 3.42 Acre(s)

Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning...more »

• 138 Kingsley Rd, East Otis, MA
• 3 Bedroom
• Contemporary
• 0.52 Acre(s)

If you dream of having a beautiful, elegant property on a tranquil waterfront, this home could make it a reality. Light, bright and perfectly ...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 »

• 13 Hayes Pond Rd, Otis, MA
• 4 Bedroom
• Contemporary
• 3.04 Acre(s)

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated...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 »

• 25 Nobletown Rd, Hillsdale, NY
• 4 Bedroom
• Raised Ranch
• 300.80 Acre(s)

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast...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 »

• 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 »

• 757 South Main St, Lanesborough, MA
• 5 Bedroom
• Colonial
• 0.73 Acre(s)

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire ...more »