• 77 Seekonk Cross Rd, Great Barrington, MA
• 5 Bedroom
• Other
• 30.93 Acre(s)

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and ...more »

• 25 Sheffield Rd, Egremont, MA
• 11 Bedroom
• Barn, Timber Frame, Gambrel/Dutch, Historic, Colonial, Carriage House
• 67.00 Acre(s)

Tullar Farm is a rare opportunity to own a remarkable piece of Berkshire history--where timeless architecture, modern comfort, and natural beauty come...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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 535 Main Rd, Monterey, MA
• 10 Bedroom
• Colonial, Historic
• 7.70 Acre(s)

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless ...more »

• 161 Beartown Mountain Rd, Monterey, MA
• 4 Bedroom
• NE Farmhouse
• 30.00 Acre(s)

Set on 30 private acres bordering Beartown State Forest, this exceptional Berkshire estate offers a rare combination of timeless farmhouse ...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 »

• 327 Chester Rd, Becket, MA
• 2 Bedroom
• Cape
• 220.00 Acre(s)

Fabulous Property with ponds, rushing streams, huge acreage & a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks ...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 »

• 89 Undermountain Rd, Egremont, MA
• 5 Bedroom
• Contemporary
• 30.44 Acre(s)

Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across ...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 »

• 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 »

• 17 Cronk Rd, Monterey, MA
• 5 Bedroom
• Barn, Post and Beam, Arts and Crafts
• 28.00 Acre(s)

Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and ...more »

• 350 Old Cheshire Rd, Lanesborough, MA
• 5 Bedroom
• Colonial, Post and Beam, NE Farmhouse
• 102.00 Acre(s)

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--...more »

• 10 Berkshire Heights Rd, Great Barrington, MA
• 4 Bedroom
• Victorian
• 0.75 Acre(s)

Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle ...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 »

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

Spectacular Homestead! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance ...more »

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

Just beyond New Marlborough Village this architectural gem showcases 5,653 square feet of superior craftsmanship along the Umpachene River. Built in ...more »

• 69 Cone Rd, Middlefield, MA
• 3 Bedroom
• Contemporary, Timber Frame
• 62.00 Acre(s)

Set on approximately 62 acres spanning both sides of Cone Road, Middle Branch Overlook Estate offers sweeping southeast views across the Middle Branch...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 »

• 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 »

• 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 »

• 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 »

• 22 Lime Rock Ln, Monterey, MA
• 3 Bedroom
• A-Frame
• 0.65 Acre(s)

A rare opportunity on Lake Garfield, this mid-century A-frame and two-story barn are being offered for the first time since the home was built in 1965...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 »

• 4 Sheffield Rd, Egremont, MA
• 3 Bedroom
• Colonial
• 0.55 Acre(s)

Magical Egremont setting. Step into timeless charm with the comfort and craftsmanship of a beautifully renovated 1860 home abutting Karner Brook. ...more »