• 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 »

• 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 »

• 221 Ashmere Rd, Hinsdale, MA
• 2 Bedroom
• Colonial
• 0.40 Acre(s)

Rare opportunity to own a premier .40 acre waterfront parcel on beautiful Ashmere Lake with over 172 feet of lake frontage and exceptional views. ...more »

• 36 Millard Rd, Egremont, MA
• 5 Bedroom
• Tudor
• 18.46 Acre(s)

Stunning Views! Exquisite Tudor-style stucco estate set on more than 18 breathtaking acres with panoramic views and a winding approach that creates an...more »

• 169 Mount Hunger Rd, Monterey, MA
• 4 Bedroom
• Contemporary
• 2.45 Acre(s)

ENJOY STUNNING VIEWS FROM EVERY ROOM OF LAKE GARFILED, THE CONNECTICUT HILLS AND THE CATSKILL MOUNTAINS. THIS BRIGHT SUNFILLED HOME SITUATED HIGH UP ...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 »

• 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 »

• 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 »

• 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 »

• 470 Harrington Dr, Austerlitz, NY
• 5 Bedroom
• Contemporary
• 31.33 Acre(s)

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The ...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 »

• 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 »

• 454 Seneca Dr, Becket, MA
• 3 Bedroom
• Contemporary
• 2.10 Acre(s)

Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational ...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 »

• 95 Town Hill Rd, Middlefield, MA
• 4 Bedroom
• Colonial
• 16.00 Acre(s)

Set on 16 private acres, this four-bedroom, one-and-a-half-bath home has been lovingly updated while preserving its rustic warmth and character. ...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 »

• 48 Canterbury Ln, Hinsdale, MA
• 4 Bedroom
• Log
• 0.33 Acre(s)

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. ...more »

• 1571 Pleasant St, Lee, MA
• 4 Bedroom
• Cape
• 0.98 Acre(s)

Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A...more »

• 13 Tremper Property Assn Rd, Canaan, NY
• 2 Bedroom
• Cottage
• 1.00 Acre(s)

Step back to a simpler time and experience the magic of this vintage Queechy Lake cottage. Built in 1920, this home has been carefully updated and ...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 »

• 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 »

• 410 Long Bow Ln, Becket, MA
• 3 Bedroom
• Gambrel/Dutch
• 2.35 Acre(s)

Tucked into the woods of Sherwood Greens and just a short walk to Long Bow Lake's private beach, this home is the kind of Berkshire retreat you have ...more »

• 3664 Jacobs Ladder Rd, Becket, MA
• 3 Bedroom
• Cottage
• 0.80 Acre(s)

Enjoy life on Greenwater Pond in the Berkshires! The views, boating, fishing or just relax and at the end of the day watch the beautiful sunsets all ...more »

• 8 Heberts Cove, Monterey, MA
• 1 Bedroom
• Cottage
• 2.01 Acre(s)

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire ...more »

• 60 Cottage St, Great Barrington, MA
• 4 Bedroom
• NE Farmhouse
• 1.04 Acre(s)

Positioned within walking distance to the vibrant downtown of Great Barrington, this property offers a unique opportunity for Homeowners, investors, ...more »

• 240 Kirchner Rd, Dalton, MA
• 3 Bedroom
• Cabin, Ranch, Log
• 0.98 Acre(s)

OPEN HOUSE SATURDAY 10:00am - 11:30am *** Imagine sipping your morning coffee looking out at your own backyard pond, then heading out to hike local ...more »

• 275 Pine Cone Ln, Hinsdale, MA
• 4 Bedroom
• Contemporary, Other
• 0.00 Acre(s)

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one ...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 »

• 34 Millard Rd, Egremont, MA
• 5 Bedroom
• Contemporary
• 15.36 Acre(s)

Perched high on one of Egremont's most desirable country roads, this exceptional estate offers breathtaking panoramic views stretching more than 30 ...more »