• 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 »

• 70 Sunrise St, Lanesborough, MA
• 4 Bedroom
• Cottage
• 0.20 Acre(s)

A GREAT OPPORTUNITY WAITS FOR YOU. A FOUR BEDROOM, TWO BATH HOME 75 FEET FROM THE BEACH WITH VIEWS OF PONTOOSUC LAKE, AT A VERY REASONABLE PRICE. THIS...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 »

• 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 »

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

OPEN HOUSE Sunday, Oct 18 1 PM to 2:30 PM. Tucked along a desirable Dalton road, this 3 bedroom, 1.5 bathroom log cabin offers rustic charm, a ...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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 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 »

• 34 Queechy Shores Beach Rd, Canaan, NY
• 3 Bedroom
• Cottage, Log
• 0.36 Acre(s)

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings ...more »

• 1791 Algerie Rd, East Otis, MA
• 3 Bedroom
• Contemporary
• 2.07 Acre(s)

Beautifully refurbished home in the Berkshires with deeded rights to the White Lily Pond Association, offering access to a private beach, tennis and ...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 »

• 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 »

• 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 »

• 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 »

• 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 »

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

Find Your North Star in the Berkshires! The pinnacle of value priced $250,000 below appraised value and $450,000 below assessed value! A private ...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 »

• 173 King Richard Dr, Becket, MA
• 3 Bedroom
• Contemporary
• 0.41 Acre(s)

Beautiful escape beside Little Robin Lake. This beautifully remodeled home features three inviting bedrooms and two elegant bathrooms, perfect for ...more »

• 138 Seneca Dr, Becket, MA
• 6 Bedroom
• Contemporary
• 0.00 Acre(s)

If your dream is to have a Berkshire country getaway that is large enough to have the whole family come and enjoy. We can make your dream come true. ...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 »