A private Berkshire lodge with room for everyone. Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square feet of living space across three finished levels. It is an ideal retreat for gathering family and friends, with ample space for everyone to spread out. At the center of the home is a dramatic two-story great room, where a massive stone fireplace rises through the soaring wood-paneled space. Large arched windows fill the room with natural light and views of the surrounding trees, while the open loft above adds to the lodge-like scale and character. The bright kitchen opens directly to the great room and features a Viking range, butcher-block island, generous workspace, and an eat-in area.

Wake up each morning to breathtaking sunrises over beautiful Pontoosuc Lake from this exceptional waterfront retreat. Perfectly positioned to capture panoramic water views, this stunning 4 bedroom, 3 bath home offers the ideal blend of comfort and style. An inviting open-concept floor plan is designed to maximize the spectacular views, seamlessly connecting the spacious living, dining, and kitchen areas to create the perfect setting for entertaining or simply relaxing by the water. Outside, enjoy the the expansive Trex decking overlooking the lake, a large private dock, gazebo and an outdoor shower. Whether your are searching for a year round lakefront home or the ultimate vacation getaway, this home delivers lake life at its best!

Perched above the historic Great Barrington railroad station, this bright turn-of-the-century Victorian offers an appealing combination of character, privacy, and in-town convenience. Lovingly maintained and renovated over 25 years of ownership, the home has benefited from numerous improvements including a new roof and boiler. With an elevated setting overlooking downtown, the property enjoys a surprising sense of seclusion while remaining just two blocks from the heart of town. Inside, three bedrooms, two full baths and an eat-in kitchen provide comfortable everyday living. Additional bonus spaces in the attic and basement offer flexibility. Filled with the character and warmth of an earlier era, enjoy the pleasure of living within easy walking distance of the town's shops and resturants.

Lovely Carriage House in splendid location. Just minutes from prestigious Clark Art Institute with its world-renowned collection of French Impressionist and American Art, and the numerous trails wandering through the meadows and woodlands of its 140 acre campus, and a stone's throw from the outstanding Taconic Golf Club, this charming residence, once part of the Cluett Estate, affords privacy with its 1.4 acres as well as proximity to all Williamstown has to offer. The four bedroom, three and one half bath home features a stellar and spacious living room with large woodburning fireplace, a formal dining room opening to a screened porch overlooking the pleasing grounds, a warm bookcase-lined den with another fireplace, a kitchen with breakfast nook. and stone terraces. With ample room

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 picturesque acres. This exceptional property offers a rare combination of historic charm and modern comfort, with ample acreage for farming or livestock, ponds, barns, an in-ground pool, and more. The main residence features 5 bedrooms and 4 bathrooms, while the attached guest house offers 2 bedrooms and 2 bathrooms, providing flexibility for extended family, guests, or multi-generational living. Step inside this timeless home to discover thoughtful modern upgrades designed for everyday living. A spacious mudroom at the rear entrance keeps daily life organized, while the stunning kitchen—complete with stainless steel appliances, granite countertops

Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3 finished levels of flexible living space designed with an open concept. The 1st floor primary suite provides the ease of one-level living and features a newly renovated bathroom with walk-in shower, creating a spa-like retreat with tasteful tile finishes.

Uncommonly Superb View -- A Vermont Meadow Retreat Tucked quietly into a broad meadow and surrounded by lush Vermont landscape, this property enjoys one of those rare, completely unspoiled western vistas: a full, harmonious sweep of the Taconic Mountain ridgeline, framed perfectly within human scale. The almost 40 acre setting--meadow bordered by deep woodland--creates a sense of arrival, privacy, and permanence that is difficult to replicate. The architect designed home blends natural materials inside and out, offering a calming, organic environment that feels inseparable from the land around it. One of the sellers' guiding goals the architect skillfully interpreted, was harmony with the landscape, expressed most beautifully in the roofline: ... (see more)

Spacious Berkshire Contemporary with Pool in Becket Woods! Set on more than five acres in Becket's premier residential community, this inviting contemporary offers spacious living areas, an inground pool, hot tub, and plenty of room for family and guests. The surrounding woodlands provide a peaceful setting, while Becket Woods' swimming pond, hiking trails, tennis, pickleball, and basketball courts offer recreation just beyond your doorstep. Inside, soaring wood ceilings, exposed beams, and expansive windows bring natural light and views of the surrounding landscape into the great room. A stone fireplace provides a focal point, with the kitchen and dining area opening directly to the main living space. A glass door leads to a spacious deck with a hot tub and seating area.

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck, waterside gazebo, and screened porch with hot tub connection--perfect for entertaining or relaxing in every season. The bright open-concept interior includes 4 bedrooms and 3 full baths, highlighted by a dramatic great room with knotty pine ceilings, a wood-burning stove with stone hearth, and direct deck access overlooking the water. The spacious primary suite also opens to the deck and features its own

Southern Vermont's Breeze Mountain offers a rare private retreat on 25.3 acres along the southern slopes of Mt. Anthony, with expansive Taconic Range views, abundant wildlife and peaceful woodland surroundings. Designed by architect Michael McDonough, the contemporary home draws inspiration from Swiss-French architect Le Corbusier, featuring light-filled, open living spaces. Enjoy expansive stamped-concrete decks, including a 20' x 40' entertaining area. A separate studio/workshop with its own apartment, bedroom, bath and kitchenette offers exceptional flexibility for creative pursuits or additional living space. Solar array with Tesla battery storage, mini-split heating and A/C on all three floors, two wood stoves, EV charger and new 2025 roofs on both buildings add modern comfort and eff

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a private well, installed septic system, underground electric, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.

Western Views! Nestled in the treetops of Alford, 130 East Road brings the beauty of the Berkshires into everyday life, just minutes from the shops, restaurants, and galleries of Great Barrington. The open living space is anchored by a wood-burning fireplace and flows naturally toward the kitchen and a beautiful screened room--a favorite place for long summer dinners or a quiet morning coffee. A generous wraparound porch extends the living space into the trees, with room to settle in and enjoy the setting. The first-floor primary suite and a separate office make the main level especially comfortable. Upstairs, two bedrooms each have their own ensuite bath, offering privacy for family and guests. The walkout lower level adds flexible space for recreation, visitors, or a little of both

Contemporary home built in 2012 on over 11 acres walking distance to Stockbridge center. Original house was taken down and this sun-drenched home was built on the saved footprint. Main floor has a small living area off the entry open to large kitchen and dining with sliders to the deck, primary suite with walk-in closet and deck access, 1/2 bath and access to the oversized garage. Second floor has vaulted ceilings, a large landing, second living area, 2 guest rooms with a hall bath and another primary suite. There are two porches off the second floor, one small off the primary and the other flanking the East side - covered for protected enjoyment. The Konakpot Brook winds through the back of the 11+ acres giving access to fishing and just relaxing by the water.

A prominent downtown Great Barrington location with an established professional tenant mix. Offering 6,121 square feet of commercial space on 0.48 acres. Built in 1900 and spanning two floors, the property features four office spaces and seven half bathrooms, providing a flexible configuration for professional and service-oriented uses. The building is fully occupied. Located in the heart of downtown Great Barrington with excellent visibility. Surrounded by an established mix of restaurants, shops, professional services, and cultural destinations. With its prominent location, existing tenancy, parking, and flexible two-story layout, 168 Main St. presents a distinctive commercial investment opportunity in the Berkshires.

Income producing 8-family home with detached 3-bay garage , located on an almost half an acre corner lot ! The property is fully occupied, and the 3 garage bays are rented as well, offering additional income. The apartments have separate heat, hot water and electricity and there is plenty of off-street parking. This is a great opportunity to own a great rental property in a desirable town and convenient location, close to shops, restaurants. and other Easthampton attractions!

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath** Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interior Chef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertaining Radiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate control Solid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes 4-Season Porch**

Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x 40' heated gunite pool, an outdoor enclosed shower, a large stone patio, and the year-round Loom Brook flowing through the woods. The lower level includes a sauna, exercise pool, and utilities. A two-car garage connects to a mudroom with laundry, half bath, and outdoor shower, plus a large bonus room above. A rare opportunity at this price in scenic, convenient Monterey, with fiber internet.

Income producing 8-family home with detached 3-bay garage , located on an almost half an acre corner lot ! The property is fully occupied, and the 3 garage bays are rented as well, offering additional income. The apartments have separate heat, hot water and electricity and there is plenty of off-street parking. This is a great opportunity to own a great rental property in a desirable town and convenient location, close to shops, restaurants. and other Easthampton attractions!

14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.