This custom-built home seamlessly blends country tranquility with modern convenience. Inside, a gracious foyer leads to formal and informal first floor living spaces designed for comfortable living and gracious entertaining. 4 bedrooms, 3 full and 2 half baths, including a large spacious primary suite, guest room with en suite bath, private home office, well appointed eat- in kitchen with sliders to deck and yard, a screened porch and 2 fireplaces that add warmth and character. The partially finished lower level offers a spacious family room and home gym while the unfinished space provides ample storage. 3 -car garage and spacious mudroom and first floor laundry. A rare opportunity to enjoy privacy, space, and the very best of Berkshire living.

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to

Rare opportunity to own a substantial two-family home in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything. Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement

Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot with a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a family room ,an office, a heated sunroom and a full bath with a lovely soaking tub, and a powder room. The second level has three bedrooms and a full bath. Warm wood-paneled walls crafted from timber harvested on the property add distinctive character throughout. An oversized garage with workshop and upper level provides excellent storage or hobby space, complemented by a barn & shed. Ideally located minutes from all that the Berkshires has to offer. A special home built with craftsmanship and a whole lot of love.

Set against the stunning backdrop of Berkshire East Mountain Resort, this exceptional home offers the perfect blend of comfort, natural beauty, and year-round outdoor recreation. The interior features a beautiful mix of hardwood and wide pine flooring, enhanced by abundant natural light that fills each space with a welcoming glow. Tastefully updated and thoughtfully designed for both relaxation and entertaining, the expansive floor plan provides generous living areas throughout. While town records list the home as a four-bedroom property, there are two additional finished bonus rooms in the basement currently being used as bedrooms. The home is also supported by a seven-bedroom septic system. Step outside you will find a heated in-ground pool perfect for summer days and evening gatherings.

Nestled in the heart of the Berkshires, this exceptional Williamstown residence offers more than 4,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 3 bathrooms. Enjoy breathtaking mountain views from the expansive wrap-around deck--an ideal setting for morning coffee, outdoor entertaining, or simply taking in the beauty of every season. Inside, generous living spaces provide the perfect balance of comfort and elegance, making this home equally suited for everyday living or hosting family and friends. Ideally located just minutes from the cultural and recreational attractions that make Williamstown one of New England's most desirable destinations.

Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide year-round comfort. The spacious primary suite offers a private bath and a serene retreat. Outdoors, a lakeside deck, fire pit and private dock create an inviting setting for entertaining, boating, and relaxed Berkshire living. A truly special waterfront offering.

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories.

Welcome to your own private Berkshire sanctuary. Built just two years ago and thoughtfully designed for modern living, this stunning contemporary home is set on more than 14 secluded acres surrounded by nature. Enjoy the peaceful waterfall, meandering streams, and abundant wildlife right from your backyard. The main level features an open-concept floor plan with seamless flow between the living room, dining area, and kitchen, creating an inviting space. The primary suite offers a private retreat with an en-suite bath, while a half bath serves guests. The lower level offers a family room, second bedroom, and a full bath- ideal for guests. As a newer-construction home, you'll enjoy modern building standards and energy efficiency. Outside, the property's natural beauty truly shines.

Tucked away on a bucolic country road, the only thing more enchanting than this mid-century gem is the magical property it calls home. Wrapped in the quintessential Alford setting, this inviting retreat offers all the amenities one seeks for relaxed country living. Surrounded by mature trees and timeless stone walls, the home exudes warmth & character with its cozy fireplace, front porch, rear deck, and intimate living spaces designed for every season. Whether enjoying a quiet morning coffee overlooking the landscape or gathering fireside after a day outdoors, this is Berkshire living at its finest. Set in low-tax Alford, yet just minutes from the villages of Great Barrington, Stockbridge & West Stockbridge, the location offers easy access to celebrated restaurants, shops, galleries and

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing and electric service, 4 auto car-bay doors, and a separate parking area. There are several possible uses for the property, including a business and/or accessory dwelling unit for possible rental income. The home itself is spacious and bright, combining period detail with updates. High ceilings, wonderful light, crown molding, soapstone counters, farmer's sink, cherry cabinets, & built in hutch.

At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood floors, working brick fireplace, cast-iron clawfoot tub, first-floor primary opening through French doors to a stone patio, stairs to lawn and river. Kitchen and dining open to a deck over the water. Quarry-granite three-car garage, studio cottage with grandfathered footprint, and a second river parcel with 19th-century mill history included. Flood Zone A12; elevation certificate available. READ MORE

Beautifully nestled in a gorgeous yard with wrap around deck and patio to enjoy the peace and tranquility of this setting! Pristine in every way with an open kitchen/dining area, which flows into the Living Room with gas fireplace, gorgeous formal dining room with lovely architectural details throughout; fabulous great room with stone, wood burning fireplace and cathedral ceiling plus a private office over the garage; the best mudroom ever with lots of cubbies and closets, updated kitchen and baths, large primary suite plus 2 additional bedrooms and full bath on the 2nd floor. The lower level is an added bonus with three finished rooms and a walk out to the stone patio and fire pit in the side yard. Brand new septic system! Nothing to do but move in and enjoy! Plus Lenox schools!!

Tucked away in the serene hills of Savoy, this private Berkshire retreat offers the perfect escape from the pace of the inner city. Just a few hours from the NYC and Boston. 141 Griffin Hill delivers the space, quiet, and natural beauty today's buyers are craving. Set on a peaceful, wooded lot, this home invites you to unwind with mountain views, fresh air, and unmatched privacy. Inside, enjoy comfortable living spaces ideal for both relaxing weekends and extended stays. Whether you're seeking a second home, a full-time residence, or an investment opportunity, this property offers flexibility and long-term appeal. Experience the best of the Berkshires--where your weekends feel like a getaway, every time you arrive.

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away—yet is moments from downtown. The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the

Set on 5.01 private acres along a quiet country road with beautiful views of Canaan Mountain, this unique property offers two distinctive homes, exceptional craftsmanship, and endless possibilities for multi-generational living, guest accommodations, or rental income. Set back from the road, the first home blends modern updates with outstanding custom carpentry, featuring detailed moldings and trim throughout. Three bedrooms, two full baths and spacious living areas with a slider leading to a deck with pergola, creating the perfect space to relax and enjoy the peaceful surroundings. Further down the drive, the second home offers a charming and eclectic character all its own. A dramatic vaulted-ceiling living space, custom tin ceiling in the kitchen, and a dining/living area centered

Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and entertaining. Outside, you'll find a large barn, a greenhouse and impeccable gardens ideal for gardening enthusiasts or creative projects. This property is not just a home; it's an opportunity to enjoy the tranquil beauty of West Stockbridge, with its vibrant community and picturesque surroundings. Located minutes from many local attractions including Tanglewood and minutes from the highway.

Steeped in American history, Burn Brae Cottage is a rare and enchanting estate. Built circa 1750 and gifted by Adonijah Bidwell to his daughter Theodosia in 1793 on her wedding day, this beautifully updated home sits on just under 7 sunny acres just one mile from Lake Garfield in low-tax Monterey. The 4-bedroom, 3.5-bath residence features gorgeous wood floors, abundant natural light, and nearly all new windows. The main level offers a kitchen with a 6-burner Bertazzoni range and stainless appliances, a family room with two wood-burning fireplaces, and two enclosed porches (one heated). Outside enjoy pastoral views and open land, private trails to a babbling brook, a new 14.7kW solar array with whole-house battery backup, a 3-car garage with EV charger, and a recently built storage shed.

Barns, Brook & Beautiful Living Uniquely spanning the Williamstown, MA and Pownal, VT state line, this inviting property combines New England charm with exceptional flexibility. The expanded 3,500 sq ft home offers 4 bedrooms and 2 full baths, including an option for a first-floor bedroom. Warm, connected living spaces include a stone-fireplaced family room, open kitchen and dining area, a cozy tavern room with wet bar, and a shaded patio for summer enjoyment. The 3.4-acre Vermont parcel features Broad Brook along its boundary plus two outstanding outbuildings: a 30'×40' insulated and finished barn with office and 12' ceilings, and a 30'×50' three-bay garage with 12' rafter clearance--ideal for vehicles, equipment, hobbies, or future conversion. With the house on 0.6 acres in MA and the