An extraordinary opportunity to create a truly exceptional Berkshire estate. Set along a quiet country road in Williamstown, this stunning 17-acre parcel offers a rare combination of sweeping views, privacy and the natural beauty of the Berkshires. Surrounded by picturesque countryside, the expansive acreage provides an exceptional canvas for a private residence, country retreat or weekend escape. Imagine designing your dream home to embrace the breathtaking views and serene landscape while enjoying the peace and seclusion of this remarkable setting. Ideally located just minutes from Williams College, the Clark Art Institute, and the charming shops, restaurants, and cultural offerings of downtown Williamstown.

CLOSE BEFORE YEAR-END & SAVE! Seller is offering up to $10,000 towards buyers closing costs. (close before 12/31/26) Reintroducing 56 Victoria Lane, with a new roof, freshly painted rooms, areas with new landscaping and more! Set on a hilltop, the end of a cul-de-sac in desirable Lanesborough, offering the perfect blend of privacy, space & functionality. This 3-bedroom, 2-bath home features over 2,600 square feet of living space & a versatile layout designed to fit a variety of lifestyles. The first floor offers 2 bedrooms & a full bath, ideal for guests, one-level living, or a convenient home office. The main living areas are filled with natural light & offer a comfortable flow for entertaining. Upstairs offers a spacious primary en-suite. Located near Jiminy Peak. Great Airbnb option.

Set on a quiet corner lot in the village of Housatonic, this cozy cape has 3 bedrooms 2.5 baths. The first floor has the Primary ensuite bedroom, kitchen, dining room, living room with fireplace, den, half bath and a Hugh sunroom, 2 bedrooms and another full bath on the second floor. Private back yard and minutes from all Berkshire amenities.

The driveway winds through mature woods before opening to an expansive setting that includes the 7.5-acre house parcel plus an adjacent 2.8-acre lot. Approximately one acre of lawn and mowed field surrounds the two-story home, providing sunlight and ample space for gardening, recreation, animals, or simply enjoying open land. Built in 1950, the home features an open floor plan connecting the living, dining, and kitchen areas--an arrangement that can be easily re-imagined or updated to suit a buyer's vision. The great room showcases natural wood finishes, a cathedral ceiling, and a fireplace. A sunken sunspace captures the southeastern light beautifully, especially in the winter months and a 3-season porch for warm summer days.

THE ULTIMATE FOUR SEASON BERKSHIRE RETREAT- Tucked away on 3.6 serene acres, this bright & airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances & family room with wood stove, perfect for relaxation & entertaining. Two additional guest rooms & a den. The newly completed primary suite boasts a beautiful bathroom & an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo & shed. Located just minutes from the slopes of Ski Butternut & downtown Great Barrington, this turnkey property also features a proven track record as a short & long term rental MORE

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into the dining and sitting area with direct access to the deck, creating an inviting indoor-outdoor feel. The living room is anchored by a beautiful gas fireplace and oversized windows that bring in natural light throughout the day. Three well-proportioned bedrooms include a primary suite with spa bath.

Just over the hill from Tanglewood, down a quiet country road, this year-round Richmond retreat blends privacy, rustic character, and expert craftsmanship. The heart of the home is the vaulted great room, where exposed beams, a loft balcony, and a wood stove create a warm gathering space that flows seamlessly into a beautifully crafted three-season porch with interchangeable glass and screen panels overlooking the woodland. Thoughtfully designed to preserve the home's original rustic charm, the spacious primary suite is a private retreat featuring vaulted ceilings, a sitting area with a gas stove, an ensuite bath with a soaking tub, and laundry. Wraparound decks further extend the living space outdoors, embracing the natural landscape. The walk-out lower level provides excellent storage

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining.

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

Welcome to 12 Mountain St, a quintessential colonial masterpiece that blends classic elegance with modern functionality. Spanning over three expansive, light-filled floors, this stunning home offers five spacious bedrooms and 3.5 bathrooms, providing the ideal layout for those who love to entertain. The chef's kitchen is designed to inspire with high-end finishes, including a vast center island, a professional-grade Six-burner gas stove w/pot filler, chic quartz countertops. With an abundance of cabinetry and a dedicated, organized pantry featuring custom built-ins, this kitchen is as practical as it is beautiful. Gleaming hardwood floors flow throughout the main level, creating a seamless, inviting atmosphere. Ascend to the second floor, where you will find a tranquil primary en suite wit

Sweet, well-maintained Cape-style home just up the hill from downtown Lee, offering 3 bedrooms on nearly half an acre. The home features a recently remodeled kitchen with maple cabinets and granite countertops, newly remodeled bathroom, enclosed front porch, and insulated second-floor bonus room with flexible living space. Recent improvements include newer electrical wiring, a roof approximately seven years old, and a furnace approximately twelve years old. The fenced backyard is an exceptional retreat with a new in-ground pool and retractable cover, hot tub, separate 10' x 16' heated studio/pool house, and garden shed. Walk to downtown Lee and the golf course, with easy access to the Mass Pike.

This charming Colonial is set back from the road and perched on a hill overlooking a beautiful, sun-filled yard. The private setting features mature landscaping, including apple, peach, and cherry trees, a lovely garden, and a wonderful patio perfect for relaxing or entertaining. Inside, enjoy the open living, kitchen and dining , heated sunroom, bonus room off the kitchen for an office, playroom or laundry room along with 3 bedrooms upstairs and 2.5 baths. Recent improvements include new kitchen and primary bathroom updates, mini-splits, new windows, 200-amp electrical panel, owned solar panels, a five-year-old roof, and an EV charger.

Set in the sweet village of Glendale bordering the protected lands of the Laurel Hill Association, this charming property offers a wonderful blend of character, craftsmanship, and Berkshire beauty. The three-bedroom, two-bath main house is filled with warmth and personality, with charming details throughout. A large timber frame workshop presents buyers with many options, such as a home based business, art studio, or additional living space. The property's exceptional stonework is a true highlight. The home was previously owned by a renowned local mason, and his craftsmanship can be seen throughout the exterior in the beautiful stone walls and thoughtful landscape features that give the property a distinctive sense of place.

Be home for the holidays in this truly special Berkshire retreat, where rustic charm, natural beauty, and complete privacy come together. Nestled on over three acres of serene, beautifully landscaped grounds, this one-of-a-kind Lanesborough home offers a peaceful escape surrounded by nature and wildlife. Inside, gorgeous exposed wooden beams, soaring vaulted ceilings, and a magnificent stone fireplace create a warm and inviting atmosphere, perfect for celebrating the holiday season and making lasting memories. The expansive first-floor primary suite features walk-in closets and a spacious en-suite bathroom. A welcoming front porch and spacious deck provide beautiful settings to relax, entertain, or simply enjoy the tranquility of your surroundings.

Perched high above a serene, bucolic country setting, this warm and inviting three-level home perfectly blends private seclusion with everyday convenience. Offering spacious open-plan living, the home features a dramatic, floor-to-ceiling stone fireplace in the great room that anchors the space with timeless rustic elegance.The seamless flow connects the living area, dining space, and kitchen--ideal for both quiet evenings and effortless entertaining. Just off the first-floor primary suite, a dedicated hot tub room offers a private year-round retreat. Upstairs, an open office loft looks down over the great room, accompanied by two guest bedrooms and a full bath. The walk-out lower level expands your living space with a large family room and laundry room,complemented by abundant storage

Welcome to 28 Mountain Pond Lane, a stunning raised ranch nestled on a private 3.29-acre parcel in New Ashford, MA. This charming home features 3 bedrooms and 2.5 baths, eat in kitchen & great room currently used as a studio offering ample space for comfortable and flexible living. The oversized 3-car garage provides plenty of storage, while the large multi-tiered deck and beautiful concrete patio in the rear create the perfect outdoor oasis for entertaining or relaxing. Surrounded by mature gardens, this property exudes tranquility. Additional highlights include a backup generator and various other features that enhance the home's appeal. Experience serene living in this picturesque setting--your dream home awaits!

This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old roads, past old house and school foundations, wells, and stone walls enclosing abandoned sheep pastures. The property is up the hill from the Chester Theatre, and within easy reach of many cultural venues including Jacob's Pillow, the Mahaiwe, Tanglewood, Mass MoCA, and the vibrant four college community. This peaceful hardwood forest offers a natural wildlife habitat,and significant timber value

Dramatic Price Reduction creates opportunity for updates and remodel. Gracefully situated on a gentle sloping hillside street this distinctively designed, quality built, multi-level home offers distant neighborhood mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home to embrace privacy, natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peaceful

A One-of-a-Kind Contemporary Woodland Retreat with seasonal Mount Greylock Views, in town location and a stone's throw to everything Williams College and the ''Village Beautiful'' Williamstown. Discover a truly unique property in the heart of the Berkshires, offering the privacy and beauty of a woodland retreat with the distinctive character of a contemporary home and an extraordinary opportunity to own two contiguous original parcels of land. This three-level residence features 4 bedrooms, two full bathrooms, a spacious kitchen and dining area, and a large living room designed to take advantage of the surrounding natural beauty. The home's elevated setting provides views of Mount Greylock from the front windows in the spring, winter & fall seasons, bringing one of the Berkshires' most

Rare opportunity to own an original Becket Woods home! This beautiful contemporary home nestled on 4+ acres offers privacy, seasonal water views, year-round mountain views, and sunsets you won't want to miss! Open concept, floor to ceiling windows, 2 fireplaces, unique floating floor, large exposed wood beams, newly refinished pine floors, new carpeting in 2 bedrooms, newly renovated 1st floor bath. Finished basement with bedroom, full bath and walkout slider. Enclosed screened porch, open deck off main living area, additional deck off the primary bedroom. 26x40ft garage with 12ft doors built in 2019 can be used for a variety of purposes. LP Smartside siding, 50yr asphalt shingles and Anderson A-Series windows installed in 2016. See supplement remarks for more information.