Welcome to 11 Sergeant, ideally located on a quiet side street around the corner from Stockbridge's historic Main Street. This property includes a well-maintained main house and a separate barn with ADU potential. The main house features an updated kitchen that opens to a bright den overlooking the backyard. The first floor also includes a powder room, dining room, and formal living room. Upstairs are 2 spacious bedrooms and 2 full bathrooms, with additional finished space on the third floor. The barn offers flexible use with one garage bay, a first floor studio space, and separate guest quarters on the 2nd floor with a large living room/kitchenette and ensuite bedroom.

This exceptional home is ideally located within walking distance of the town center and Williams College. Set alongside protected conservation land, the property offers a rare blend of convenience, privacy, and natural beauty and is also located in a highly desirable Williamstown neighborhood. The property has direct backyard access to Lower Linear Park walking trails, the Mohican Trail bike path, a public tennis court, a nearby dog park, and river recreation areas, all just a few minutes' walk away.The home features a spacious and private backyard, secluded from the street, which provides a peaceful setting. The yard is beautifully framed by mature landscaping and is complemented by mountain views of the Appalachian Range, which can be enjoyed from a large deck. SEE MORE TAB

New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. Th

Experience refined country living in this completely reimagined masterpiece by Wingate Ltd. Spanning 3 floors of gracious living space, 594 Shunpike offers architectural drama and modern efficiency on a truly scenic Berkshire corridor. Inside, a sculptural staircase leads to a sun-drenched open living area with white oak floors and a gas fireplace. This open plan flows into the chef's kitchen with stone counters, and high-end SS appliances with multiple deck access points. Three independent suites offer flexibility and true privacy. The main suite being an oasis of comfort and relaxation. The walk-out lower level serves as the guest wing and includes a billiard room, wet bar, and plenty of sleeping accommodations. One could even turn it into an in-law apartment.

This fully renovated 3-bedroom, 2-bath home on Peppermint Brook, an estuary of Lake Garfield, offers bright, open living with a seamless indoor/outdoor feel. Renovated in 2019 with thoughtful design, it includes a sleeping loft and a flexible third bedroom that can double as a den. Launch your kayak, canoe, or paddleboard right from the backyard into the brook or to the lake. While part of Sylvan Road HOA, this property is exempt from road maintenance dues, yet still enjoys deeded access to private, quiet, southwest-facing Lad's Beach for a fee of $275/yr. Tucked away in a quiet natural sanctuary, this home is a serene escape in beautiful Monterey -- perfect for relaxing weekends, hosting guests, and enjoying nature. Move-in ready with nothing left to do. Fiber internet.

Modernist retreat in a pastoral Berkshire setting; an artful sanctuary where design, landscape, and light exist in quiet harmony. Designed by acclaimed architect Debra K. Reiser, this light-filled two-bedroom, three-bath home blends refined urban modernism with the stillness of the countryside. Set along a quiet dirt road beside Moon In The Pond Farm, (an eco-conscious farm) a landscape of grazing sheep and open fields exists outside your window. The home feels private yet deeply connected to nature. Completely reimagined and meticulously renovated, it offers low-maintenance luxury within an intimate, thoughtfully designed footprint. Clean architectural lines, natural textures, and carefully placed windows frame the surrounding landscape like living artwork.

Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging.

Immaculate 4800 square foot, 5BR, 4 full bath jewel located at arguably the finest condominium community in The Berkshires. Enjoy looking at spectacular foliage with private panoramic wooded views and open space from the magnificent all seasons room, great room and primary suite. The garden level features a full kitchen as well as a screened in porch. The Buterus furnace system powers baseboard heating/3 zone HVAC. The home has a water filter and water softening system. The oversized garage has a washable neoprene rubber surface and two full car mats. There is an attached workshop and stairwell to a spacious attic. SMF is surrounded by mature landscaping an offers the following amenities: pickleball, tennis, swimming pool, basketball, fitness center, clubhouse and library.

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination.

Set beyond the ordinary, this extraordinary private retreat blends historic character with refined modern living on 2.25 scenic acres in the hills of Granville. Originally transformed from a classic New England schoolhouse, the home now offers a truly one-of-a-kind lifestyle surrounded by privacy, nature, and breathtaking beauty. The property features expansive open spaces, soaring ceilings, dramatic architectural details, and walls of windows that bring the outdoors in. The chef's kitchen flows seamlessly into inviting gathering areas, while outdoor spaces encourage relaxation and connection with the peaceful setting. Ideal as a full-time residence, weekend escape, multigenerational property, or live/work retreat. Worth the drive, impossible to duplicate!

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,

Escape to your own private retreat in Williamstown, 'The Village Beautiful.' This spacious 5-bedroom, 4.5-bath home sits on 7.5 private acres and offers over 4,000 sq. ft. of living space throughout three levels, plus a finished basement with full bath and sauna. This home blends classic and modern features: exposed wood beam ceilings and a new, private primary suite with soaking tub. The home features a second primary suite, a third floor bedroom or loft space, and an abundance of natural light throughout. There are two woodstoves and a wood-burning fireplace for staying warm, and mini-splits for cooling in the summer. The expansive property boasts a designated garden area, a large garage with loft space above, and two large decks for entertaining and enjoying the surrounding nature.

Completely transformed, this wonderful 1790's Colonial blends historic New England character with sophisticated global influence in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. State-of-the-art kitchen featuring radiant heat, quartz countertops, high end appliances, oversized center island with dramatic full waterfall quartz sides flowing on every exposed edge. First-floor bath/laundry w/radiant heat. All three bathrooms have been fully renovated with spa like appeal and upscale design. Large living room/dining room, 1st floor bedroom with lake views, 2 sunporches all on main level.

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat system. The walkout basement provides excellent potential for future expansion of living space. The builders are open to conversations with buyers regarding modifications and finishing details, allowing you to personalize the home to suit your needs while moving into a substantially complete, quality structure. Driveway and landscaping will be installed in early Spring 2026.

Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve the home's historic character. The first floor features a convenient en suite bedroom. The heart of the home, the chef's kitchen/dining room is a culinary delight equipped with top-of-the-line appliances and ample counter space. Partially renovated barn. Nice yard.

A custom built home set on 16 private acres, offering 5-bedrooms, 5 full baths, 1 half bath with over 4,000 square feet of living space. Surrounded by natural beauty and peaceful scenery, the property provides the perfect balance of privacy, space, and comfort. Inside, you'll find generously sized rooms, multiple living and entertaining areas, and a flexible floor plan ideal for both full-time living and weekend retreat use. The spacious primary suite, ample guest accommodations, and thoughtfully designed layout make this home well-suited for hosting family and friends. An unfinished area in the basement allows for an additional room made to your liking. A short drive to Otis ridge and the Otis Reservoir, making outdoor activities right in your backyard!

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 Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interiorChef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertainingRadiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate controlSolid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes4-Season Porch**

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living & entertaining. Step out to the inviting covered porch-an ideal spot to savor morning coffee & evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington & Berkshire attractions.

Updated and spacious condo just a short distance from Main Street Stockbridge, downtown Lenox, and all the Berkshires has to offer! Premier Unit at Stockbridge Terrace: Enjoy peaceful living on a private cul-de-sac with a limited number of units. The main level living setup is perfect for the primary resident, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry. The Great Room boasts cathedral ceilings bringing an abundance of natural light and a soaring gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.

Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The expansive living and dining area features regionally sourced schist countertops, gorgeously restored original hardwood floors, and hand-burnished structural elements that anchor the home in its mill history. South-facing windows flood the space with natural light and frame tranquil hill views that shift with each season.