Over 4500 square foot commercial space set on over 3 acres in New Marlborough. 10 Minutes to Main Street Great Barrington. The possibilities are endless with this property.

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.

Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.

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

Whether you're looking for a weekend retreat or a year-round home, this beautifully maintained, five-year-old ranch offers the perfect blend of modern comfort and peaceful Berkshire living.Thoughtfully designed with an open floor plan, vaulted ceilings, and abundant natural light, the home is ideal for entertaining and everyday living. The inviting living room features a gas insert fireplace with a stunning floor-to-ceiling stone hearth. The spacious kitchen boasts granite countertops and ample workspace, while the primary suite includes an accessible bath with 36-inch doorways. Two additional bedrooms and a full bath are located on the opposite side of the home for added privacy.

Set on four private acres along a quiet stretch of road near the Housatonic, this is a property that keeps to itself. No sightlines from the neighbors, no road noise to speak of, just the sound of the brook that runs through the back of the yard. This is a place built for quiet enjoyment, and the land delivers it in full. The gardens are the kind that take decades to get right, and someone got them right. The driveway is lined with rhododendrons that light up every spring, and from there the whole landscape is paced to bloom straight through summer. Fruit trees, azaleas, perennials, blueberries, raspberries. Walk it in July and you understand: this wasn't landscaping, it was devotion. And for all that's established, there's still room to put your own touch.

Stockbridge Investment Opportunity Fully Rented In Town 5-Family Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures. Can also be purchased as part of a investment portfolio 35 Main Street West Stockbridge ,Ma MLS# 249539

This beautifully renovated luxury duplex with lower-level studio apartment is ideally situated in the heart of North Adams, just moments from downtown shops, restaurants, and MASS MoCA. Thoughtfully renovated down to the studs with meticulous craftsmanship, the property features two beautifully appointed side-by-side residences, each with a private entrance. The larger side offers 4 bedrooms and 1.5 baths, while the second features two bedrooms and 1.5 baths. Both include state-of-the-art kitchens and baths, new laundry facilities, and modern heating and air-conditioning systems. The finished lower level features an open-plan studio with a luxurious bath and gourmet kitchen, perfect as a stylish guest suite. Two patios and beautifully landscaped gardens provide inviting outdoor spaces.

Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens. This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath; screen porch, deck, laundry room/office, powder room, attached one car garage and office with separate entrance. The second floor offers 2 guest bedroom with private baths and PRIMARY with walk in closet, access to a Juliet deck and private studio space. Free standing single garage located at the rear of the property. This property has multiple uses!

Some Berkshire homes are simply places to live. Others become part of the way you want to live. The Oronoque Villas are among those rare places. Built in the mid-1990s on the historic grounds of Oronoque--one of Stockbridge's great Berkshire cottages--just eight freestanding villas were thoughtfully sited within the estate landscape, complementing the original mansion, now home to distinctive condominium residences. Surrounded by mature trees, sweeping lawns, and established gardens, this villa offers the warmth and privacy of a house, the simplicity of one-level living, and the freedom to lock the door and leave whenever adventure calls. Whether as a year-round home or a favorite Berkshire retreat, life here has a wonderful way of slowing you down.

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.

Discover quintessential Berkshire charm and modern elegance in this Sheffield retreat. Sitting on 2+ level acres, this 3BR, 3.5BA residence offers 2,748 sq ft of pristine living space across 3 independent levels. The sun-drenched open main floor features wide-plank oak floors, a cozy gas fireplace, a convenient half bath, and a chef's kitchen of your dreams flowing to a wrap-around deck. With 3 private suites--including a primary oasis, a secluded loft, and a walk-out lower level with a wet bar--this property is a perfect vacation rental or private escape. Enjoy peace of mind with new multi-zone HVAC, spray foam insulation, UV water filtration, and a whole-home generator, all high efficiency systems. Located 15 minutes to Great Barrington and 45 minutes to the Wassaic NYC train. Come see!

First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first level, is a charming screened porch for dining or just taking in the sounds of nature. An open deck on the backside of the main level awaits your enjoyment. The 2nd level contains two VERY large bedrooms Ensuite; both with walk-in closets along with more locations for maximizing the distant views. The finished lower/walkout level has a full bath for a possible 4th Ensuite and living space

This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.

Originally built in the 19th century, this Egremont schoolhouse has undergone a radical,''down-to-the-studs'' transformation, and has been thoughtfully designed to create a high-performance home for modern living, while honoring its historic character. Sound structural integrity, with state of the art insulation, custom engineered windows, a new HVAC system, and a solar array for near zero energy overhead make this home immensely comfortable and sustainable for decades to come. The Great Room features dramatic vaulted ceilings anchored by original exposed beams and a new, high-efficiency propane free standing stove. The chef's kitchen has custom cabinetry topped with honed marble counters. The bath features custom tile work and radiant heated floors.

Discover this spacious and impeccably maintained, privately sited home spanning three levels, designed for both everyday living and effortless entertaining. The open-concept living, dining, and kitchen area features a soaring wood vaulted ceiling, handsome stone fireplace, lots of glass, screened porch and a newly renovated deck overlooking a peaceful backyard with historic stone walls and woodlands. A newer addition offers a generous office or den above the attached garage. The first or lower level provides a private retreat for guests or children. Located in the sought-after Harrington Woods community, residents enjoy a shared pool, tennis and pickleball court, and a welcoming neighborhood, all just minutes from Great Barrington, Otis Reservoir, Monterey Town Beach, and Jacob's Pillow.

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.

On 5 park-like acres this well maintained and thoughtfully designed home overlooks a tranquil pond and offers a serene getaway. Designed by architect Dennis Wedlick to maximize space and ease of living the home features 3-4 bedrooms and 3 full baths of which one is a separate guest suite. A renovated kitchen and updated bathrooms blend seamlessly with gleaming wood floors. A striking double sided fireplace connects the living room and den. Custom designed windows bring in sunlight while framing picturesque views. An exceptional property, ideal as a full time residence or a country retreat for those looking for both design and a quiet setting. Solar panels have been aesthetically placed to reduce energy bills, EV charger in garage. Full house generator too.

Discover a rare opportunity to own 181 extraordinary acres in the picturesque town of Adams. Available for the first time, this expansive property features an ideal blend of open meadows, rolling hills, mature woodlands and stunning views - perfect for nature lovers, outdoor enthusiasts, or visionary developers. The land boasts gently sloping topography from east to west, creating a dynamic landscape rich in wildlife and diverse ecosystems. Property borders Savoy Mountain State Forest to the east, providing direct access to hundreds of acres of protected land. Extensive frontage on East Hoosac Street and additional right-of-way access from East Road opens the door to potential development. Priced at just under $5,000 per acre, this is a unique opportunity in the heart of the Berkshires.

Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must haves' to enjoy in this recently updated property. Steps away from the shoreline of Lake Mansfield and a simple stroll to downtown Great Barrington's many coffee shops, restaurants, bakeries and theaters, this property is the perfect move in ready home!