Imagine owning 10 private acres in low-tax Alford, MA with beautiful seasonal views! Included are two buildings, a small Chalet style home (1,500 sq ft) with living/dining room, kitchen, laundry, three bedrooms, a full bath, and a deck for entertaining or relaxing. Utilities are electric heat and electric hot water heater in partial basement. The Studio building has two rooms, a half bath, electric heat, and a separate hot water heater. Fiber Connect for internet. Both buildings are in need of some love and attention but are absolute gems on a private lot in a highly desirable location.

A private retreat w/ mountain views, surrounded by natural beauty & offering convenient access to the best of the Berkshires. This inviting three bedroom, two & half bathroom home features an open living concept w/ the family room, kitchen & dining area flowing together while focusing on the views & creating a memorable backdrop for entertaining. The sunroom captures afternoon light offering a peaceful place to relax & enjoy the changing seasons. A cozy living room features a fireplace, while a second fireplace in the primary bedroom creates a comfortable haven for the end of the day. Ideally located w/ a beautiful walking trail through the woods along a winding river nearby, this home offers a rare combination of privacy & convenience w/ easy access to all the Berkshires have to offer!

Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready home offers the perfect combination of comfort, thoughtful updates, and low-maintenance living in a truly special lakefront setting. The open and airy living room features soaring vaulted ceilings, expansive windows that capture stunning lake views, abundant natural light, and a cozy gas fireplace, creating a warm and inviting space to relax or entertain. The well-designed floor plan includes spacious first-floor bedrooms with generous walk-in closets, updated bathrooms, newer flooring, Anderson windows, skylights, and multiple heating zones for added comfort.

Don't miss this Lenox beauty tucked away on a quiet side street. Main level w hardwood flooring, living room with crown molding, formal dining w. large bay window, updated kitchen w extensive cabinetry. Family room w gas fireplace opens to large screened porch / patio. First floor laundry and 1/2 bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with soaking tub and separate shower. Two additional bedrooms and full bath; all w hardwood flooring. Central a/c; natural gas heat/hot water; attached two-car garage. Easy maintenance perennial gardens with a focus on native and specimen plantings -over 100 species carefully planned to bloom continuously wowing sight and scent! Abutting preserved land with year-round brook-your own magical retreat!

This well-loved antique home offers a rare combination of history, thoughtful updates, and natural beauty. Set on 14+ acres with sweeping westerly mountain views, Carefully maintained over the years, the property has benefited from significant improvements, including an updated foundation, electrical and plumbing systems, heating system, windows, and roof. The home offers four bedrooms, two full baths, and a full basement, providing comfortable living space with the character and charm of an earlier era. Outside, the property unfolds across fields, gardens, mature fruit trees, and open land, with direct abutting state land and access to the Appalachian Trail nearby. An oversized detached garage with a second floor offers ample room for vehicles, equipment, storage, or a workshop.

''ON THE HILL'' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling & fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in the Eastern Mountain View! Great in all seasons with Ski areas, hiking and cultural attractions nearby.

Surrounded by fine estates and set along one of Old Chatham's quietest roads, this inviting family homestead offers a rare opportunity to enjoy the beauty, privacy, and tranquility of the countryside. Set on 16.5 picturesque acres of meadow, woodland, and pond, the property offers a peaceful natural setting with trails winding through the woods--ideal for exploring, relaxing, and enjoying the outdoors. The comfortable three-bedroom, two-bath home features a large family kitchen, first-floor bedroom and bath, protected by a whole-house generator. A two-car garage includes additional recreation space with a separate entrance, offering exciting possibilities for a future apartment, guest quarters, or Airbnb rental. A separate 40' x 44' pole barn with a concrete floor and tall garage doors

Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases rich maple cabinetry, a premium Viking range, dual refrigerators and exceptional workspace, perfectly suited for the discerning cook. The renovated primary bathroom evokes a true spa experience, blending luxury and serenity with timeless finishes. Every detail has been meticulously maintained, from the seamless indoor-outdoor flow to the expansive Trex decking ideal for al fresco gatherings.

$100,000 PRICE IMPROVEMENT! Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home blends privacy, comfort and Berkshire charm. Built by Howard Chezar with passive-solar design, the home features open living spaces, beautiful wood details and a flexible finished third-floor bonus room. Enjoy the spacious deck, in-ground pool and peaceful setting. An 8-year-young roof, low Alford taxes and a location just minutes from Great Barrington, hiking, skiing, dining and Berkshire attractions complete the package!

Wonderful opportunity in on one of Williamstown's most desirable locations! Nestled in a quiet, idyllic neighborhood in the heart of town, this lovely Colonial is surrounded by mature landscaping and beautifully maintained gardens. The 3-bedroom, 2.5 bath home features a spacious dining room addition with vaulted ceilings and sliding doors that open to the outdoors, creating an inviting space for everyday living and entertaining. A charming screened-in porch overlooks the fenced garden and offers a peaceful spot to relax and enjoy the surrounding beauty. Thoughtfully maintained and beautifully situated, 40 Waterman Place offers the rare combination of a serene setting and in-town convenience, with all that Williamstown has to offer just moments away.

Tucked away in a peaceful, private setting, this charming mid-century ranch offers easy one -level living , warm and inviting. Featuring 3 bedrooms and 2 full baths, the home combines classic character with fresh updates. New oak floors throughout, fresh interior and exterior paint create a clean, move-in ready feel. Relax by the fire or enjoy time on the screened porch or deck. Minutes to town, Taft Farm, Guido's, Skiing and other notable Berkshire attractions.

With lake views from your porch, your own dock on the bowl, just minutes to walk/drive to Tanglewood, come and see what you're missing. The house sits on a a generous size lot, with plenty of room to expand if desired. This place packs a lot of punch! Newly renovated with top-of-the-line mechanicals and appliances. A new Bosch heating and cooling system for all year-round living. New Mielle, Fisher Paykel and Bosch appliances. Enjoy the wood burning fireplace on those chilly nights. The attic and roof have been fully insulated. The crawl space was renovated with a new sump pump and commercial dehumidifier. A primary bathroom was added giving you 2 full baths. Freshly painted throughout. The house was thoughtfully renovated to keep the mid-century cottage vibe. Did I miss anything?

Beautifully updated and lovingly maintained Colonial in the heart of Great Barrington. Bright, sunny, and truly move-in ready, this inviting home offers a combination of classic charm and comfortable modern living. The first floor features a welcoming mudroom, updated kitchen, heated sunroom, dining room, living room, family room, laundry, and full bath, providing plenty of space for both everyday living and entertaining. Upstairs are three comfortable bedrooms and a second full bath. Outside, enjoy a lovely yard and charming covered porch--perfect for relaxing and enjoying the neighborhood. Ideally located with easy access to Great Barrington's vibrant town center, library, restaurants, shops, and churches. A warm and beautifully cared-for home in a wonderful convenient location.

Steeped in history and rich with character, this remarkable 1767 residence is the oldest home still standing on its original site in Williamstown.Thoughtfully expanded over time, it preserves its historic integrity while offering comfort for modern living.Set on nearly five meticulously maintained acres in one of the town's most desirable neighborhoods, the property feels both private and timeless, with mature plantings, perennial gardens, and sweeping lawns.The classic Cape Cod-style architecture features a wood shake roof, enhancing its New England charm. Inside are 5 bedrooms and 3.5 baths, blending intimate period rooms with light-filled living spaces. A dramatic living room with cathedral ceilings and French doors opens to beautiful Goshen stone patios, ideal for outdoor entertaining.

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

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.

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury 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. Stunning 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 leve

The original farmhouse at the bend in the road: a center chimney colonial of 1782, dearly loved and held in wonderful condition. The grounds are a work of art cultivated over many years, a garden you want to immerse yourself in. Seasonal eastern sunrise views, and protected land along the border. Inside, an addition framed around the home's own eighteenth century posts and beams opens the kitchen through to a sunroom. Two fireplaces and two wood stoves, one a wood cook stove in the mud room. Wide boards, quartz counters, nothing waiting to be done. 500 feet of road frontage, and then the road ends. One neighbor, out of sight. The quiet is complete and the night sky extraordinary. 20 minutes to Lee, 30 to Great Barrington. What we call Heaven. An add'l 45 acres is available

Sometimes fairy tales do come true... Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life.

October Mountain views and cows grazing across the road set the bucolic scene for this 2022 Cape Cod style home nestled on 3.10 acres on a private cul de-sac near Laurel Lake, Lenox, Stockbridge and many cultural and seasonal attractions of the Berkshires. A long-paved driveway, front porch, rear deck overlooking private backyard with western cedar post and rail fencing.,10 x14 shed, owned 9.6kW Tesla solar with two Powerwalls (seller reports no electric bill), central air, high efficiency natural gas heating system, Rinnai on demand hot water. Oversized attached two car garage leads to enclosed mudroom, beautiful eat-in kitchen, front living room w/gas fireplace, lst floor primary suite, second bdm., laundry/ half bath. Second floor offers two generous bdms., open landing and a full bath.