A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. There's an impressive architect-designed guest house with 2 ensuite bedrooms, balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place for rentals, or hosting family and friends both winter and summer.The main house is 3-4 bed, 2 1/2 bath, views of Tom Ball mountain, the property is a combination of gardens, fields, forest, and offers several outdoor living spaces, including a stone patio off the kitchen. A short jaunt to No. Six Depot, The Foundry performing arts, and Tanglewood. Central to Gt. Barrington, Lenox and Stockbridge for theatres, boutiques, skiing, golfing, museums and so much more at your fingertips

Step into the charm of this classic 1940s Colonial, where timeless character meets modern efficiency. Featuring beautiful original hardwood floors, rich wood moldings, and stunning mountain views from nearly every window, this home offers warmth and style throughout. Recent improvements include a brand-new roof, updated electrical, replacement windows, new retaining wall, and paved driveway. A standout feature is the exceptional high-end energy-efficient pellet boiler system--a rare and impressive upgrade for eco-conscious buyers seeking comfort, efficiency, and low maintenance. The inviting floor plan offers a spacious bright living room, open dining area and kitchen, first-floor bedroom and full bath. Finished attic space is ideal for an artist loft, office, or craft room.

Discover the perfect blend of privacy, space, and comfort in this exceptional 5-bedroom, 4-bath Colonial set on 1.3 acres at the end of a quiet cul-de-sac in one of Dalton's most desirable neighborhoods. Bordering the 368-acre Day Mountain Wildlife Management Area and near the Appalachian Trail, this home offers a peaceful setting close to Berkshire attractions. The exceptional living room with custom built in wall shelving and an inviting country kitchen designed for everday comfort and entertaining. Enjoy landscaped grounds with patio, privacy fencing, and fire pit. The finished lower level offers flexible space with in-law potential, guest area, home office, or recreation room. Oversized two-car garage with loft adds storage. A rare opportunity to enjoy Berkshire living.

Beautiful newly remodeled 3-bedroom Cape. Nothing to do but move right into this home. New roof, new siding, new windows, gutters, all exterior and interior doors. Updated kitchen with new appliances, new driveway with bluestone front steps, electric car charger in heated garage, large family room in basement and so much more. OPEN HOUSE SATURDAY 8/1 10:00AM-11:30am

Set on nearly 3 private acres in sought-after Alford, this inviting home offers the perfect blend of privacy, comfort, and Berkshire charm. The open-concept living area features beautiful wood details and a warm, welcoming atmosphere. 3 bedrooms plus a finished third-floor bonus space provides flexibility for a home office, guest area, studio, or playroom. Relax or entertain on the spacious deck overlooking the peaceful surroundings. Additional highlights include an 8-year-young roof, low Alford taxes, and an exceptional location just minutes from Great Barrington, hiking, skiing, dining, and the Berkshires' renowned cultural attractions. A wonderful full-time home or weekend retreat.

This lovely home sits on a quiet dead-end street. The first floor offers two bedrooms, a renovated full bathroom, living room with gleaming hardwood floors, and updated kitchen with new cabinets, new appliances and beautiful quartz countertops. Upstairs you will find two additional bedrooms and a gorgeous full bathroom with double vanity. The basement is partially finished and it has separate heat source! The property features a rear deck, backyard and a shed. Other great features include recent interior and exterior paint, newer roof, heating system, and windows, and updated electrical panel. *OPEN HOUSE Sat August 8th 11:30 am - 1 pm

Great Starter Home for a First-Time Homebuyer Family. Enjoy peaceful Berkshire living in this 3-bedroom, 2-bath manufactured home on over 3 acres. Recent clearing created a wonderful yard, garden area, and family gathering space. Inside, enjoy new LifeProof vinyl flooring, updated molding and baseboard trim, with an open layout with great natural light. A Generac receptacle box, full winterization for pipe protection, and new outdoor drainage make rural living easy. The partially cleared land blends open yard space with wooded privacy for gardening, pets, and outdoor activities. 2 outbuildings/large sheds

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 picturesque acres. This exceptional property offers a rare combination of historic charm and modern comfort, with ample acreage for farming or livestock, ponds, barns, an in-ground pool, and more. The main residence features 5 bedrooms and 4 bathrooms, while the attached guest house offers 2 bedrooms and 2 bathrooms, providing flexibility for extended family, guests, or multi-generational living. Step inside this timeless home to discover thoughtful modern upgrades designed for everyday living. A spacious mudroom at the rear entrance keeps daily life organized, while the stunning kitchen—complete with stainless steel appliances, granite countertops

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

Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a totally upgraded kitchen with gas stone fireplace overlooking the woods. Adjacent screened porch opens to a private paver patio surrounded by native gardens. 1st floor en-suite bedroom provides an ideal 1-level living. Upstairs the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower.

SINGLE LEVEL BERKSHIRE RETREAT tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. Abutting the Tom Ball Mountain Trail & land reserve, this custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing floor plan ideal for everyday living or entertaining. Enjoy wooded surroundings, open sunny spaces, solar panels, and a serene country setting just moments from the Berkshires dining, culture, and outdoor recreation.

Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive primary suite, 2 additional bedrooms, 2 full baths, and flexible fourth room for use as bedroom, den or gym.A finished walk-out basement includes a family room and ensuite bedroom adding valuable space. This versatile home offers exceptional comfort and flexibility.Moments from Pittsfield State Forest, Onota Lake, downtown dining and short drive to Tanglewood. This is Berkshire living at its best!

Spacious split-level home in Dalton offering three levels of living space and a functional floor plan. Features include an updated kitchen with granite countertops and newer stainless appliances, beautiful hardwood floors, a home office or den and three generously sized bedrooms, including a primary suite with an updated private bath, plus an additional full bathroom. Enjoy central A/C throughout the main living areas for added comfort. Step outside to the expansive deck overlooking the large backyard, perfect for entertaining, relaxing, or outdoor activities. A two-car attached garage adds everyday convenience. Additional highlights include an 8-year-old roof with solar panels and a newer hot water heater. Ideally located close to schools, parks and shopping.

Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half bath on the first floor. Wood floors in dining and living area. Easy access to routes in and out of the Berkshires. Just outside of downtown, yet close to medical facilities, shopping, dining, Pontoosuc Lake, outdoor recreation, cultural activities as well as local ski areas. Come experience the warmth, charm and lifestyle that make this a wonderful place to call home.

Opportunity meets lifestyle in this affordable ranch-style home perfectly positioned next to The Spruces--Williamstown's beloved off-leash dog park and walking trail. If you're looking for a budget-friendly entry into the highly desirable Williamstown market, a home within the school district, or a smart investment with strong community appeal, this is it. Just 2 minutes to Williams College and The Clark Art Institute, and 5 minutes to MASS MoCA, offering world-class art and culture nearby. Directly adjacent to The Spruces, enjoy immediate access to scenic trails and a vibrant community space loved by walkers, runners, dog owners, and families alike. Being sold as-is, the home features hardwood floors, high ceilings, and a functional layout.