Bordering nature on two sides, this 3-acre homesite backs to a 12,000-acre State Forest. Step into protected land for hiking, hunting, foraging, snowshoeing, and snowmobiling right from your door. Heavily treed and quiet for true privacy. Key improvements are complete: perc test passed, survey finished, driveway approach installed. Asphalt road access provides year-round convenience while you feel miles away. Flexible rural context supports a single-family residence, homestead, or low-maintenance getaway. Close to Berkshire culture and essentials: MASS MoCA, Williams College, Pittsfield, Stockbridge, and classic hilltown amenities. Adjacency to conserved land is scarce and holds long-term value for owners and investors alike. Owner financing available.

A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.

East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming.A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis.A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story. Read the whole story

Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with separate kitchens and bathrooms but originally was a three bedroom apartment. Each unit has its own heating, hot water, and electrical systems.

Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with minimal maintenance needs. There are 2 units on the 1st floor (front and back) that are 1 bed/1 bath each, plus the 2nd floor hosts a 2-bed/2 bath on the 2nd level

Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape architect. For guests, they can choose between the three-bedroom, two-bath Cottage or the one-bedroom Cabin, both of which are intimate and offer plenty of privacy for family and friends. Whether it's poolside by day, trails in the afternoon, or hanging by the fire pit at night, there is something for everyone at this mid-century getaway set in the Berkshire hills and only minutes to Litchfield County.

Welcome to this warm and inviting home just minutes from Pontoosuc Lake offering a comfortable layout, charming details, and a generous outdoor space. The main level features a spacious living room filled with natural light, vaulted ceilings, and an open concept into the dining area, and a beautifully updated kitchen. Conveniently, there is also a first-floor bathroom and laundry. Upstairs boasts cozy bedrooms with wood ceilings and another full bathroom. Outside, you will find a spacious backyard-ideal for pets, gardens, or creating your own backyard oasis. The home is situated on a quiet street located just minutes from lakes and nearby Berkshire attractions.

Discover the perfect canvas for your dream home on this stunning 5-acre parcel of land. Nestled in a serene and private setting, this expansive open field is beautifully framed by mature woods, offering a rare blend of natural beauty and peaceful seclusion.The gently rolling landscape provides ample space for building, gardening, recreation, or simply enjoying the outdoors. Surrounded by towering trees, the property offers both privacy and picturesque views in every season--from vibrant greenery in the spring and summer to breathtaking foliage in the fall.Whether you're envisioning a custom-built home, a quiet retreat, or a long-term investment, this property offers endless possibilities. Enjoy the tranquility of country living while still being within convenient distance to town.

This condo is beautifully renovated with high end finishes. Styled right out of a design magazine, this 2 bedroom and 2 bath condo comes fully furnished. Excellent rental history. Located at the base of the mountain right next to the express lift, this is the perfect place for your winter ski retreat. Parking spot included and ski locker. The property has access to an indoor hot tub and fitness center. Outdoor heated pool. HOA covers internet, cable, road maintenance, landscaping,,snow removal, trash removal and water.

Berkshire County, MA - 17.5 Acres of Privacy and Possibility! Set along a quiet, paved country road just 10 minutes from downtown North Adams, this 17.5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. The land directly borders property managed by the Berkshire Natural Resource Council, providing seamless access to the Hoosac Range Trail System and the expansive Savoy Mountain State Forest with over 10,000 acres of protected Massachusetts wilderness. Enjoy abundant opportunities for outdoor recreation right at your doorstep - hiking, wildlife watching, hunting, swimming, mountain biking, and more. When it's time to explore the region's cultural side, you're just minutes from MASS MoCA, The Clark Art Institute, Williams College Museum of Art, & the vibrant

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.

Architecturally iconic and rich with history, this brick Federal home and its gracefully conceived mid-1990s expansion offer a rare opportunity for a buyer with vision. The last major renovation paired the 1830s structure with a deftly designed addition that respects the home's proportions while opening new possibilities for contemporary living. Set along the Stockbridge-Lenox corridor on 13+/- acres (including 9 conserved), the property is ready for a thoughtful, design-forward restoration that brings its next chapter to life.Originally built in the 1830s, the residence showcases beautiful proportions, abundant natural light, and the kind of craftsmanship impossible to replicate today. The interiors unfold across more than 5,000 sq ft, with high ceilings, generous rooms, and an

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy just minutes from downtown Williamstown and Williams College. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a kitchen pantry, a full bathroom with laundry, and a spacious finished great room in the basement.

Welcome to this spacious and inviting 4-5 bedroom Cape, set on a generous 0.58-acre lot. Don't be deceived by its exterior--this home offers over 2,500 square feet of comfortable living space!The first floor features an updated kitchen, a dining room with sliders leading to a patio--perfect for entertaining--a large living room, and a cozy den with a fireplace. You'll also find a sizable foyer and a convenient first-floor bedroom.Upstairs, there are four additional bedrooms and a full bath, providing plenty of space for family, guests, or a home office.Additional highlights include natural gas heat, a large, level yard with a pool, and a detached two-car garage.This home offers space, versatility, and great outdoor living--come see all it has to offer!

The Definition of Ultimate Privacy! A masterpiece of a home invites the most fastidious prospect. Built with the utmost dedication to detail that no item too small was overlooked. The ability to expand and build to your heart's desire is here. Perhaps a pool, tennis court, even a football field is within your reach. This property consists of 200+ acres, a 6,700 sq. ft home, Primary En-Suite on the first level, 2 bay garage, Extra Large Enclosed Barn capable of sheltering a bulldozer with a private space up above. Nestled in the foothills of the Berkshires on beautiful winding country roads. A lovely vineyard just around the corner, a short 25 minute drive to BDL International airport and just under 3 hours to NYC and 2 to hours to Boston. Come make this your dream get-away!