East Hill Farm offers 227 acres of protected quiet, anchored by an elegant 1798 Georgian Farmhouse. A private hilltop world, protected over generations.Main house: 5BR, 5.5BA, 5,000sf; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass panes, sunroom with long views & upstairs library. Preservation-level integrity; graceful, welcoming. A complete estate that also can be a working-farm: barns + outbuildings, pastures, trails, pond, orchard, pool, greenhouse, tennis. Plus a former huge Arabian horse barn, now a guest compound, or for you to reimagine. For those who love historic properties, expansive land, & sumptuous gardens. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story!

Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom transitions to a screened porch in the warmer months, allowing you to enjoy the surrounding landscape year-round. Four bds, + office/den, & 3.5 bths, allows ample space for family/guests. Primary suite offers a peaceful retreat w/ modern bth & private deck w/ hot tub. Outdoor is a spacious deck, built in kitchen & in-ground pool, + a 2 car garage w/elec charger. Beauty, privacy and convenience.

This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring, painting and fixtures. The property also features an updated electrical panel, natural gas heat and hot water, and vinyl siding! A driveway and shed complete this great home, close to downtown Pittsfield.

Move-in ready cape-style home located in southeast Pittsfield. Offering 3 bedrooms and 1 full bath, this is the perfect starter home or ideal for those looking to downsize without sacrificing comfort or quality.Updates include a newer roof and electrical panel (2014) and a high-efficiency combo boiler installed in 2025. Conveniently located close to local amenities, schools, and parks, this home combines classic cape charm with modern improvements.

This most charming home offers a perfect blend of mid-century craftsmanship and modern comforts in a wonderful location. The updated kitchen features porcelain tile floors, black granite counters, a beverage nook, and SS appliances. It flows seamlessly into the dining and living areas, which boast wide-plank wood floors and classic built-ins for storage of treasures. Large picture windows flood the interior with natural light, highlighting the gracious living room with its fireplace and cozy study nook. A dedicated office and powder room round out the first floor. Upstairs, three spacious bedrooms feature glowing oak floors, including a primary suite with a walk-in closet. Complete with an updated full bath, and partially finished lower level, this well-loved home is a true Pittsfield gem.

Opportunity awaits at 57 Donna Avenue! This solid home offers great bones and a functional layout, providing the perfect canvas for your vision and updates. This home features four bedrooms and three bathrooms, providing plenty of room for a variety of living needs. The basement features an office, bathroom, and a hot tub! Located in a desirable Southeast neighborhood. With space and location on its side, this home is ready for its next chapter.

Location, location, location - one of the nicest roads in the county, more bicycle riders than cars. Classic NE Farmhouse with many recent updates Energy Efficient Heat and Cooling Electric Pumps, Solar Panels ($114/month), newer kitchen appliances, a cook's designed kitchen with stainless steel counters, two sinks, high ceiling, lots of glass and light overlooking a stream in the back yard, wildlife. 1st floor master bedroom, bath and laundry offering main floor - no step living. Old Barn for additional storage, work shop.

This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as the bedrooms. No detail has been overlooked. You will not be disappointed with this remodeled home.

Privacy and tranquility define this exceptional Berkshire retreat. Perfectly sited with generous frontage on the pristine shores of Lake Wyndemere, this sprawling post-and-beam residence offers four bedrooms and three-and-a-half baths, blending rustic elegance with timeless comfort.Designed for gathering and gracious living, the home provides expansive spaces for family and friends to come together while embracing the natural beauty that surrounds it. Whether enjoying peaceful mornings by the water or hosting memorable evenings in the warm, inviting interiors, this is country living at its absolute finest in the heart of the Berkshires.

Welcome to this updated & affordable home in the heart of Pittsfield. Offering 3 bedrooms, including a convenient first-floor bedroom; a renovated bathroom, & an updated eat-in kitchen, this home blends comfort, flexibility, and everyday functionality. First-floor laundry adds to the ease of living, & with the updates already completed, you can move right in with confidence.Outside, you'll appreciate the off-street parking & storage shed, along with a backyard that offers just the right amount of space to enjoy without the upkeep of a larger lot. Located on a quiet one-way street just minutes from downtown Pittsfield's theaters, eateries, & coffee shops, this home makes it simple to enjoy all the city has to offer. Affordable, updated, & centrally located- a smart move in today's marke

This cozy two-bedroom, one-bath ranch is the definition of ''good bones'' in a great location. Situated on a beautiful, level lot, this home offers the ease of one-floor living just minutes from the heart of downtown Adams.Whether you're a first-time buyer looking to build sweat equity or a savvy investor ready for a rewarding project, this property is a rare find. Architectural shingled roof, oil fueled boiler 2006.

Brooke Astor's Cobble House - Tyringham, MassachusettsWhere Land, Light, and Legacy Converge.This remarkable 27.9-acre estate blends historic pedigree with extensive modern upgrades and a rare Special Use Permit allowing 45 guests per day and up to 99 guests one day per week.Previously operated as a cherished wedding and event venue, the property offers exceptional potential for boutique hospitality, upscale dining, or private event use.Historic & Architectural SignificanceCobble House represents 5,885 square feet of American Country House perfection, designed in 1909 by Harrie T. Lindeberg, often called ''the American Lutyens'' for his mastery of estates that harmonized architecture and landscape.READ MORE OF THE STORY BELOW

Brooke Astor's COBBLE HOUSEWhere Land, Light, and Legacy ConvergeTYRINGHAM VALLEY BERKSHIRE COUNTY MASSACHUSETTS$4,600,0005,885 square feet7 bedrooms8.5 bathrooms27.9 private acres1909 Harrie T. Lindeberg design2,321 +/- feet road frontageThe Valley That Time ForgotThe drive through Tyringham Valley never fails to quiet the soul. Past stone walls that have marked these fields for centuries, through meadows where The Shakers once pastured their sheep, toward the ancient drama of the Cobble--206 acres of exposed bedrock thrust skyward by tectonic forces that shifted the very bones of the earth millions of years ago. Here you find what Tyringham Valley has always offered--that profound quiet that restores and renews.MORE OF THE STORY BELOW

Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest space, or additional bedrooms, allowing for the ease of one-level living if desired. Upstairs, a large landing creates the perfect spot for a home office or play area, while the primary bedroom boasts a walk-in closet and private exterior balcony. Three additional bedrooms and a full bath complete the second floor. Outside, enjoy a fenced-in backyard, one-car garage, solar panels, and

An enchanting parcel of land with a 2 Bedroom Ranch, in need of updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural setting.