Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel.

Imagine sipping your morning coffee looking out at your own backyard pond, then heading out to hike local Berkshire trails--all while being minutes from local grocery stores and shopping.This 3-bedroom, 1.5-bathroom log cabin is situated on a highly desirable Dalton road and is packed with character. It features an accommodating horseshoe driveway and a 2-car garage. While the property needs some TLC and has some deferred maintenance, the structure is in great shape and ready for its next chapter. If you've been looking for a solid home where you can add your own personal touch and instantly gain equity in a fantastic town, this is it! Even the basement can be brought back to life with a fireplace and spacious layout make this the perfect family room or hangout.

2.8 acres on a quiet country road in Otis. Level lot with stream. Lightly wooded. Perfect recreational lot for camping. Great location for hiking and seclusion. Nature at its best, the perfect hideaway!

Custom built home situated on a private lot just minutes to GUIDOS! Impeccable home with open floor plan....kitchen, eating area, living room with fireplace.... wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch!...A stunning house on a very special piece of land....come take a look ....

Immaculate unit in move-in condition. 1st floor bedroom with 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two large bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct Mtn offers heated pool, har-tru tennix courts, EV charging, canoe/kayak racks. Cental location to all the culltural activities and restaurants.

THE ULTIMATE FOUR SEASON BERKSHIRE RETREAT- Tucked away on 3.6 serene acres, this bright & airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances & family room with wood stove, perfect for relaxation & entertaining. Two additional guest rooms & a den. The newly completed primary suite boasts a beautiful bathroom & an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo & shed. Located just minutes from the slopes of Ski Butternut & downtown Great Barrington, this turnkey property also features a proven track record as a short & long term rental MORE

Turnkey and recently renovated 3-bedroom, 1 bath Cape with garage and private yard. Nestled in a convenient North Adams neighborhood, this home features a first floor eat-in kitchen with new range and microwave, laundry with new washer and dryer, and the primary bedroom. An updated oversized bath and bright, generous living room with picture window and hardwood floor round out the first level. Upstairs are two additional bedrooms and plenty of storage. Enjoy mountain range views from a sizeable yard while entertaining or simply relaxing on either warm or cool Berkshire nights! Close proximity to downtown North Adams, shopping, dining, theatre, hiking/biking trails, MASS MoCA, Williams College, The Clark Art and all the 4-season recreation and amenities of the Berkshires and beyond!

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.

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 - Click!

Welcome home! This magnificent 13.3-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons, while trails through the meadows and woods offer four season hiking and riding opportunities. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings.

Set on four private acres along a quiet stretch of road by the Housatonic, this is the kind of place that reveals itself slowly. The driveway is lined with rhododendrons that light up every spring, and the rest of the landscape is paced to bloom straight through summer - fruit trees, azaleas, perennials, all of it planted by someone who clearly knew what they were doing. Out back, a brook babbles through the yard. The Sheffield covered bridge, about as scenic as New England gets, is an easy walk away. Inside, the first floor opens up and flows - wood floors throughout, and a wood-burning fireplace that anchors the whole space. There's a full bath on the main level. Upstairs, the primary has its own en suite, and the other two bedrooms share a half bath.

OPEN HOUSE - Saturday, June 20, 11-1. Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves. Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents enjoy steps to a private beach, tranquil surroundings, and proximity to the region's finest cultural destinations. The home's inviting open-concept layout features a bright kitchen, dining, and living area centered around a cozy fireplace. Cathedral ceilings, updated appliances, and thoughtful upgrades throughout add modern comfort to this classic retreat

The ''Investor & DIYer Dream'' Great Opportunity in Adams! Tucked away just behind a two-family property, this spacious 4-bedroom, 1.25-bath single-family home is bursting with potential and waiting for your personal touch. While the interior may need of some TLC, the heavy lifting on the exterior has already been done with a newer roof and a paid for solar panel system! Enjoy the peace of a tucked-back location while being incredibly convenient to all town amenities, the popular Ashuwillituck Rail Trail, and an easy commute to the Pittsfield area. Perfect for an investor looking for a solid rental or a new owner ready to build sweat equity!

Welcome to easy living at 691 Crane Ave, Pittsfield! This single-level ranch offers the perfect blend of convenience and peace of mind, highlighted by a 2-year-old roof and a two-car garage. Inside, you'll find a highly functional layout featuring fantastic space in the basement--an ideal setup for your favorite crafts, a home workshop, or weekend hobbies. Step out back to find a standout feature: a large, fully fenced-in yard that provides a wonderful private outdoor retreat. Nestled in a highly convenient location close to local shopping, dining, and schools, this move-in-ready home is designed for an effortless lifestyle. Don't miss this Berkshire gem!

Spacious and thoughtfully designed, this executive ranch located on coveted Mountain Drive offers the perfect balance of comfort and functionality. Featuring three bedrooms and three full bathrooms, the home's expansive layout provides room to gather, relax, and spread out with ease. At the heart of the home, a generously sized living room with a wood-burning fireplace creates a warm and inviting gathering space. The eat-in kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making meal preparation a pleasure. A versatile additional living space, complete with a second fireplace, offers endless possibilities like a cozy den, family room, or formal dining room. The oversized mudroom serves as a practical everyday entry and includes laundry,