Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.

Enjoy the peace and privacy of country living on this spacious 1.75-acre property, beautifully set back from a quiet country road. The level backyard offers plenty of room to relax, entertain, and enjoy the outdoors, with established fruit trees, blueberry and raspberry bushes, a fire pit, and a deck overlooking the expansive yard. A hot tub adds the perfect touch for unwinding at the end of the day. This raised ranch features 3 bedrooms and 2 full baths, with a comfortable and functional layout. The main level boasts brand-new laminate flooring throughout, new exterior doors, and a bright kitchen equipped with new appliances, abundant cabinetry and counter space, plus a convenient breakfast bar. The spacious primary suite offers his-and-her closets and a private full bath featuring

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. Walk in closets. 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.

Charming cottage-style home that offers far more space than meets the eye! The first floor features a spacious kitchen with abundant cabinet storage, pantry space, and a newer gas range, along with a cozy office nook, dining room, living room, full bath, two bedrooms, laundry room, and an inviting den. Upstairs offers three additional rooms, including two bedrooms, providing flexible space for guests, hobbies, or a home office. This home has seen many updates since 2019, including a new furnace, oil tank, front siding, and all new windows on the front of the house. Beautiful hardwood floors were added in the living room, dining room, and first-floor bedrooms, while the kitchen, laundry room, and den feature durable new laminate flooring. Additional highlights include a walk-out basement

The main level features an open-concept living and dining area with beautiful wood flooring and a cozy fireplace, creating a warm and welcoming space for everyday living and entertaining. The home offers three bedrooms and two full baths, providing comfortable one-level living. An oversized one-car garage adds valuable storage and parking space, while the property's setting offers a peaceful retreat. The backyard backs up to the woods, providing a natural backdrop and an added privacy. The finished lower level expands the living space considerably, featuring a large game room with a pool table and bar area a great space for entertaining, game nights, or relaxing with family and friends.The lower level also includes three additional finished rooms that have previously been used as bedrooms.

This is the private, lush, estate property with 23 acres, and four (4) building lots, that you have been waiting for. A gorgeous gentle sweep brings you to distant ridge views. The large open clearing is ready and (originally) perc-tested and passed. 7 acres of rich hardwood forest, and two established stone entrances open in from Cross Rd and the other on Leffingwell. Equestrian or hobby farm potential, perfect for a family compound, or just build your dream home and enjoy the space around you!

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.

Turnkey Berkshire cottage on Shales Brook, completely reimagined from top to bottom. This stylish two-bedroom, two-bath retreat pairs thoughtful design with an idyllic waterside setting, just around the corner from Jacob's Pillow and approximately 10 minutes from downtown Lee. Nearly every element of the home has been renewed, including the kitchen, bathrooms, plumbing, electrical, septic system, heating system and hot water system. The bright, open living space features wood floors, a beautifully renovated kitchen with custom cabinetry finished in a rich Farrow & Ball green, and a striking vintage copper Malm wood-burning stove that adds warmth and character. Two king-size bedrooms and two beautifully updated baths create a comfortable and functional layout.

Welcome to 9123 Mountainside Drive, a beautifully maintained 2-bedroom, 2-full-bath condo offering the perfect setting for a year-round residence, weekend getaway, or Berkshire retreat. A short walk to the slopes puts skiing and mountain activities within easy reach, while the wooded setting provides a peaceful place to unwind. Inside, the bright and spacious main level features an open kitchen, dining, and living area ideal for gathering with family and friends. The kitchen offers abundant cabinetry, upgraded appliances, generous counter space, and breakfast-bar seating, while the living room is anchored by a cozy wood-burning fireplace. Step outside to the private back deck, which has been reinforced and wired to accommodate a hot tub, perfect for creating your own après-ski retrea

Step into the charm of this beautifully maintained 1880s home, where historic character meets numerous thoughtful updates and versatile living spaces. Located in close proximity of Mass MoCA, shopping, North Adams' vibrant arts scene, Windsor Lake, and nearby outdoor adventures, this property offers an ideal blend of convenience and Berkshire lifestyle. The recently updated kitchen is both stylish and functional, featuring a full suite of stainless-steel appliances (cooking stove, refrigerator, range, exhaust vent and dishwasher were purchased in 2025), a deep farmhouse sink, honed black granite countertops, and thoughtfully curated cabinetry.

Make this fabulous White Pines Garden Unit your next home in the Berkshires in this sought after community. Cathedral ceiling Great Room open to dining and updated kitchen w/beautiful natural light and two story wall of glass with primary en suite & guest bedroom w/full bath, bonus room on lower level all leading to your private deck with amazing privacy. Amenities include one of the parking spaces for this unit is out the front door, assoc. clubhouse w/indoor pool & exercise room, HarTru tennis courts, walking trails and deeded rights to the private beach frontage on Stockbridge Bowl for swimming, kayaking or moor your boat...all within minutes from Tanglewood and the Village of Lenox.

Winding country roads lead you to this secluded sanctuary on Rote Hill Road--an address synonymous with estate-caliber living and undisturbed serenity. Crafted from the ground up by its original owner, this beautiful post-and-beam residence stands as a profound labor of love on over 15 private acres. From the main-level wood floors hewn from a single stately oak tree found on the property, to the dramatic two-story stone fireplace, the home was brought to life in collaboration with local craftsman. Car collectors and hobbyists alike will appreciate the custom-built, aprox 1,080-square-foot barn. Complete with Read More)

A One-of-a-Kind Contemporary Woodland Retreat with seasonal Mount Greylock Views, in town location and a stone's throw to everything Williams College and the ''Village Beautiful'' Williamstown. Discover a truly unique property in the heart of the Berkshires, offering the privacy and beauty of a woodland retreat with the distinctive character of a contemporary home and an extraordinary opportunity to own two contiguous original parcels of land. This three-level residence features 4 bedrooms, two full bathrooms, a spacious kitchen and dining area, and a large living room designed to take advantage of the surrounding natural beauty. The home's elevated setting provides views of Mount Greylock from the front windows in the spring, winter & fall seasons, bringing one of the Berkshires' most

Uncommonly Superb View -- A Vermont Meadow Retreat Tucked quietly into a broad meadow and surrounded by lush Vermont landscape, this property enjoys one of those rare, completely unspoiled western vistas: a full, harmonious sweep of the Taconic Mountain ridgeline, framed perfectly within human scale. The almost 40 acre setting--meadow bordered by deep woodland--creates a sense of arrival, privacy, and permanence that is difficult to replicate. The architect designed home blends natural materials inside and out, offering a calming, organic environment that feels inseparable from the land around it. One of the sellers' guiding goals the architect skillfully interpreted, was harmony with the landscape, expressed most beautifully in the roofline: ... (see more)

Looking for your next investment or a space to call your own? This may be the house for you. Long term month to month tenants, hardwood floors, gas heat, newer roof, separate utilities, etc.