Set in the heart of the hamlet of Spencertown, within the historic town of Austerlitz this circa 1820 well maintained home eflects a more grounded chapter of Hudson Valley history, where enduring craftsmanship and a deep connection to the land shaped the way homes were built - and lived in.Flooded with natural light and defined by beautiful wood floors throughout, the home offers a warm, inviting interior that balances historic character with everyday livability. At its heart, an antique mantle - sourced from Pennsylvania and dating to the early 19th century - serves as a thoughtful reminder of the home's origins and the era in which it was built.With three bedrooms and three baths, the layout is both functional and comfortable, accommodating everyday living and weekend retreats.

Positioned on the third floor above the Great Barrington Food Co-op, this 1 bedroom, 1 bath condo offers an easy, in-town lifestyle with everything just outside your door. Despite the central location, the unit enjoys a more tucked-away feel with elevated views and a quiet setting.The interior is well laid out, featuring an open living space with clean, well-finished details and a south-facing orientation that brings in consistent natural light. The Juliette balcony is ideal for bringing in greenery or stepping out to enjoy some fresh air. The bedroom includes a walk-in closet and upgraded wood flooring. Everyday conveniences include in-unit laundry, central A/C, and a functional kitchen.

Tucked deep in the quiet beauty of Mount Washington, this enchanting cabin is owner-designed & built on approx. 10 private acres with over 600 feet of frontage on Wright Brook & surrounded by State Forest & conservancy lands. Charming open main floor with living room, kitchen, 3/4 bath & laundry lead to a cozy second-floor BR with 1/2 bath that feels like a treetop retreat. Custom-made cherry & pine cabinets & trim throughout, milled from trees harvested from the property, along with hardwood, cork, tile, & Marmoleum flooring give the cabin warmth & character. The unfinished, full daylight basement is dry & wired for 220V to provide great shop or other creative space with lots of storage. Begin your morning on the deck with birdsongs & enjoy the dark-sky stars at night.

This home is not to be missed! Nestled in a quiet neighborhood and thoughtfully designed throughout, it sits just moments from restaurants, shops and downtown Great Barrington. A well-appointed kitchen anchors the main level, showcasing quality finishes and smart functional design. Sunlit living and dining rooms highlight the home's warm character and charm. Upstairs, three comfortable bedrooms are complemented by a spacious full bath. The fully fenced, sun-drenched backyard is ideal for outdoor dining, play or gardening, while the two-car garage provides exceptional convenience. Move-in ready and beautifully maintained!

Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout.The formal dining room offers an elegant setting for entertaining and transitions seamlessly into the thoughtfully renovated kitchen. Designed with both style and function in mind, it features quartz countertops, updated appliances, and a clean, sophisticated aesthetic.

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the existing cottage provides a peaceful, private retreat set back from the road, the true crown jewel is the property's dedicated lake access--offering the right to install your own private dock or boat slip on one of the Berkshires premier motorized lakes. Bring your vision to this exceptional property and start living the Berkshire lakeside dream today.

Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.

Don't miss out on this unique investment opportunity in south Williamstown. Two 2-family properties being sold together at less than assessed value. #25 New Ashford consists of 1,820 sq.ft. with 2 one-bedroom, one-bath units, a porch and a full basement. #29 New Ashford consists of 2,016 sq.ft. with a two-bedroom, one bath unit, a one-bedroom, one bath unit and shared laundry in the common area. Seller willing to replace roofs on both properties or offer a credit with a full-price offer. Terms subject to agreement.

Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large windows that look out onto the property. Glass doors open onto a small porch that leads to the backyard. Enjoy days and evenings relaxing or entertaining outdoors with the fire pit, stone patio and the clawfoot tub converted into an outdoor shower. Upstairs are three bedrooms and a full bath. The large primary bedroom has double closets. Additional finished space adjacent to one bedroom could be

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home.

Welcome to this beautifully renovated raised ranch located in a highly desirable neighborhood with convenient access to city amenities and cultural attractions. Thoughtfully updated from top to bottom, this home is move in ready offering the perfect blend of style, comfort and flexibility for the Berkshire lifestyle. The open floor plan showcases new engineered wood flooring and a beautiful kitchen designed for gathering, featuring cherry cabinets, stainless appliances and a wonderful large island with butcher block counter and breakfast bar. The main living area is spacious and inviting, centered around the woodburning fireplace. Three bedrooms & two baths on the main floor including a large primary bedroom and primary bathroom. Fully finished in-law space.

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings in the family room, which served as her music room. She quickly grew to love the lake community's friendly neighbors, walking trails, and private beach. This cozy log cabin sits on a level .36 acre lot, offering rare privacy with lovely gardens, a latticed entertainment deck, and two sheds. Relax in the living room in front of the stone fireplace, perfect for a quiet conversation or reading. Step into the spacious family/music room and enjoy movie night and the view of the gardens. The open kitchen and dining area connect to a first-floor bedroom with laundry and a full bath. Upstairs, you will find two large bedrooms with skylights and...

Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking. Two updated bathrooms, one that was recently added to provide ease and comfort when hosting.Step outside to a newly expanded deck, then follow a peaceful path down to your own private dock for boating, fishing, or simply relaxing as you take in the lake's serene views.

This charming bungalow offers the Lenox lifestyle you've been dreaming of ✨ Located on a quiet dead-end street just steps from downtown, enjoy morning coffee, local dining, or evenings at Tanglewood before strolling home under the stars 🌙Inside, approximately 1,700 square feet blends warmth and comfort--perfect as a second home, weekend escape, or full-time living. There is also the opportunity to have the home furnished, creating a seamless, turnkey option 🏡Close to Lee and Stockbridge, this is Berkshire living at its best.💰 Make sure to ask about the $16,000 income this property produced in just over a handful of summer months!

Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The luxurious primary suite showcases double closets, a jetted tub, double sink vanity, and spacious tiled shower. 2 additional bedrooms on the upper level share a bathroom with a full tub and separate tiled shower. The second level offers flexibility with a 4th bedroom or office and a full bathroom, flowing seamlessly into the expansive 35-foot family room with French doors to the lower deck.

This move-in home is a timeless classic with modern upgrades. Large nature lovers lot on an unheard of 1.3 acres in the sought after southeast neighborhood. New kitchen with stone counters and stainless appliances. Well appointed bathrooms, replacement windows, refinished impeccable hardwood floors, new concrete patio and garage floor. The 1st floor consists of a large living room with fireplace, a bedroom with private bath, a half bath, kitchen and dining room with gold chandelier. The enclosed and screened porch! The 2nd floor has a primary suite with it's own fireplace, private bath and walk-in closet. There are another 2 bedrooms and 1 bathroom with double vanities. The lower level has a large family room with fireplace, bar, half bath and a utility room

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office.

Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

Becket at its BEST! This beautifully maintained 1,900 sq. ft. ranch offers easy single-level living with a bright, wide-open floor plan filled with natural light. The welcoming kitchen features marble countertops, while the custom fireplace and gorgeous hardwood floors add warmth and charm throughout the home. The spacious walkout basement includes both a Smith furnace and Fire Chief wood stove, providing excellent heating options year-round. Peacefully set back from the road and abutting Crystal Pond at the rear of the property, the setting is private and serene. Bonus features include two garages, two driveways, a barn, ample parking, and a hot tub perfect for relaxing under the stars. AMAZING location--just 34 minutes to Westfield, 19 minutes to Lee, and 26 minutes to Pittsfield!

Here's a rare opportunity to own a classic roadside motel with strong potential in a popular small-town tourist destination. This 17-room property, complete with an on-site owner's quarters, offers a solid option for renovation or rebranding or to convert to housing. The motel has been operating for many years and continues to welcome repeat travelers, but it would benefit from fresh energy and cosmetic updates to reach its full potential. With steady local tourism and limited lodging competition, there's plenty of room to grow revenue through improved marketing, refreshed rooms, and updated amenities. Located near shops, restaurants, and popular area attractions such as Tanglewood, Edith Wharton House, Norman Rockwell Museum, and many others.