Stylish and chic custom condo at Lenox Woods. Spacious great room with open living. Four bedrooms 3.5 baths. Screened porch and stone patio bordering on Kennedy Park. This centrally located condo is right in the midst of all the culture that the Berkshires offer. Restaurants, theater, Tanglewood. Steps to hiking, a short drive to skiing.

OPEN HOUSE 11/14/26 11am - 12:30pm Enjoy the perfect blend of convenience, privacy, and versatility in this spacious Pittsfield home! Ideally located close to town yet tucked away in a peaceful, private setting, this property features a generous yard with mature, manicured landscaping and a spacious deck perfect for outdoor entertaining or simply relaxing. Originally built as a two-family residence and thoughtfully converted into a single-family home, the property remains zoned as a two-family in city records, offering exciting possibilities for future use. With 3+ bedrooms, 4 bathrooms, two staircases, and beautiful original yellow pine floors, this home provides an abundance of space and flexibility for extended or multigenerational living.

Great opportunity to own a one level ranch in a beautiful neighborhood with other homes selling over 400K Needs new owners touch and a little TLC Minutes to everything! Sewer line has been replaced with new. Price reduced $40,000 to do updates needed.

Welcome home to this charming, move-in-ready three-bedroom, two-bath property nestled in a lovely Southeast Pittsfield neighborhood. Filled with warmth and character, this inviting home offers the perfect blend of original charm and modern updates. Bright, spacious living areas feature beautiful hardwood floors in excellent condition, fresh paint, and a gorgeous original fireplace that adds a cozy touch. The recently updated kitchen features brand-new quartz countertops, while an updated bathroom adds to the home's appeal. Additional highlights include a spacious basement offering plenty of storage and possibilities, a one-car garage, and a quaint fenced-in backyard perfect for relaxing or entertaining.

Set back from the road on 12 private acres, this fully renovated 3-bedroom, 3-bathroom Cape seamlessly blends classic Berkshire character with sleek, modern sophistication. Framed by distant views and immersed in a tranquil natural setting, this country retreat is just minutes from downtown Great Barrington, the slopes of Ski Butternut, and year-round recreation at Lake Buell. Inside, the open-concept floor plan is flooded with natural light. Gleaming wood floors flow through a spacious living area anchored by a striking wood-burning stone fireplace and an upgraded chef's kitchen. Designed for effortless living, the main level also features a bedroom, full bathroom, and a dedicated mudroom and laundry area with direct exterior access.

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location. These homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,

Welcome to the heart of Stamford, Vermont, where small-town charm meets endless opportunity. Set on 3.99 level acres with beautiful mountain views, this former historic general store has been transformed into a spacious 3,096 sq. ft. residence designed for today's flexible lifestyle. The main home offers 3 bedrooms, open living spaces, and room for everyone, while the separate second-floor apartment is perfect for extended family, Airbnb guests, a home business, or rental income. Spend summer days by the 28-foot inground pool, entertain under the picnic pavilion, relax on the deck, and enjoy parking for up to 8 vehicles. Just minutes from the Massachusetts border and downtown North Adams, you'll enjoy the best of Vermont living with easy access to everything you want!

Welcome to 8 Lucille! This traditional Colonial offers 4-5 bedrooms, 2 full baths, hardwood floors, and a spacious rear addition providing plenty of room and flexibility. Enjoy the charm of the wraparound porch and the possibilities of the large, level lot. Handicap-accessible features add convenience, while the home's layout offers potential for a variety of needs. This property needs some TLC but is full of promise for someone ready to bring their vision and creativity. With its amazing location and classic Colonial character, this is your opportunity to make this diamond in the rough shine!

Welcome to the ''Gingerbread House of Cheshire''! This charming home is filled with unique character and offers just over 1,900 sq. ft. of living space, featuring 3 bedrooms and 2 full baths. The first floor offers plenty of room to suit your needs, including a spacious country-style kitchen, dining room, living room with pellet stove, large den, full bath, and convenient laundry room. Upstairs, you'll find three bedrooms, a second full bath, and a generous storage attic with a second staircase leading to the rear unheated mudroom. Furnace was replaced around 2014. Step outside your front door and enjoy easy access to the Ashuwillticook Rail Trail, perfect for biking, walking, and enjoying the outdoors. A truly special home with plenty of charm and versatility!

Welcome home to this desirable Southeast Colonial! Offering classic character and thoughtful updates, this inviting home is move-in ready! From the charming front porch to the warmth and character of the gorgeous hardwood floors, the beautifully updated kitchen features abundant storage, granite countertops, an eye-catching island, dynamic lighting, and newer appliances, creating a wonderful space for everyday living and entertaining. French doors lead to the deck overlooking the private yard and above-ground pool; perfect for morning coffee or relaxing outdoors. The first floor also offers a full bath, in-kitchen laundry, and barn doors opening to the living room. Upstairs, you'll find three comfortable bedrooms and a renovated second full bath. The perfect place to call home!

Welcome home to this beautiful contemporary-style four-bedroom home, privately situated on approximately one acre while remaining conveniently close to local amenities. Offering a unique and versatile layout, this home features an oversized primary bedroom with a private balcony, providing endless possibilities for a spacious bedroom, family room, or additional living space. Beautiful hardwood floors, an open kitchen and dining area, and inviting spaces for entertaining make this home both comfortable and functional. Enjoy the peaceful setting and exceptional privacy of the backyard, along with the efficiency of multiple heating zones. A wonderful combination of space, character, and convenience, this home is ready for you to move in and enjoy just in time for the holidays.

An ideal Berkshire Lifestyle-With Room to Dream. Escape to the charm and tranquility of Becket, where privacy, nature, and the best of the Berkshires come together. Set on approx. 2.6 acres, this 3 bedroom two bath home offers a peaceful setting surrounded by nature, overlooking Yokum Brook running through October Mt State Forest. There is also the rare opportunity to own two additional adjacent parcels. Creating the possibility for future homes, family compounds, investment or simply preserving your own privacy. A large fully fenced backyard makes it possible to move in with the dogs on day one. Enjoy morning tea, bird watching and evenings gatherings grilling on the large deck. Surrounded by the quiet beauty.

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privac

Come see this gorgeous 3 Bedroom 2 Bath Ranch! Nestled on a quiet street on over an acre of land, this inviting home offers the perfect blend of comfort, space, and convenience. Ideally located near October Mountain and just a short drive to Tanglewood and all other Southern Berkshire attractions. Featuring a spacious 2 car garage plus a third overhead door providing convenient access to the basement, this home offers plenty of room for storage, hobbies, and more. Inside you will find gleaming hardwood floors, a cozy gas fireplace, awesome Sunroom, and numerous improvements throughout. Notable upgrades include a Burnham K2 Boiler and state of the art basement waterproofing system. With its peaceful setting, desirable location, and Many improvements, This is one you wont want to miss.

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy,