Tucked away at the end of an exclusive cul-de-sac, this luminous 4-bedroom home offers access to one of the Berkshires' most beautiful private communities. The interior is defined by an impressive great room, where soaring cathedral ceilings and a wood-burning brick fireplace create an inviting, open-air feel. At the heart of the home, the granite-clad kitchen serves as a bright culinary hub, featuring a casual breakfast area with picturesque views of the surrounding grounds. This space transitions seamlessly into a formal dining area, perfectly positioned for everything from large holiday gatherings to intimate evenings. The thoughtful floor plan is tailored for a modern lifestyle, featuring a primary suite on the main level and a bonus/studio space tucked privately above the den.

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living & entertaining. Step out to the inviting covered porch-an ideal spot to savor morning coffee & evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington & Berkshire attractions.

Situated at the top of vibrant Railroad Street, this property offers exceptional visibility in a bustling location, making it an ideal spot for retail stores, restaurants, cafes, or office spaces. The building features two spacious stories and a full basement, providing ample room for various business operations. With high ceilings that create an airy atmosphere and windows on three sides that flood the interiors with natural light, the space feels open and inviting. This is a remarkable opportunity to establish your business in the heart of Great Barrington, surrounded by the excitement and energy of a thriving community.

Updated and spacious condo just a short distance from Main Street Stockbridge, downtown Lenox, and all the Berkshires has to offer! Premier Unit at Stockbridge Terrace: Enjoy peaceful living on a private cul-de-sac with a limited number of units. The main level living setup is perfect for the primary resident, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry. The Great Room boasts cathedral ceilings bringing an abundance of natural light and a soaring gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.

Large area behind temple for parking.Seller will install new roof.Full commercial kitchenElevatorSanctuary + several officesSeating for 300

Professional Light Industrial Office Park located in Central Berkshire County for ease and 7 mnute access to Major Routes 7 & 20 and Routes 8 & 9. Heavy Trucking Hauling, Ideal for Mail Distribution, Customer Service Offices & Entrance, Warehouse Space, Two Loading Docks, Room for Expansion on the Second Level. 23' -26' Ceiling Height. Refurbished Front End Office Space, Conference Room, Lunch Room, Private Offices, Conference Room, Employee Break Room, Mechanic Room in Warehouse. Redesign Options available for Individual Use upon Request. City Water,Sewer, Natural Gas. Rear Loading Docks, Reception Area, Bus Line and close to Major Routes for Ease of Transportation to Albany or Northhamptom 40 miles Pittsfield Amtrak Station 3.5 Miles.

LOCATION, LOCATION, LOCATION. This terrific home is in low-tax Egremont, setback from road, & is a short walk to French Park which sports new tennis/pickleball courts, a playground, hiking trails, a basketball court, and a dog park. The town also features two of the more popular restaurants in the Berkshires. But, what about the house? This well maintained 4 bedroom/3 bathroom home is wheelchair accessible, and meticulously maintained. There is an in-apartment that might be rented as an apartment or a professional office. Ever been inconvenienced by a power outage? Not at this house because it has a 10kW generator. Worried about roof conditions? Not a concern at this house. The steel roof should be good for another 40 to 50 years. Schedule a showing today! SEE MORE...

Rarely will you see a beautiful, undisturbed major land parcel totaling 118 acres anywhere in Berkshire County. This parcel has 91 acres in Richmond and the remaining 27 acres in West Stockbridge. The land is bisected by Furnace brook. There are wetlands in one section. Property is currently in Chapter 61A Forest Management.

Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3 finished levels of flexible living space designed with an open concept. The 1st floor primary suite provides the ease of one-level living and features a newly renovated bathroom with walk-in shower, creating a spa-like retreat with tasteful tile finishes.

SPACIOUS, LINDAL CEDAR CONTEMPORARY WITH DISTANT WESTERLY MOUNTAIN VIEWS. Privately sited on nearly 4 acres on a premier country road, this three level home has plenty of space for family and friends. The first floor has a primary bedroom suite, double-height living room with a huge window facing the view, kitchen open to a large dining area, pantry, screened porch off the kitchen, half bath, den, and a laundry room. Upstairs is a second primary bedroom suite with full bath and a guest bedroom. A large loft area separates the two bedrooms. The lower level has a large family room with views, a bedroom, a full bath, a second kitchen, and a game room. Sheffield has plentiful hiking trails and easy access to the Housatonic River for kayaking. 12 minutes to Great Barrington.

A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style bathrooms. Its convenient downtown location ensures high tenant demand due to walking proximity to grocery stores and the hospital. Key amenities that add significant value include ample on-site parking, a large multi-bay garage providing resident storage, and laundry facilities in the lower level.

Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The expansive living and dining area features regionally sourced schist countertops, gorgeously restored original hardwood floors, and hand-burnished structural elements that anchor the home in its mill history. South-facing windows flood the space with natural light and frame tranquil hill views that shift with each season.

Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history. Ideal for investors seeking turnkey income with upside potential. Great long-term hold in a desirable neighborhood.

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors refinished and interior recently painted.

Highly sought-after location this home is fully move-in ready with every detail completed to the highest standard. An expansive front porch welcomes you into a bright airy foyer setting the tone for the gracious rooms throughout. The main level offers a spacious living room w/ oversized windows and fireplace, a dining room for entertaining, butler's pantry and a spacious chef's kitchen. Upstairs are four well-proportioned bedrooms including a primary w/ ensuite bath and bonus room that can serve as a walk-in closet/laundry room. The finished third floor provides additional living space & home office while the finished lower level offers flexibility. Thoughtfully designed landscaping enhances privacy, mature fruit trees, EV charging station and owned solar panels. This is NOT TO BE MISSED!

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.

Step into luxury and comfort in this stunning, 1-of-a-kind custom-built home--where natural light pours through expansive windows framing serene views of your private outdoor oasis. The beautifully landscaped backyard features an inground pool, elegant gazebo, multiple decks, patios, and balconies-perfect for relaxing/entertaining in style. Inside, you will find exquisite craftsmanship & thoughtfully designed spaces, including high-end gas fireplaces, custom built-in storage, and en-suite bathrooms for every bedroom. Enjoy the convenience of a new outdoor shower, whole-house generator, Rinnai tankless wh, slate walkways, and a sophisticated irrigation system that nurtures a variety of mature, professionally placed trees. Though nestled in a quiet, secluded setting, this home is just minute

Tucked at the end of a quiet cul-de-sac just minutes from Tanglewood, this light-filled country contemporary is designed for easy Berkshire living, with bright open spaces, a convenient first-floor primary suite, and seamless indoor-outdoor flow. Mornings begin in a sunlit kitchen that opens effortlessly to the main living areas, while a vaulted great room with gas fireplace creates a natural gathering space year-round. In warmer months, doors open to a wraparound deck, screened porch, and stone patio overlooking landscaped grounds--ideal for long evenings outdoors and relaxed entertaining.The spacious first-floor primary suite features a sitting area, double vanity, soaking tub, and two walk-in closets. Additional spaces include a four-season sunroom and home office or den. Upstairs,