Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane fireplace, wide plank floors, large kitchen, first floor bedroom, office and a welcoming floorplan emanating warmth and comfort. Perfectly situated mere moments from Butternut Basin (one of the Berkshires top ski destinations) and a short drive from vibrant downtown Great Barrington, this charming sanctuary invites you to experience the best of Berkshire living.

The Amasa Spencer House, circa 1791, is a beautifully preserved gem for antique-home lovers. Tucked into a bucolic yet convenient setting in West Stockbridge, it offers the rare ability to stroll to shops, restaurants, hardware store, market, arts and entertainment, coffee shop and a bookstore in the charming village center. Thoughtfully detailed from top to bottom in vibrant Farrow & Ball colors, the home features newly updated kitchen appliances including an induction stove, paired with custom cabinetry all while retaining much of its original charm. A first-floor bedroom and full bath with laundry provide effortless one-level living. Original flooring, three fireplaces, and a screened porch with mountain view add warmth and character.

Step into this beautifully updated 3-bedroom, 3-bathroom retreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. This captivating property won't last long.

Great Opportunity for business/building ownership. Turnkey Bar, Restaurant, & Venue in the Heart of Adams, MA in the Beautiful Berkshires. Iconic Adams Ale House- Massive Bar and Event Space for Sale. Adams Landmark Ale House- a Favorite for Locals and Tourists. Rare mixed use commercial gem-Bar, Kitchen, Auditorium/ballroom. Ready to Reopen.Near MassMoca, Mass College of Liberal Arts, Williams College, Clark Art Museum, Jiminy Peak Ski Area, Historic Mt. Greylock Site. Professional Theaters in Adams, Williamstown and Pittsfield.

Contemporary home nestled on over 7 acres minutes to Great Barrington center. The entry level of this home has a large boot room with a nice size laundry room off of it. The stairs lead you up into the main living space with an open plan kitchen, dining and living. The outside very much becomes part of the living space during the warmer months with doors to a front porch and a side open deck. Down the hall there are two guest rooms and a hall bath. Upstairs off a small landing there are two generous guest rooms with vaulted ceilings and a hall full bath. New heating system, new windows in most of the house,

An Heirloom Timber-Frame Home with Artisan Barn!This property is as much a story as it is a homestead. Rooted in the 1820s Greek Revival farmhouse that once stood near the road, the home was reimagined in 2002 when the original hand-hewn Dutch-style timber frame was preserved and given new life. Set on a new foundation deeper into the land, and meticulously rebuilt over the past two decades by a renowned master builder, the result is a turnkey home that combines history with modern craftsmanship.Behind the residence stands an extraordinary 5,200-square-foot timber-frame barn, built by the same master builder as his own workshop. Designed with both beauty and utility in mind, it offers the scale and flexibility to serve as a studio, recreational retreat, or professional space.

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as extra space. Handicap accessibility

*NEW PRICE* Climate-Controlled, Secure, Laboratory - Warehouse. State-of-the-art HVAC, Water/Wastewater processing, Mold/Mildew resistant facility. Full security inside and outside ( including full video surveillance & RFID locks on all doors). 3 Phase Power and Generator. Ideal for hydroponics, food processing, pharmaceutical compounding, laboratory, veterinary / medical use, or storage of antiques, records, wine or art. *note: This was a former Cannabis grow/packaging facility. License no longer in place. All related materials and product fully removed and cleaned out.

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and restaurants. Nestled amidst beautiful, well-maintained grounds, this residence exudes curb appeal. The apartments have all been thoughtfully updated and come equipped with outdoor space, access to laundry facilities, and exceptional parking.

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and restaurants. Nestled amidst beautiful, well-maintained grounds, this residence exudes curb appeal. The apartments have all been thoughtfully updated and come equipped with outdoor space, access to laundry facilities, and exceptional parking.

Modern Country FarmhouseBuilt to pamper its proud owner by offering a quiet, peaceful and very private get away w/ cathedral ceiling living room semi open to wonderfully equipped kitchen and breakfast area. Primary ensuite is spacious and bright -- offers all amenities you would ever wish for from a walk in closet, to bath with double vanity, Jacuzzi soaking tub, separate shower, separate toilet rm... a big plus is it's on the first floor, separate from guest areas. Second floor w/Loft library, two ample size guest rooms, bath and an extra spacious room for a studio/ creative room or spill over for overnight guests.. You will be amazed by the finished walk out space on the lower level.. it's use is yours to define. I envision a private work space or spacious game room which can fit a h

Many residents are drawn to Ashley Falls for its historical charm, welcoming community and seasonal events. With picturesque landscapes and a blend of tradition and opportunity, Ashley Falls remains a desirable location for families and individuals alike. Ashley Falls is not only a haven for history enthusiasts but also a community teeming with potential for new ventures and creative enterprises. The centrally located 'Post Office' building, constructed in 1860, presents a unique opportunity for both residential and commercial use. Entrepreneurs and investors could find this setting ideal for establishing shops or studios that compliment the village charm and attract both locals and visitors. Its strategic position ensures consistent foot traffic, making it an invaluable resource.

Immaculately maintained and thoughtfully custom-built, this inviting home offers the perfect blend of comfort, craftsmanship, and seclusion. The open-concept kitchen, living, and dining area features soaring ceilings, custom display windows, and three sliding glass doors that welcome natural light and open to a 1,350 sq ft wraparound deck - the ideal vantage point for taking in the tranquil, wooded landscape and seasonal views of Snyder Pond. The main level includes two bedrooms and two full baths, each with private access to the deck, creating a harmonious indoor/outdoor flow. A cozy loft adds charm while also providing entry to additional unfinished space already plumbed for a future primary en-suiteoffering exciting potential for expansion.

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is offered for sale with 3 business rentals and 2 apartments creating a living and income opportunity.

Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views. Indulge in the ultimate relaxation experience with a soak in your wood-fired hot tub or a rejuvenating session in your outdoor sauna. Step inside and be captivated by the charming open floor plan. The chef's kitchen is a culinary enthusiast's dream, featuring a large island, elegant granite countertops, and a high-end Viking stove, perfect for entertaining guests or creating culinary masterpieces.

Discover the ultimate lakefront getaway in an ideal location on the lake, where peaceful mornings and unforgettable sunsets become part of your daily routine.Inside you will find a move in ready home with a bright open concept layout that connects the kitchen, dining and living areas, perfect for entertaining or relaxing by the cozy gas fireplace. This home features two bedrooms and a beautiful full bath.Step outside onto the expansive deck overlooking the water. Enjoy direct lake access with your own private dock, ideal for boating, fishing or simply unwinding by the water. A built in firepit adds to the charm, creating a perfect space for gatherings under the starts. Move in and start making memories on Ashmere Lake!

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy, yet conveniently just 5 miles from Williams College and Spring Street. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a pantry off the kitchen, and a full bathroom with laundry.

Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless appliances and eat-in area. Primary suite w large walk-in closet, second en-suite bedroom/bath and a third bedroom on the main floor. Finished lower level with a flexible floor plan affording many possible uses; great storage. The community includes pool, har-tru tennis, beautiful canoe/kayak launch on Laurel Lake.

Welcome to this stunning one level living, 3 bedroom, 3 bathroom home on a serene 4 acre lot. Designed for comfort and style, it features a bright first floor living area with large picture windows and a charming fireplace. The spacious kitchen offers a skylight, breakfast nook, and access to a screened porch perfect for relaxing. Cherry Floors flow throughout (except the kitchen and baths), and the large dining room is ideal for entertaining. Enjoy a generous deck, two car garage, brand new Buderus Boiler, and new air conditioning system.This Berkshire escape could be yours to enjoy and is minutes from Tanglewood, Norman Rockwell, Chesterwood, Berkshire Theatre, and minutes to the charming towns of Stockbridge, Great Barrington, Lee, Lenox, West Stockbridge!

Available for the first time in decades, this exceptional property offers peace, privacy, and endless opportunities to explore nature! Set on 77 acres with brooks and meandering trails, it's a true retreat for those seeking both solitude and adventure.The home features a spacious, sunlit first-floor layout with an eat-in kitchen, dining room, living room with pellet stove, heated porch/bonus room, and half bath. A wide center staircase leads to the second floor, where you'll find three bedrooms, a full bath, and walk-up attic access.While ready for updates, the house offers a generous and functional floor plan--a blank canvas for your vision. Whether you're drawn to the historic district charm, the acreage, or the potential for your dream homestead, this rare offering is a must-see!