In the heart of the Berkshires, this exceptional 50+ acre parcel presents a rare opportunity steeped in natural beauty and historical significance. With three approved building lots already in place, the property offers incredible potential--for development, investment, or the creation of a private multi-residence retreat. Bordering the picturesque Stevens Glen and abutting conserved lands, the site provides unmatched serenity and long-term preservation of its surroundings. Several elevated locations offer ideal opportunities with sweeping views across the valley.Perfectly situated for both privacy and convenience, this remarkable lot is just minutes to Tanglewood, downtown Lenox, Stockbridge, and the region's world-renowned cultural and recreational attractions. A legacy property!

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. A rare combination of comfort, style, and convenience in one of the Berkshires most desirable towns.

Significant Price Adjustment: Rare opportunity to locate your business in a prime downtown location close to North St., banking, grocery store, pharmacy and residential neighborhoods. At 5,496 sq.ft. this property offers a combination retail and warehouse with high ceilings and lots of natural light from the large windows located on the front of the building. Prominent signage options with high volume traffic counts. Off street parking lot provides plenty of options for customers and employees. Rear industrial door provides access with an interior caged pen for security. Owner financing can be considered. Zoned within the Downtown Creative District-see documents for more detail.

Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra convenience.Enjoy morning coffee on the front porch or unwind in the private backyard--ideal for relaxing or entertaining. With sidewalks leading straight to town, you'll love being just a short stroll from shops and restaurants, all while enjoying the tranquility of a quiet neighborhood setting.Move-in ready and full of charm, this home offers small-town living at its best.

Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a generous and distinctly modern loft environment.The open kitchen and the generous living and dining area showcase the architectural character of the original mill: gorgeously restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected by the project's architects to elevate the building's historic textures.

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.

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.