Welcome home to 56 private, mountain top acres in Berkshire County. This 4-bedroom, 2.5-bathroom home offers perhaps the highest elevation in the Berkshires and timeless panoramic views facing Goose Pond to the east and Mt Greylock to the north and beyond. The main house features a gorgeous 1st floor primary suite. Outside, you will find a garden barn and a large, 1500 Sq ft workshop for any hobby or project. Take a short walk past the house to discover a second stunning vista overlooking the scenic Tyringham / Lee Valley. With room to expand the current home or add an Accessory Dwelling Unit (ADU), this secluded property is the ultimate private retreat.

Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three fireplaces anchor inviting gathering spaces filled with warmth and character, while three spacious ensuite bedrooms offer exceptional comfort and privacy. Rich period details, handsome proportions, and abundant natural light create a home that is both sophisticated and welcoming. Beyond the main residence, a separate guest cottage provides the perfect retreat for visitors, extended family, a home office,

Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building site--already with approvals in place--captures sweeping views across the lake, presenting an exceptional setting for a primary residence. Whether envisioned as a private estate, multi-generational compound, or legacy property, the possibilities here are both rare and compelling. A 40' x 50' aluminum Morton building is already in place--ideal for storing ATVs, recreational vehicles, equipment,

Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher stainless steel appliances, subway tile backsplash and separate island. The home features a central hallway with an elegant living room and working fireplace, dining room, home office/den, washer/dryer units on both the first floor and basement, central AC and full-house generator. In addition, there is a second driveway entrance with RV/EV electric, which leads to a park-like meadow with walking

Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign—an escape where silence is broken only by the wind in the fields and the song of birds. The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of meadows, a sparkling pool, and the stately barn. The barn itself is a wonder, waiting to be reimagined—perhaps as a guest house, an artist's studio, or a setting for unforgettable gatherings. Surrounded by farms and opening to distant hills, the landscape feels both boundless and intimate. The pool, perfectly placed, invites leisurely afternoons and is graced with its own elegant pool house.

Move-in ready and beautifully upgraded, freestanding home offers the ease of one-level living paired with over 4,600 sf over three finished levels. Four br, 4.5 bat and a walkout lower level. Live at the desirable Miraval golf/resort campus. Hardwood floors flow throughout the main living area, anchored by a striking double-sided fireplace wi stone hearth connecting the living and family rooms. Custom shades throughout add a polished, designer touch. Rear deck offers magnificent views of October Mountain. Upper level includes open loft, private office, 2 br with en-suite baths. Lower level extends the living space significantly, ideal for guests with bedroom, bath, media/exercise room, glass sliders to the outside. Short level walk to pool, golf, fitness, restaurants. Luxury living!

Welcome to the historic Wyandotte Woolen Mills in Pittsfield, MA. This woolen mill operated from 1824 to 1963 in the Berkshires and was one of the oldest woolen manufacturing mills in Western Massachusetts. Currently, the complex is home to 14 businesses engaged in production, distribution, flex, & storage space. The property spans 14.79 acres, including both sides of the river, and comprises 15 buildings with a total of 228,611 sq. ft. of space. 14 overhead doors, 11 loading docks, 3 freight elevators & 10' to 16' high ceilings. The area adjacent to the property is zoned for multifamily housing, making it ideal for residential development with the necessary permits and approvals. The turn-of-the-century construction features chestnut beams and maple and concrete flooring throughout.

Move-in ready and beautifully upgraded, freestanding home offers the ease of one-level living paired with over 4,600 sf over three finished levels. Four br, 4.5 bat and a walkout lower level. Live at the desirable Miraval golf/resort campus. Hardwood floors flow throughout the main living area, anchored by a striking double-sided fireplace wi stone hearth connecting the living and family rooms. Custom shades throughout add a polished, designer touch. Rear deck offers magnificent views of October Mountain. Upper level includes open loft, private office, 2 br with en-suite baths. Lower level extends the living space significantly, ideal for guests with bedroom, bath, media/exercise room, glass sliders to the outside. Short level walk to pool, golf, fitness, restaurants. Luxury living!

Set against the rolling beauty of the Berkshires, Constitutional Hill Farm offers a rare chance to own a truly iconic New England estate. Spanning 196 picturesque acres of hardwood forests and open meadows, this remarkable property blends natural beauty with rich agricultural heritage. Directly abutting the Berkshire Natural Resource Constitution Hill Trail, the land provides immediate access to miles of scenic outdoor recreation.The main residence features 3 bedrooms and 2.5 full baths, complemented by a 1 bedroom, 1-bath suite above the garage--ideal for guests, extended family, or rental income. Inside, the renovated home is filled with timeless character, including wide plank flooring, a classic stone fireplace, and both front and back staircases that add to its historic appeal

Spectacular Homestead! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 pristine acres with stunning views, mountain paths, and stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.

44.43 acre parcel adjacent to BJs Club on busy Hubbard Ave. High traffic in this commercial/industrial area. Property is zoned for most any use, as it is IG zone, General Industrial. This would be an excellent place to locate a large cannabis operation, commercial store, business, or multiple smaller shops. Property also is adjacent to Downing III within the Downing Industrial Park.

Commercial building in high-traffic location on the corner of Route 7 & 23. Current tenants include Trotta's Fine Wine & Spirits and Manhattan Pizza. Great investment opportunity.

Perfect country house location in a private yet centrally located setting. Spacious and open, entertainment room with bar, Kitchen includes Sub-Zero fridge, Viking Stove, Bosch Dishwasher and two pantries. First floor bedroom with ensuite, with two additional bedrooms on second floor and private second floor suite with full bath. Finished basement with ample closet and storage space as well as laundry room. Off back of home is a covered porch connecting to stone patio w fire pit overlooking a pristine pond with hilltop views. Finished barn measuring 40'x60' with 3 overhead doors, first floor bathroom with dog/pet shower and second floor one bedroom apartment. Safety features include Generac automatic backup generator & security system. Close to hiking, skiing at Catamount & Jiminy Peak,

Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere you look you stop to take in the view, large bath with walk-in closet and laundry. The inner courtyard has a heated pool, sunken jacuzzi, outdoor shower, screen porch with fireplace and beautiful perennial gardens. Hidden off the drive is a guest cottage with open living area, bedroom and full bath.

Multi generational Possibilities & Income potential! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Pickle Ball, Library, golf & restaurants. Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3 Bedrooms,, 3 Baths, has a lovely brookside courtyard w/Pergola, rustic charm maintained. Quiet your mind and embody perfect country living. Overlook the Kampoosa Brook, with private swimming area from your backyard! Cultural & recreational activities nearby. Great income potential. Solar powers Main house, car charger & Mill House. A MUST SEE!

Over 30,000 square feet of Commercial Property in the heart of Great Barrington. Ideal Route 23 location, adjacent to the retail-commercial district and CSX Freight Rail Line. Currently consisting of 5 Structures (13,233 sq.ft, 6,600 sq.ft,, 4,000 sq.ft., 5,000 sq.ft. & 1,554 sq.ft.) with ample on-site parking. Previously used by a major Plumbing Distribution and Warehouse Company. Use 'as is' or create new structures on this 1.63 Acre Parcel. Mixed Zoning. Public Water & Sewer.

Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full bath year 'round home offers a seamless blend of modern comfort and natural beauty! Sunlight pours through expansive windows, framing breathtaking water views from nearly every room. The open concept living space is anchored by a striking double sided fireplace, creating a warm and inviting atmosphere for both every day living and entertaining. The kitchen flows effortlessly into dining and living areas, all oriented to capture the lakefront setting. The deck is the perfect place for dining or simply soaking in your surroundings and a private dock provides direct access for boating or swimming. Your opportunity to own a turnkey retreat!

Some homes offer extraordinary settings. Others offer exceptional living. Rarely does one offer both. Embracing its extraordinary setting, this classic center hall Colonial is all about the way it lives. The heart of the home is an inviting open kitchen with a breakfast nook and a beautiful sitting area where walls of glass and French doors open to a stunning stone patio, tranquil waterfall, and exquisitely landscaped gardens. The adjoining dining room and front-to-back living room with a soaring cathedral ceiling and charming fireplace create warm, inviting spaces for family gatherings and entertaining. A magnificent 1800 sf post & beam barn with cathedral ceilings offers endless possibilities as an artist's studio, yoga retreat, office, media room, wellness space, guest house.

A rare opportunity to own a piece of Lenox history in the heart of the village. The Gateways Inn offers the kind of downtown location that is increasingly difficult to find--paired with something even more valuable: substantial on-site parking, a true rarity in the center of Lenox. Originally built as a private residence in the early 1900s, the property has a long history as one of Lenox's notable hospitality destinations. Over the years, The Gateways Inn has welcomed guests to the Berkshires and become part of the fabric of this historic village, where architecture, culture, dining and the region's renowned seasonal attractions converge. Today, the property presents an exciting opportunity for an owner-occupier, hospitality operator or investor looking to establish a presence in one