This 1700s Dutch farmhouse is filled with history and was originally utilized for farming and wagon manufacturing. The residence boasts spacious, well-lit rooms with stunning wide plank wood flooring, offering a grand setting for gatherings and entertainment. The sizable kitchen and dining area, along with four bedrooms and two fully renovated bathrooms, provide ample living space. A highlight of the property is the beautiful sunroom that overlooks the backyard, complete with a heated gunite pool. Additional features include a workshop, seasonal living room, bonus room and studio within the carriage barn, offering potential for further customizable living spaces.

New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,566 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views to the West. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! (#13)

A beautiful home that holds the integrity of an 1810 era with comfort and efficiency of todays modern living. Completely renovated in 2007 with a new foundation, all new mechanicals, foam insulation, siding, windows, roof, every stone was turned and polished to bring this house forward. Main floor living area is open to the kitchen and dining. There are french doors to the back trellised deck toward the Williams River, which acts as the southern boundary of the property. The den, laundry room, powder room and entry boot/coat area complete the first floor. Upstairs there are two nice sized guest rooms filled with natural light, a hall bath and a generous primary suite with walk-in closet. Sited on just under an acre with a tucked in patio adjacent to the well stocked and swimmable river.

Embrace the extraordinary at 395 Park St. North, where history meets opportunity. This stunning red brick 6,833 sq.ft. warehouse, once a bustling trolley barn, boasts high ceilings and a rich industrial charm, with river views while exploring the spacious layout, featuring 3 updated bathrooms, a newer roof and building updates. It has versatile separate offices and garage/shop areas. With ample parking and loading docks, envision endless possibilities from manufacturing to art gallery or more. Conveniently located near dining, parks, and cultural attractions, this property invites you to re-imagine living or workspace with style and creativity. Total acreage and assessment include two lots.

New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.

Classic Colonial transformed for today's living and entertainment. Excellent location just down from Butternut and 3 miles into the center of Great Barrington. House borders conservation land and boasts beautiful gardens, stone walls, fruit tree Orchard. This move in condition home features three en suite bedrooms and baths with radiant heat. Central A/C, spacious great room, Viking range, Sub Zero refrigerator, new dishwasher. Concrete pool, sun room with cathedral ceiling and skylights.

A fantastic opportunity to own a 7-unit apartment building with a storefront on Main Street in downtown Great Barrington. Mostly rented month to month, this building has been a very popular rental for both short and long-term. There's some parking behind the building and more on the street. The apartments range from two one-bedroom, four efficiency two-room apartments, and one studio. A newer high-efficiency boiler heat the building and there's high-speed internet and wifi throughout, just steps from the center of the village.

Solid investment opportunity. The owner has just put the underlying real estate on the market. Currently leased to ''Rebelle'' Cannabis Dispensary until 11/2029 with an additional ten year renewal option. Property boasts a superb, high profile location directly across from Guido's. Completely renovated inside and out with mature landscaping, large parking area and located on busy highway. Great long term income opportunity and a chance to own an incredible building that meets current energy construction codes as well as cannabis related build out requirements such as high security, upgraded electric and plumbing systems and handicap accessibility. Rare, true triple-net lease. Property is in excellent condition. Financials provided with completed NDA on request.

A stylish and bright 4 bedroom, 3 bath private yet convenient home, located at the top of a sweeping drive. The traditional exterior belies a fresh, contemporary, open first floor while retaining a dedicated dining room that would also make a terrific den or office. A very large screened porch and a sunny deck reached from the great room expands the summer footprint to allow for large gatherings and appreciation of the landscaped property of over five acres. All bedrooms are located on the second floor - an en-suite primary, three guest bedrooms and a renovated bath. An attached two-car garage is nearby a powder room. There's loads of closet space and dry storage in the clean, full basement. Just a five minute drive into the center of town. Furnishings are available outside of escrow.

This NEWLY BUILT LAKE HOUSE has 4 bedrooms, 4 full baths which includes a main floor bedroom with full bath (walk in shower) just across the hall. This light-filled Contemporary, with deeded access to Round Pond, has shimmery water views from nearly every room. With a chef's kitchen, huge kitchen island, all stainless appliances, and large dining room, this open floor plan also provides direct access, through two sliding doors, to the full length mahogany deck with sparkling water views! This fresh offering has thoughtful details which include: high vaulted ceilings, shiplap walls, new propane furnace, a walk-in cedar closet and a remote controlled deck awning. The semi-finished basement offers a potential bonus room. All this, just 8 minutes to downtown Great Barrington. Easy to show

Contemporary home totally renovated and ready for your enjoyment or incredible income potential through short term rental market when you are not in the Berkshires. Main living/dining space is open and bright with soaring two-story ceilings and a wall of glass on the southwest side, a fireplace keeps a cozy feeling. Brand new kitchen, seller moved to the front of the house with a slider to the new deck. Upstairs there are 4 bedrooms and two full baths with an interior balcony over the great room. Primary has its own balcony and ensuite. Pool mechanicals have been overhauled and heater converted to propane.

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please call us to view this special property.

Carefully Renovated in 2019, this +/- 7200 sqft Main Street Commercial property is currently being utilized as an office building and is fully occupied. The building offers a large conference room, 2 kitchens, 8 second floor offices, 6 offices on the 1st floor, 1 Full bath, 4 1/2 baths

Fully leased with long term tenants! One of a kind location right in the heart of Downtown Great Barrington. Take advantage of this rare investment opportunity. Turnkey property with excellent tenants, updated utilities and well-kept building. This prominent location greets all downtown visitors with outstanding signage, well appointed landscaping and plenty of off-street, private parking for employees and clients. Office suites are clean and bright with high ceilings, wood, tile and carpet floors and exposed beams in the upper units. Within walking distance of everything downtown Barrington has to offer.

CRISSEY FARM is available. Condo #5 is 6707 sq. ft., it is one of the largest Meeting/Event spaces in the Berkshires. Built in 2007 with large open plan with room for up to 200 seated patrons, 2 fireplaces, Bar and ADA Bathrooms. Fully sprinklered. Air Conditioned. Generous Parking for over 185 cars. High visibility on Route 7. Use the space as is or convert into Professional Office Suites, Performance/Educational space, or something new.**Crissey Farm receives the benefit of reduced electric and hot water costs, due to its inclusion in a power cooperative with its neighbor.

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

Come see a unique investment opportunity with this charming mixed-use building in the heart of Great Barrington. Ideal for both residential and commercial purposes, it features a versatile ground floor for retail or office space, and a well-maintained upper level with comfortable apartments. The property boasts high visibility, 8 off-street parking spaces, and a vibrant local community. Perfect for entrepreneurs and investors seeking a blend of business and residential potential. Don't miss out on this rare gem in a growing small town!

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.

Expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic setting in a dream location featuring a hilltop swimming pool w/ stone patio, 36' x 60' horse barn with plenty of room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 BRs, 2.5 bathrooms, open concept floor plan, private office space, central A/C, jetted tub, screened porch, gas fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!