COMMERCIAL REAL ESTATE INVESTMENT OPPORTUNITY. 1031 EXCHANGE OPPORTUNITY. 4 UNITS IN 1 BUILDING.Fully leased with long term tenants. Turnkey property with excellent tenants, updated utilities and well-kept building. Air conditioned, handicap access with ramp. Prominent location with easy access and ample off-street private parking. Office suites are clean and bright with high ceilings, wood, tile and carpet floors and exposed beams in the upper units. Within walking distance to downtown Great Barrington.

ICONIC VICTORIAN IN SUPERB LOCATIONThis stunning residence is just a stone's throw from the renowned Clark Art institute withs its internationally revered collection of the art of Renoir, Monet, Degas, Sargent, Homer, Remington, Inness and Cassatt (among many, many others), and its expansive 140 acre campus full of trails wandering through meadows and woodlands. Built in 1888 by Archibald Hopkins, son of Williams College President Mark Hopkins, the incomparable home shares a spacious two thirds of an acre with gardens, handsome Goshen stone walls and two pergolas. The gracious entry hall, distinguished by a dramatic stairway with soaring leaded glass windows, leads to elegant living and dining rooms, and a warm bookshelf-lined library. All have French doors opening to

Income producing 8-family home with detached 3-bay garage , located on an almost half an acre corner lot ! The property is fully occupied, and the 3 garage bays are rented as well, offering additional income. The apartments have separate heat, hot water and electricity and there is plenty of off-street parking. This is a great opportunity to own a great rental property in a desirable town and convenient location, close to shops, restaurants. and other Easthampton attractions!

Rarely does a property emerge with this much soul, style, and built-in momentum. Nestled on 5.14 expansive acres along the high-visibility Route 23 corridor, Hy's Fried is the definitive Berkshire success story--a masterful ''roadhouse revival'' that has captured the imagination of the Brooklyn-to-Berkshires set. Originally the iconic Old Egremont Club, this site has been meticulously reimagined into a ''hallucinatory chicken shack'' and late-night vinyl lounge, offering a rare turn-key opportunity that includes both a thriving, high-margin business and the underlying real estate. By day, the venue is a stylized destination for the region's best gluten-free fried chicken--a 6-hour brined, hormone-free masterpiece that earned the Rural Intelligence Reader's Choice award.

Rarely does a property emerge with this much soul, style, and built-in momentum. Nestled on 5.14 expansive acres along the high-visibility Route 23 corridor, Hy's Fried is the definitive Berkshire success story--a masterful ''roadhouse revival'' that has captured the imagination of the Brooklyn-to-Berkshires set. Originally the iconic Old Egremont Club, this site has been meticulously reimagined into a ''hallucinatory chicken shack'' and late-night vinyl lounge, offering a rare turn-key opportunity that includes both a thriving, high-margin business and the underlying real estate. By day, the venue is a stylized destination for the region's best gluten-free fried chicken--a 6-hour brined, hormone-free masterpiece that earned the Rural Intelligence Reader's Choice award.

Income producing 8-family home with detached 3-bay garage , located on an almost half an acre corner lot ! The property is fully occupied, and the 3 garage bays are rented as well, offering additional income. The apartments have separate heat, hot water and electricity and there is plenty of off-street parking. This is a great opportunity to own a great rental property in a desirable town and convenient location, close to shops, restaurants. and other Easthampton attractions!

Rare opportunity to own a commercial store front on the iconic Railroad Street in downtown Great Barrington. Great investment property with two filled store fronts. Options available to increase a larger footprint.

Originally built with classic 19th century detail, this 6 bedroom, 3.5 bath Colonial/Victorian has been thoughtfully expanded and renovated, carefully embellishing its original character with today's sought-after conveniences. Elegantly spacious rooms with high ceilings and tall windows lead to the well-designed kitchen, where you'll find 2 copper sinks, Wolf double ovens, pot filler, warming drawer, built-in Miele coffee maker, and even a dumb waiter! In addition, a large sunroom was added, with radiant floor heat for year-round enjoyment. Other modern upgrades include a sophisticated central A/C system, back-up generator, and water filtration system. Most recently a gorgeous, heated in-ground pool was installed on your private 2.35 acres. Historically named ''Hilltop,'' this gracious

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved over this long term owners' commitment to preservation and restoration. This prominent manor style home may be coupled with the neighboring guest house featuring 3 bedrooms, 1 bath plus a first floor in-law bedroom suite and a 2 car garage, if one so chooses to accommodate extended family, friends or caregivers

Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.

Discover a stunning oasis in this custom-built contemporary home, ideally situated in a picturesque and private setting. Enjoy tranquil views of a serene pond, beautiful gardens, and flourishing fruit trees, all while basking in an abundance of natural light. This home is a dream for those who love to entertain. The spacious dining room and inviting living room, complete with a cozy fireplace, provide the ideal backdrop for gatherings, complemented by three spacious decks that extend your living space outdoors. Culinary enthusiasts will delight in the oversized cook's kitchen, featuring charming terra cotta floors, premium appliances, a generous center island, and ample dining space. Retreat to the luxurious first-floor primary bedroom suite, which offers a large walk-in closet,

Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access to nature's beauty, all while remaining completely secluded.The land consists of 6 separate parcels, all being sold together, creating the perfect canvas for whatever you envision. Don't miss out on staking your claim to this hidden gem, an unparalleled escape !

14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. #CableMills #WilliamstownMA #BerkshiresLiving #LoftStyleCondo

Historic 9-Unit Bed & Breakfast | +/-10,560 SF on +/-0.33 AcresExceptional opportunity to own a beautifully maintained three-story historic bed & breakfast offering approximately 10,560 square feet on a +/-⅓-acre lot. Within walking distance to the downtown theater/business district. This well-appointed property features nine unique guest suites, each with private baths and kitchenettes, blending classic charm with modern amenities. Large parking lot in the rear of the property also offers a separate right of way directly onto East Housatonic St.Guests are welcomed through an elegant entry foyer, leading to inviting common spaces including a parlor, formal dining room, and fully equipped common kitchen. The first floor also includes two spacious guest suites.

A rare opportunity to own a well-established and respected auto parts store and full-service mechanic shop in the heart of Pittsfield. Located in a high-visibility, high-traffic area, this centrally situated property offers convenience, strong customer reach, and excellent brand recognition built over many decades.With over 11,000 square feet of space, the property features ample off-street parking, multiple service bays, dedicated retail areas, and offices for clerical and accounting functions. This well-organized layout supports efficient operations across both parts sales and mechanical services, including inspections, diagnostics, and general repairs.

A Nature-Lover's Haven Awaits Set on an expansive 94-acre stretch bordering the tranquil Tolland State Forest, this distinctive property combines unmatched privacy with exceptional natural charm. Envision life along the serene Farmington River, with hundreds of feet of stunning river frontage and your very own storybook-style covered bridge--an extraordinary hallmark of this countryside escape.Highlights Include:Vast Acreage: 94 acres of secluded, wooded beautyRiverfront Magic: Extensive frontage on the Farmington RiverSignature Feature: Historic-style covered bridge adds character and charm

Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative studios. The screened porch is a three season favorite! EV charger and efficient systems. Set in a prime Berkshire location close to skiing, and minutes to Main Streets of Great Barrington & Stockbridge. Authentic, soulful and elevated, whether full-time or as a vacation home..

This iconic building has been home to one of the Berkshires most beloved businesses for over 50 years. Built in 1731 as the Egremont Tavern stage coach stop, it was expanded in the 1960s. The 2.2 acre lot provides substantial parking. The historic front section offers unique features like stone floors and exposed beams and fireplaces. The rest of the building consists of a series of lovely rambling spaces with rustic elements on the main and lower levels, and two rental apartments upstairs (one 3/1, one 1/1). This property offers a buyer an extraordinary opportunity: own an incredible income producing property in the bustling town of South Egremont.

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires.Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.