Experience the serenity of 594 Shunpike Rd. This cozy 2600 sq. ft. Gambrel-style home, set on 2.32 acres, has been meticulously & extensively renovated for modern living. Enter through a bright, open foyer & enjoy central air/heat, a full house generator, & new wood flooring. The home features all new kitchen, bathrooms, gas fire place, plumbing, electric, windows & more. The newly finished lower level w/ walkout offers additional living space. Relax on the spacious deck, surrounded by a beautiful clearing in the woods. The primary suite w/ a spa-like bathroom & walk-in closet. This property is ideal for year-round living, vacation home, or potential rental income. Located on a quiet country road, minutes from town, enjoy location for recreation & cultural attractions.

Investment opportunity in Sheffield. Set way back from the main road, this multi family dwelling awaits its new Stewards after almost 40 years in the same family. The property consists of 3 separate buildings, The main house with four 1 BR apts.In the rear of the main house is a semi attached 2 BR apt with its own separate entrance. You then have an additional 3 bedroom 2 bath home with 3 season room and rear garden. There is also a separate 2 bay garage with maintenance room. The grounds are beautifully manicured with flowering bushes and trees with lovely mountain views. Its really a little bit of paradise just off the beaten path yet close to everything. 15 minutes in Great Barrington, 10 minutes to N Canaan CT. This lovely Homestead is set on almost 13 secluded acres.

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter through the covered front porch, you are greeted by an inviting and elegant interior. The open-concept floor plan seamlessly connects the living room, dining area, and gourmet kitchen, creating a harmonious space ideal for both entertaining and everyday living. 9' ceilings and large windows fill the home with natural light, highlighting the craftsmanship and attention to detail found throughout.

3,400 sq/ft Morton building available on State Rd (Rt 7). Ideal for the operation of a repair shop, retail store, or warehouse. Large open space with 13' ceilings, currently containing 6 overhead doors, 5 automobile lifts, and lots of open space, including loft. Includes a customer waiting room, restroom, office, and separate employee restroom. Ample, secure on-site parking alongside the building. Serviced by 200-amp electrical service, public water/sewer, and natural gas. Being offered as a turn-key automotive repair shop, or the seller is willing to remove the interior fixtures to allow for other future uses. Don't let this high in-demand location & flexible building slip away!

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres!Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time.In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time.

SUCCESSFUL WATERFRONT RESTAURANT WITH INDOOR/OUTDOOR DINING AND WATERFRONT DOCK. This has been an outstanding restaurant with figures to back it up. So few waterfront restaurants in Berkshire County. Come and make this your next chapter. Liquor license, lottery license, fully equipped and turn key.

An opportunity to curate a spectacular 10 acre parcel located on the NY/CT border with majestic views to the East and the West. The property is partially cleared and is board of health approved with an existing 4 bedroom septic, electric service, and well. There is currently a 1 bedroom home which could serve as a guest cottage for your three bedroom home or it could be raised and you can build your 4 bedroom dream home. The location is private and quiet and nestled within an area of prime estates, farms and stunning pastoral vistas. Minutes to the pristine town of Sharon, Ct and Amenia, with Metro North just a short drive. Property like this, in a pin-point perfect location is extremely hard to come by.

Here's your chance to own a one of a kind investment property in Downtown Pittsfield! The only Ben & Jerry's franchise in Berkshire County and a very popular SUBWAY franchise all in one building. Located in prime location on the county's major highway (Rt.7) and on a corner lot with plenty of convenient parking right up to the front doors. Solid, long-term tenants with NNN leases and great rental history.

Located in an enchanting forested backdrop with bursts of flowering mountain laurel as you meander through the rising elevation to a private cul-de-sac at the end of one of the most desirable neighborhoods just 30 minutes from Amherst center, 60 minutes to Hartford International Airport and less than 2 hours from Boston. This custom timber frame home boasts incredible attention to detail around every corner with expansive spaces and character abound. One of the larger parcel on Laurel Hill Drive allowing privacy and nice outdoor spaces. 5 bedrooms, 4 plus baths and master carpentry style finishes throughout. Come enjoy this truly one of kind new build with antique character and modern day conveniences.

Exquisite, fully renovated farmhouse on private lane abutting nature reserve in heart of Stockbridge close to Red Lion. Foyer leads into an open plan LR/DR/Kit w/ beamed ceilings, hardwood floors, FP, oak slab island, marble counters, chef's stainless appls. Bright LR w/ floor-ceiling windows & French doors open onto patio w/ dining area. Huge 1st floor main BR suite w/ vltd ceils, walls of windows, WIC's, sitting area & luxurious marble BA w/ dbl sinks & shower. A half bath and laundry/storage room complete the 1st floor. 2nd floor has 3 BRs, 2 BAs (1 en-suite) & a 2nd LR + 2nd laundry. An open bonus space for a gym, office or playroom & WI cedar closet on the 3rd floor. Mature trees grace the charming back garden w/ patio. A 2-car garage & A/C complete this atmospheric, tranquil oasis!

This two tenant stabilized commercial property is an investment asset comprised of 2 units, totaling 11,395 SF and 1.1 acres, 100% leased. Solid investment asset with stable cash flow offered at a 8.6% CAP rate. Well maintained building minutes from downtown Pittsfield with an available lot abutting on the side for expansion or development opportunity. Purchase stand alone building or consider combining with separate abutting land listing.

Watch the sunrise and set from your Berkshire Home. This four bedroom, 3 1/2 bath colonial with modern renovations, is nestled at the end of a cul-de-sac on a quiet street, within walking distance to the middle and high school and on a bus route for the elementary school.The house features four bedrooms with wood flooring. The Primary Bedroom has vintage hickory floors, ensuite bath, California closets, three head shower and soaking tub to watch the sunrise and bathe under the moon.The main floor has an open renovated kitchen with a Wolf stove, two dishwashers, center island, marble and granite counters, handmade cabinets and cherry floors. Open dining area for your family dinners and large gatherings.

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.

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.

Easy one level living in Alford; this hip roofed modernized home sits on 14 acres encompassing the Alford Brook. Light/Bright open living, kitchen and dining area makes for the perfect space to spend your days. Wide hall from main entrance has a primary suite with laundry, a den and two guest rooms (or office and guest room). Off the main living space is another full bath. Large wraparound deck on the south side with sunken hot tub and a vegetable garden separating a small deck off the primary. The acreage goes back with a meandering woodland path to the brook and beyond. Awesome oversized attached garage.

A spotless condominium home located at the Cottages at Barrington Brook. One of the last to be built, you'll enjoy this easy lifestyle with a huge great room - living, dining and kitchen, all leading to a screened porch and a deck facing the woods, with a peek-a-boo view beyond. A split plan, with a sumptuous primary suite on one side and two guest bedrooms and a full bath on the other - many owners use these as offices or dens, as the very large lower level has a huge family room, two more large guest bedrooms, storage rooms and another full bath. This level opens to the backyard. A two car garage is attached and enters into the mud and laundry room. Barrington Brook offers a lovely environment with a community pool and pretty streets for strolls. An easy way to enjoy the Berkshires.

Discover unparalleled luxury in this new construction nestled on 3+ acres. The main house boasts 3 spacious bedrooms and 4.5 baths with elegant tiled showers. The first floor features an open-concept gourmet kitchen, complete with an Ilve gas stove, and seamlessly flows into the dining and living areas. A pantry with a coffee bar, a built-in microwave, and a wine fridge leads to a mudroom and laundry with exterior access. The primary en suite offers an oversized walk-in shower, a soaking tub, and a large walk-in closet/dressing room. A private office provides a perfect work-from-home space. The walkout lower level includes 2 bedrooms, each with a full bath, and a family room. On the second floor, you will find a great room complete with a full bath. The property includes a 3-car garage

A spotless condominium home located at the Cottages at Barrington Brook. One of the last to be built, you'll enjoy this easy lifestyle with a huge great room - living, dining and kitchen, all leading to a screened porch and a deck facing the woods, with a peek-a-boo view beyond. A split plan, with a sumptuous primary suite on one side and two guest bedrooms and a full bath on the other - many owners use these as offices or dens, as the very large lower level has a huge family room, two more large guest bedrooms, storage rooms and another full bath. This level opens to the backyard. A two car garage is attached and enters into the mud and laundry room. Barrington Brook offers a lovely environment with a community pool and pretty streets for strolls. An easy way to enjoy the Berkshires.

Ideally situated in the heart of downtown Stockbridge, this 1860 colonial home has been stylishly updated and is move-in ready. The stunning first floor has three spacious adjoining living areas, including a central dining area and a family room with fireplace. The renovated kitchen has a chef's range and a large island perfect for gathering around. In the rear of the first floor is one of the home's two primary en-suite bedrooms, both with gas fireplaces. Take the back or front staircase to the second floor, which has the second primary en-suite bedroom, a central sitting area, and three more bedrooms, each with their own bathroom. A light filled loft/office and a vaulted-ceiling media room are found at the rear of the second floor - a perfect place for work or entertainment.

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.