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.

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.

Incredibly lush and private 80 acre haven with a beautiful, spacious log home, and separate studio apartment above the 2-car garage. Great open living spaces look out onto a mature landscape of gardens and fruit trees. The first floor primary suite opens onto an arbor covered patio and has a second floor sitting room/office. Fabulous screened porch for outdoor living and dining. Two more bedrooms and a bath on the second floor. Nice kitchen and baths throughout. Large partially finished basement offers a great spot for a workshop, gym, media room or kid space. Perfect place to welcome friends and family, or, just relax and enjoy the silence.

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 largest parcel configurations on Laurel Hill Drive allowing further expansion for a guesthouse or simply creating a compound for a generational setting. 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.

Three house compound with direct water front on East Lake, outside of Rhinebeck NY. This is a rare opportunity to acquire a waterfront compound with a strong history of rental income. The cottages have the old world charm of an Adirondack family camp, with modern updates and conveniences. Each home has its own private hot tub and screened in porch.

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.

Sixty acres of old growth hardwood forest. A long sweeping driveway wraps around to a building site with a nearly 180 panoramic view of the Catskill mountains and Hudson Valley. Two building sites. Pond. Don't let this one slip away.

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.

An idyllic setting on 8.34 acres w/panoramic views of lush meadows and protected land. With frontage on the Konkapot River, this is a serene retreat just 15 min from Great Barrington and the rolling hills of Litchfield County. The one level home has a thoughtful layout with a dedicated primary wing and 2 guest bedrooms conveniently located on the opposite side of the house. The heart of the home is the impressive great room, complete with radiant-heated floors, vaulted ceilings and a jaw-dropping stone fireplace. Large windows and doors, newly installed, frame the heavenly surroundings from every room including the open, bright kitchen w/soapstone countertops. Practicality meets style in the contemporary 2-car garage. Improvements include a newer septic system, roof and propane generator.

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.

3,899 Square Feet of Retail / Office Space on Walker St in the Historic Center of Lenox. Currently comprised of 3 Storefronts. Upgraded mechanicals & Roof. Main thoroughfare offering abundant car and foot traffic. Original details abound in this lovely 1895 structure. Tanglewood is a few minutes away along with all of the great Lenox restaurants and shopping. Tremendous potential for multiple uses including Restaurant, Cafe, Gallery,Live/Work and more!