This lovely historic home and guest cottage is located only minutes from downtown Great Barrington, and is adjacent to the Alford Brook. Built in 1773, the property exudes character with its original wide plank floors and ceiling beams. A 2006 renovation added space and modern conveniences while maintaining historic appeal. A first-floor primary suite overlooks the backyard and includes deck access. The separate guest quarters can be used for extended family, guests or as an income property The total number of bedrooms (5) and bathrooms (4) listed include both the house and cottage.Central AC in the home, with window unit for the guest quarters. Make this delightful property your Berkshire home! .

Quintessential historic waterfront property in the charming village of S. Egremont. This lovingly maintained, spacious antique home retains gorgeous period details -- wood floors, beautiful woodwork, original windows with vintage glass throughout. Country kitchen with pantry, washed in morning light. Fireplaces in dining and living rooms, large family room with French doors to spacious back deck for entertaining. Sun-filled artist studio (or office), quietly tucked away from the 3 large bedrooms upstairs.A generous wraparound front porch gets lovely evening light, while the large back deck is bathed in sun all day.The 1.7acre lot includes a large barn, expansive lawns, a picturesque woodland path, and a magical tree house. Karner Brook winds through the village and wraps around land

IMMACULATE UPSCALE HOME located in a beautiful and quiet neighborhood, surrounded by 3 private acres. Initial photos have simple staging with color and furniture. Featuring a chef's dream kitchen with top-of-the-line Sub-Zero and Viking appliances and pantry, The first floor offers an open plan, fire-placed living room, formal dining room a gorgeous sunroom, a primary bedroom with a lovely en-suite bathroom & large walk-in closet all w/beautiful wood floors. The walk-out lower level offers more space with another bedroom, full bath, family room, office, gym, & a flex room. The location is ideal, it is just minutes from the charming downtown area of Lee, with a variety of restaurants, shopping, and easy access to Route 90 and it is under a 10-minute drive to Lenox and Stockbridge.

Sophistication in the country. Vast open views and fields abound where you can soak up the calm vibe of the country while being a stones throw to cultural venues, fine restaurants, shops, farmers markets, skiing and so much more! This custom built home on 5+ acres with a gunite pool. Enjoy your primary suite on the first floor with large walk-in closet and full bath; an eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, a Wolf cooktop and range- a true home chef's dream; the great room where dining and living are centered around the fireplace; a powder room; laundry and craft room; and mud room complete the first floor. 2 guest BR's and a large bath upstairs. Full basement could be finished. Close to the Berkshires! Also available with 50 acres $1.5M.

Prime Location in Lovely Lee! This beautiful and newly refreshed Colonial is ideally situated on a very desirable and quiet cul-de-sac. Behind its charming picket fence, discover a spacious sanctuary of five bedrooms and five full and one half bathrooms. The main level welcomes you with lofty ceilings, a living room adorned with built-ins, generous dining areas, and a sumptuous primary bedroom complete with a walk-in closet and luxurious en-suite. An absolutely beautiful and newly remodeled kitchen showcases sleek quartz and walnut countertops, stainless steel appliances, pantry, and island, seamlessly connecting to an attached sunroom, while the dining room offers direct access to the deck.

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.

Waterfront! A year round vacation home with 158 feet of frontage on the Stockbridge Bowl. Two bedroom contemporary including a 2 story living room with vaulted ceiling and double sided wood burning fireplace. Dining room with deck and water views is off an efficient kitchen. Cozy bedroom and bath on main level. Open staircase to the second floor overlooks the spacious living room. Primary bedroom has a fireplace, private deck, and bath with steam shower. Oversized windows, skylights, glass sliders and a glass solarium bring the view inside.Come and enjoy all the Berkshires has to offer including Tanglewood, Jacob's Pillow, Norman Rockwell Museum. Sail, swim or kayak on the lake, hike at Olivia's Overlook, ski at Butternut, Catamount. Close proximity to both Stockbridge and Lenox

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.

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.

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!

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.

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.

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.