Experience the perfect blend of country charm & modern comfort. This 3,000 sq. ft. hillside log home - nestled on 5 private acres - has a stunning great room w/ cathedral ceilings, granite fireplace & wall of windows flooding the space w/ natural light. Expansive south-facing deck for entertaining. The open kitchen, w/ granite countertops & large dining area, is also designed for entertaining. Spacious primary bedroom with gas fireplace, walk-in closet & luxurious en-suite bath w/ soaking jet tub & separate shower. Two additional bedrooms on the 1st floor share hall bath. Additional highlights include a loft, walk-out basement with family room, wet bar & extra storage, wood floors and attached garage. Moments from downtown Great Barrington, Ski Butternut, Lake Buel & Lake Garfield.

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.

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.

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.

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.

This classic eyebrow colonial, set on 18 acres, has been transformed into an efficient modern two bedroom home. The interior lines are elegant and clean, the transitions to the outdoors simple and harmonious. A well-balanced landscape features marble stone work, fruit trees, blueberry bushes, a seasonal stream and a fenced garden ready for the next season.Climb the moderate west facing slope to the tree line and experience one of the most gentle and beautiful land parcels in South County. This land has been partially cleared, offers lovely late afternoon light and gracious western views.The location is perfect, the taxes are low - bring your imagination.

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!

Breathtaking Views from this Stylish and Pristine Home!A home can be a sanctuary, a retreat, and even a source of inspiration. Such is the case at 20 Brewer Hill. Perched atop a small knoll in beloved New Marlborough, with sweeping southerly views into Connecticut, 20 Brewer Hill exudes positivity and warmth. Sitting on the front porch, one can track the ever-changing horizon as the sun moves from dawn to dusk. Morning mist, rainbows, and pink skies are not uncommon. The grounds extend over three acres, with show-stopping perennial gardens, a meandering paved driveway, and a mix of lawn and meadow. The views continue as you step inside, from the updated eat-in kitchen, dining room, light-filled office, and spacious primary suite with renovated en-suite bathroom.

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 modern country property is beautifully sited offering a natural woodland setting w/ privacy, and only 10 minutes to Great Barrington. The Impeccable design and quality construction stem from the talents of Creative Building Solutions and noted designer, Carly Shafiroff of Carly Jane Design. The open and inviting floor plan seamlessly integrates indoor and outdoor living with large windows providing plentiful natural light. This wonderful lifestyle design allows for easy Berkshire living and offers a luxe chef's kitchen with walk-in pantry along with a luxurious primary suite w/ steam shower & 2 additional guest rooms. Finished walk out multi purpose lower level is plumbed for a bathroom. Thoughtful outdoor living spaces including an oversized screened porch and courtyard patio.

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 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.

Design and build your dream home with Welcome. This property pairs best with the Monaco Cabin model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Monaco by Welcome is a luxurious spin on the traditional cabin. It features 3 - 4 bedrooms and 3 full bathrooms, as well as an array of luxury amenities for the modern lifestyle. The open-concept kitchen and living area provide easy access to the rear deck, offering an ideal space for entertaining or unwinding.

Design and build your dream home with Welcome. This property pairs best with the Modern Cabin 3 home model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Modern Cabin 3 by Welcome is a luxurious spin on the traditional cabin. It features 3 bedrooms and 2 full bathrooms, as well as an array of luxury amenities to meet the needs of even the most discerning owner.

CIRCA 1824 GEM on 4.3 ACRES OF MEADOWS AND WOODS IN THE HEART OF THE HISTORIC VILLAGE OF STOCKBRIDGE. Walk to shops, restaurants, town tennis courts, the library, the Stockbridge Golf Club, the Berkshire Theatre Festival and more. The David Dudley Field house is steeped in history remaining in the Field family until 1984. The current owners have lovingly maintained and cherished this exceptional property for 40 yrs. The gracious interior is bathed in natural light and full of beautiful period details. Front and back staircases, pocket doors, built-in shelving, exceptional fireplace mantels, beautiful floors, etc. The carriage barn is a delight. An exceptional property perfectly located in the center of Berkshire activities. Lenox and Great Barrington are only a quick 10 minutes away.