Contemporary Lenox Home with Views, Privacy, and 3+ Acres!Set on over 3 picturesque acres, with distant easterly views, this Lenox contemporary offers luxurious living in a stunning landscape. The garden-like setting features mature gardens, a sparkling pool, wonderful deck with awning, screened-in gazebo, expansive lawns, frontage on the Yokun Brook, and big views of a protected wildlife area. Large picture windows allow the natural beauty into the home, filling it with a tapestry of nature's ever-changing hues. A four-season sunroom with cathedral ceiling and skylights is a first floor showpiece, and a light-filled eat-in kitchen has sunrise views. A first floor primary suite, large living area, dining room, and powder room complete the first floor.

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.

This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the open Great room for today's lifestyle living; a fabulous main floor primary bedroom with a wall of closets and an en suite renovated bath. From the spacious decking of the main house there is a romantic covered walkway that leads to separate guest quarters with a Great room, bedroom, bath and kitchenette that has it's own private outdoor gathering space with firepit. The two car oversized garage

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.

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.

Discover the Elegance and Sweeping Views of this Exceptional Berkshire Home.A home is more than just a place to reside-it's your personal sanctuary, your retreat from the world. At 20 Brewer Hill, this sense of calm & refinement is brought to life, offering you a space where every moment is inspired by the beauty that surrounds you.Perched atop a small knoll in beloved New Marlborough, with 270 degree southerly views into Connecticut, 20 Brewer Hill exudes positivity & warmth. Sitting on the front porch, track the ever-changing horizon, as the sun moves from dawn to dusk. Morning mist, and mesmerizing skies are not uncommon. The grounds extend over 3 acres, with lush perennial gardens, a meandering paved driveway, & a mix of lawn and meadow-all just 18 minutes to Gt Barrington

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.

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.

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!

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.

Perched high on the hill and surrounded by more than 30 acres of land, this custom Timberpeg home overlooks breathtaking, wide-ranging vistas, and sunset views to the Catskills. The heart of the home is an open-floor plan kitchen and living area, flooded with natural light, creating a warm and inviting space. An impressive 31-foot stone fireplace, equipped with a wood stove insert adds a touch of rustic elegance and warmth.Three bedrooms, each featuring its own private ensuite bathroom ensures the utmost comfort and privacy for family or guests. Additionally, the convenience of an elevator provides effortless access to every floor.Conveniently located only 5 minutes to Chatham, 20 minutes to Hudson, and 30 minutes to Great Barrington. This extraordinary property not only offers a

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 a peaceful corner of the South Berkshires, between Sandisfield and Otis, lies a 4,645 sq ft home with 16 beautiful acres. This 5-bedroom, 4 1/2-bath property isn't about opulence; it's about creating a welcoming space for gatherings. Built by the sellers with the intention of hosting frequent guests, this home has been lovingly maintained & thoughtfully designed.Inside, you'll find a range of inviting living spaces. The 4-season sunroom lets you enjoy the changing scenery all year round. The great room, with its high ceilings adjoins the huge eat-in kitchen, the heart of the home, ideal for cooking and sharing meals. The family room, game room, and wet bar provide plenty of options for relaxation and entertainment. Radiant heated floors throughout the home! (see supplement)

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.

Canyon Ranch Living Unit No. 1 is now available for purchase. A stunning one bedroom condominium residence located within the gated property of Canyon Ranch in Lenox, MA, The Berkshires. Enjoy sophisticated country living with the added benefits of all that Canyon Ranch has to offer - fitness, health services, nutritious fine dining, outdoor activities, salon / spa. No.1 offers an open plan, a chef's kitchen with honed Marble counters, beautiful bright living room with a marble fireplace, a second fireplace graces the large bedroom with a gorgeous en-suite bath, plus a powder room and a private patio with a view of the peaceful courtyard. Hardwood floors, stone elements, and luxe design finishes come together to create an exceptional living space. The finest the Berkshires has to offer.

Built in 1850, this Historic Home overlooks Lake Garfield. Livingroom with Fireplace, sunny Den, and Country Kitchen on the Main Floor. Upstairs, 4 Bedrooms, each with views of the beautiful landscape. This home has been carefully renovated, de-leaded for safety, has a Generator & Electric Car Charger for convenience, and is ready for the addition of a Guesthouse, Pool and Solar. Enjoy the large outdoor Deck, sleeping Porch, and Outdoor Shower. Take the path to your deeded access on Lake Garfield and sail that kayak, or lie in the Hammock and watch the clouds. A truly warm & comfortable retreat. Close to the center of Monterey, Skiing, Shopping, Restaurants, Tanglewood and everything Berkshires... PS. Did I mention the low Monterey Taxes??