Just 5 minutes from Main St, this spacious Great Barrington home is the perfect place for entertaining guests and family. In addition to 5 bedrooms and 4 full baths, this lovely property enjoys expansive manicured grounds, a heated pool, 1/2 basketball court, and a groomed private trail leading to the Williams River. On the ground level is a front entry mudroom and bright living room with skylights and brick fireplace. Off a rear entry is a large guest bedroom with full bath that can function as separate in-law/guest quarters. On the main level, a second living room with custom wood built-ins and brick fireplace opens to the dining room and kitchen, and to a heated sun room with views of the pool area, slate patio, and pastoral backyard. See ''More.''

Picture yourself in a boat.........Truly a rare opportunity to own one of the last large waterfront building lots in Lenox. The property is situated just minutes from downtown Lenox and nearby to all the beautiful Berkshires has to offer.As you enter the private property through the stone and metal electric gate, you will cross a bridge that opens up to a cleared building lot. It is here that you can build the compound of your dreams.From here you will find a boardwalk that you can stroll through the forest to the dock at the waters edge of Laurel Lake.

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.

Nestled in a serene and cozy setting at the end of a wooded private drive, this three bedroom, two and a half bath home is and ideal Family retreat or full time residents. This residence boasts a porch overlooking a pond in the rear, covered deck in front, gardening shed with garden, and a cozy apartment over the barn. Sitting on 30 acres this tranquil home is an ideal escape while less than 30 minutes to Great Barrington, Lenox, and Hudson. Both Harvey Mountain and Bebe Hill state forest are within 3 miles for easy access to miles of hiking and biking trails. The open flow and high ceilings of the home creates a warm ambiance between kitchen, dining, and living rooms while keeping their unique feel. The natural stone fireplace is the heart of the home, centered in the living room with

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.

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.

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.

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 welcomes you to swim in the 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!

Majestic oak trees line the road and driveway to this home which ends surrounded by perennial gardens and gorgeous stone work. The stone steps and patio, the timber framed entry and beautiful contrast colors are just the right amount of drama for this colonial farmhouse. Although this home is a spacious home, from the second you enter you feel wrapped in it's warmth and coziness. Picture the snow beginning to fall as the fire is burning in the woodstove insert in the the brick fireplace of the living room. Or settle in for a homemade meal in the dining room next to the wood burning antique oven where the homeowners have actually cooked Thanksgiving dinner. The kitchen is lined with understated, shaker style built ins some with glass paned cabinets which provide lots of storage

Nestled at the end of Brett Rd at the base of bear mountain. This 29-acre parcel includes a charming home with rolling hills, a natural pond, staggered wooded plots leading way to large open hay fields for agriculture or development. The 3-story home includes 3 bedrooms 2 baths. All the bedrooms are downstairs with an island kitchen and large open space on the main floor. The main floor features high ceilings, wood grained walls, slider doors, bay windows and access to wrap around deck. Vast stunning views from the deck feature Bear Mountain all the way to Butter Nut. This property has dual zoning for industrial, commercial residential and agriculture. Property has recently been tested and failed to title 5 Owner acknowledges this is a contingency that shall be addressed prior to closeing

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.

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.

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.