Exceptional opportunity to enhance an already ideal waterfront home with the inclusion of the adjoining waterfront parcel, 26 Cove Lane. Offering added privacy, expanded shoreline enjoyment, and additional space, this extra lot creates exciting possibilities for a future owner. Whether envisioned for expansion of the existing home, additional outdoor living space or the potential for a separate structure, the parcel adds significant versatility and value on one the most desirable locations on Ashmere Lake. Expansive deck and private dock. Enjoy peaceful mornings and unforgettable sunsets on beautiful Ashmere Lake!

Perched high above a serene, bucolic country setting, this warm and inviting three-level home perfectly blends private seclusion with everyday convenience. Offering spacious open-plan living, the home features a dramatic, floor-to-ceiling stone fireplace in the great room that anchors the space with timeless rustic elegance.The seamless flow connects the living area, dining space, and kitchen--ideal for both quiet evenings and effortless entertaining. Just off the first-floor primary suite, a dedicated hot tub room offers a private year-round retreat. Upstairs, an open office loft looks down over the great room, accompanied by two guest bedrooms and a full bath. The walk-out lower level expands your living space with a large family room and laundry room,complemented by abundant storage

Enjoy the best of Great Barrington from this beautifully updated ground-level condominium in On the Hill. Offering easy one-level living, this inviting home features an updated kitchen with abundant storage, new appliances, and bar seating, plus a spacious dining area perfect for gathering with family and friends. The sunken living room boasts a wood-burning fireplace and opens to a private patio for relaxing outdoors. The primary suite includes a walk-in closet and ensuite bath, while the second bedroom enjoys its own full bath. Complete with in-unit laundry, a private garage stall, community pool, and beautifully maintained grounds, this is Berkshire living at its best.

Welcome to this spacious and beautifully renovated 4 bedroom home in desirable Southeast neighborhood. With 3 full bathrooms and 1 half bath, this home provides plenty of room for family and guests. The open floor plan creates an inviting flow between the generously sized living spaces, while the renovated interior offers a fresh, modern feel. The impressive primary suite features a walk-in closet, bath, and its own loft area. Another bedroom also includes a loft area. The fully finished basement takes entertaining to the next level with a dedicated game room, movie theater room, and full bathroom--perfect for movie nights or game days. Sliders lead to a nice deck with screened room, hot tub and partially fenced yard. This move in ready home offers the versatility you're looking for!!

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a first-floor primary suite with full bath, providing convenient single-level living. This home includes central AC and a backup generator for year round comfort and peace of mind. With beautiful views and just moments from downtown, this property blends privacy, comfort and convenience in a truly special setting.

Brilliantly located very close to the Beachwood community private beach and kayak launch on Stockbridge Bowl is this atmospheric cottage replete with the charm of a bygone era. Entrance foyer into a beamed cathedral ceiling living/dining room with original stone fireplace. Living room opens onto a charming, private, screened-in porch. Completing the 1st floor is a generous kitchen, 2 BRs and 1 BA and washer/dryer. The 2nd floor has 2 BRs and 1 BA. A path at the back of the property leads directly to the community beach + kayak launch at the Grove. There are 2 split system air conditioning/heating units in the kitchen and living/dining. This is a 3 season cottage that has not been on the market in 20 years. An exceptional opportunity to update and put your stamp on a uniquely charming home.

Set on over 2 acres in beautiful Egremont, this lovingly maintained four-bedroom, 2½-bath home blends classic character with thoughtful updates and additions made over the years. Built in 1920's, the house retains the warmth and craftsmanship of its era, including charming built-ins and inviting spaces that make it feel truly like home. A large deck provides the perfect setting for morning coffee, summer gatherings, or simply taking in the peaceful surroundings and lovely seasonal views. The property offers plenty of room to garden, explore, and enjoy the outdoors. A barn and chicken coop add to its country appeal. A detached garage with a large workshop provides excellent space for vehicles, tools, hobbies, or projects. The acreage offers privacy and a wonderful sense of space while

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness.

Big, 2800 square foot log home privately set on a seven plus acres. The great room, framed with massive log timbers, opens onto the large deck leading to the hot tub and fire pit. Kitchen features include granite & butcher block counters and an eat in island. Two bedrooms - each with private half baths - plus a full bath in the hallway complete the main level. The upper level loft is used as an office and extra sleeping area. The primary bedroom, cathedral ceiling, walk in closet, has an ensuite bath with soaking tub and separate shower. The game room on the lower level can also be used as an overflow sleeping area with the full bath including a jet tub and sauna. Laundry area, mud room, garage access & utility room Are located n this level. The 7+ acre lot includes a surveyed 2nd lot.

Investors take Notice!! Just about 8.3 acres with 360 degree of views. Architectural designs done in 2004 with the intent to construct up to 16 condominiums (2 per building) approved by the town. Current owner has already installed a 20 ft wide 640 ft length paved driveway. Utility hookups to each proposed building (electric, gas, and fiber optic cable) have been done. Hookups to each of the eight buildings for public water and sewer are also done. This could also be used for possibly a tiny home development, apartment buildings, single family home or divided into separate lots with town approval . If you're looking for paradise, it's right here. Owner is motivated to sell! The source of all representations are from the seller or a public source; broker has not verified same.

Loads of room for family and friends in this semi-private country home near The Old Inn on the Green and The Southfield Store Café. The first floor features spacious living areas, including a living room with a wood-burning fireplace, a large eat-in kitchen and dining area, and a paneled den, along with an attached two-car garage. Two of the six bedrooms are on this level, including the primary and an adjacent bedroom currently used as a home office. The adjoining room offers the potential to create an expansive en-suite bath and walk-in closet. Upstairs are four generously sized bedrooms, a full bath, and a large laundry room. A full basement provides ample storage and houses a new Buderus boiler. Set well back from the road, the property enjoys a large, private backyard.

Spectacular 117 acre parcel, with ample frontage on two roads, of about two thirds meadow ready for your dream home or development possibilities. Truly astonishing valley and mountain forever views southeast, south, and southwest to Massachusetts and New York State. Currently enrolled in the VT Current Use Program, this status can be continued or withdrawn by the future owner. A Land Use Change Tax will be imposed by the state on any land that is developed by the new owner. Just 10 minutes from both Williamstown MA and Bennington VT, and 45+ minutes to the Albany international airport, thus close by Williams College, The Clark Art Institute, Massachusetts Museum of Contemporary Art, as well as The Bennington Museum and Bennington College, and proximate to both downhill and cross

At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood floors, working brick fireplace, cast-iron clawfoot tub, first-floor primary opening through French doors to a stone patio, stairs to lawn and river. Kitchen and dining open to a deck over the water. Quarry-granite three-car garage, studio cottage with grandfathered footprint, and a second river parcel with 19th-century mill history included. Flood Zone A12; elevation certificate available. READ MORE

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and restaurants. Nestled amidst beautiful, well-maintained grounds, this residence exudes curb appeal. The apartments have all been thoughtfully updated and come equipped with outdoor space, access to laundry facilities, and exceptional parking.

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and restaurants. Nestled amidst beautiful, well-maintained grounds, this residence exudes curb appeal. The apartments have all been thoughtfully updated and come equipped with outdoor space, access to laundry facilities, and exceptional parking.

Welcome to 365 Deer Run, a beautifully refreshed four bedroom, 3.5-bathroom home tucked into the sought-after Otis Woodlands community. Inside, 2,297 square feet of cedar-wrapped warmth unfolds beneath cathedral ceilings and skylights, with east-facing windows that bring beautiful morning light into the home throughout the year. A window-lined three-season porch extends the living space and offers an inviting place to linger through spring, summer, and fall. The home is designed for both comfort and ease, with features including soapstone countertops, gas heat with Nest controls, a private sauna, and a brand-new roof. Thoughtfully updated and move-in ready, it offers the rare combination of character, modern comfort, and minimal fuss.

Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and serenity. Second level has ample space with three guest bedrooms, two full baths and loft/office space open to the great room. The lower level walkout family room is gracious in size and has direct access to your private stone patio. Additionally, you have the fifth bedroom, full bath, laundry room and bonus storage room. Enjoy the association pool, Bousquet Mountain next door and all of the

A rare c.1780 estate poised for a spectacular second chapter. Perched above the village of Monterey, Ledgehurst offers a canvas for the ultimate Berkshires compound: a main house with room to create the private, en-suite retreat of your imagining, an indoor pool and sauna complex ready to be reborn as a true wellness escape, plus two barns that open the door to possibilities few properties can match. A guest house, a creative studio, a multi-generational haven; the vision is yours to shape. With over an acre of grounds, a short stroll to Lake Garfield's sandy beach, and downtown Great Barrington just 15 minutes away, this is a once-in-a-generation opportunity to bring true Berkshires living to life. Sold as-is; buyers encouraged to perform due diligence on scope and permitting.

Open House Sunday August 2 From 2:30 to 4:00. Looking to enjoy lakeside living year round? This one bedroom home sits on three contiguous lots which provide the opportunity to expand your living space in the future. It overlooks it's own private lake lot allowing you to enjoy lakefront activities and everything that Ashmere Lake has to offer The home features an open floor plan with large windows overlooking the lake. At one end of the cathedral ceiling, a ship's ladder leads to an enclosed bonus room above the large bedroom The lower level walkout has a foyer entrance, multipurpose room, including the laundry room and a mechanical room Outside you'll find a separate deck, fire pit, and a large grassy yard with plenty of room for a garden.

Charming open-concept Ranch includes a separate abutting building lot in the heart of the Berkshires on a quiet non-through street! This beautiful, move-in ready Ranch offers 1,959 sq ft of bright, inviting living space on the main level. Finished 1159 sq ft basement with full bath adds extra space, perfect for a game room, holiday gatherings. The dining area connects to a large kitchen with newer quartz countertops. Great room features a natural gas fireplace. With 3 spacious bedrooms,3 full bathrooms, there's plenty of room for everyone. Outside, enjoy a welcoming front porch with nice landscaping or host a barbecue on the large back deck. Complete with an attached 2-car garage. Close to Berkshire attractions, 15 minutes to Tanglewood, and minutes to shopping, this home truly has it all!