Just over the hill from Tanglewood, down a quiet country road, this year-round Richmond retreat blends privacy, rustic character, and expert craftsmanship. The heart of the home is the vaulted great room, where exposed beams, a loft balcony, and a wood stove create a warm gathering space that flows seamlessly into a beautifully crafted three-season porch with interchangeable glass and screen panels overlooking the woodland. Thoughtfully designed to preserve the home's original rustic charm, the spacious primary suite is a private retreat featuring vaulted ceilings, a sitting area with a gas stove, an ensuite bath with a soaking tub, and laundry. Wraparound decks further extend the living space outdoors, embracing the natural landscape. The walk-out lower level provides excellent storage

Welcome to 28 Mountain Pond Lane, a stunning raised ranch nestled on a private 3.29-acre parcel in New Ashford, MA. This charming home features 3 bedrooms and 2.5 baths, eat in kitchen & great room currently used as a studio offering ample space for comfortable and flexible living. The oversized 3-car garage provides plenty of storage, while the large multi-tiered deck and beautiful concrete patio in the rear create the perfect outdoor oasis for entertaining or relaxing. Surrounded by mature gardens, this property exudes tranquility. Additional highlights include a backup generator and various other features that enhance the home's appeal. Experience serene living in this picturesque setting--your dream home awaits!

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to

Welcome to 4 Birch Hill Rd. By appointment only. This private retreat set on over 44 acres is the perfect fit for the Auto enthusiast, woodcraft, cabinet making, Hobby farm, the options are endless! Live off the grid with solar power. The owner has not had an electric bill in over 10 years. There is an Eversource credit as well as quarterly renewable energy credits that transfer with the property. The wood furnace will heat the house and Steel garage. There is also oil and propane. Live the easy life in the 3/4 bedroom home with a beautiful three season room to enjoy your morning coffee, a maintenance free Trex deck to savor the beautiful starry sky and peaceful nights. The owner of this home is the original builder. Pride in homeownership is evident throughout.

Elegance Meets History on 1 Eaton Lane! Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a home with a story. The main house is a masterclass in classic architecture, featuring period details enhanced by thoughtful modern updates. High ceilings, gleaming hardwood floors, & charming front & back staircases ground the home in history, while the spacious layout provides endless room to breathe. The heart of the home is a sophisticated kitchen, featuring rich cherry cabinetry, new SS appliance

This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious seasonal front porch and back deck as additional living spaces. Gather around the new propane fueled fireplace in the living area for a cozy evening during chilly days. The end of driveway sidewalk leads you to local shops, restaurants, entertainment and the Williams River/Shaker Mill Pond - just a just a block away.

Discover the ultimate lakefront getaway in an ideal location on the lake, where peaceful mornings and unforgettable sunsets become part of your daily routine. Inside you will find a move in ready home with a bright open concept layout that connects the kitchen, dining and living areas, perfect for entertaining or relaxing by the cozy gas fireplace. This home features two bedrooms and a beautiful full bath. Step outside onto the expansive deck overlooking the water. Enjoy direct lake access with your own private dock, ideal for boating, fishing or simply unwinding by the water. A built in firepit adds to the charm, creating a perfect space for gatherings under the starts. Move in and start making memories on 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

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

Unbeatable Lenox location! Near the top of Kemble Street, you'll find this charming 1950's-vintage ranch home that's a super short walk to the village. Timeless details merge with everyday comfort! Hardwood floors flow throughout. Living room features a wood-burning fireplace. Dining opens to expanded galley kitchen on one end and to a den/office flexible space on the other. Three bedrooms, two full baths. Home includes an attached two-car garage. Sunny open lot with private back yard. Location is everything here with shopping, dining, library and community life literally around the corner. Enjoy performances at Shakespeare right down the street and a short drive to Tanglewood!

Beautiful early 1900's colonial farm house with deeded agricultural and horticultural rights offering 2,104 sq ft of classic charm on a picturesque 2.3-acre lot. This spacious 4-bedroom, 2-full-bath home is close to the state forest with access to mountain biking and hiking trails. The main level includes a bright living room, formal dining room, and a generous kitchen with great storage. High ceilings, original details, and large windows bring warmth and character throughout. Upstairs are four well-sized bedrooms and a second full bath, plus bonus unfinished space in the attic ideal for an office, studio, or playroom. Enjoy the expansive private yard with pastoral views and a pond. The back deck is perfect for outdoor dining or relaxing. Very private but also close to downtown.

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

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

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.

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.

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.

Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer.

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.

'''The Other Hill' -- enjoy an ideal Great Barrington location with a walkway to town via Kalliste Hill and Omega Circle. This updated raised ranch welcomes you with a peaceful setting, lovely landscaping, inviting outdoor spaces, and a fully fenced yard--perfect for relaxing or entertaining. The home offers the ease of a main living-level primary bedroom with ensuite bathroom, along with the convenience of an attached 2 car garage. The walkout lower level is partially finished, providing flexible space for a family room, home office, or guest area, plus additional storage, and combination laundry/bathroom .''

Beautiful end-unit property featuring soaring ceilings and serene wooded views. The home offers open common spaces with excellent natural light, a screened porch, and a first-floor primary en suite. The second level includes two guest bedrooms, a full bath, and a loft overlooking the great room. Additionally, the lower-level walkout provides significant potential to be finished for extra living space. Residents can also enjoy the association's pool. This property is perfectly situated near Bousquet Mountain to enjoy the many cultural attractions here in the Berkshires.