Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into the dining and sitting area with direct access to the deck, creating an inviting indoor-outdoor feel. The living room is anchored by a beautiful gas fireplace and oversized windows that bring in natural light throughout the day. Three well-proportioned bedrooms include a primary suite with spa bath.

Escape to the Berkshires in this charming 3-bedroom, 2-bath home near Otis Reservoir! Featuring vaulted ceilings, abundant natural light, a stunning stone fireplace, spacious bedrooms, a versatile loft, and a bright kitchen, this home blends rustic charm with modern comfort. Relax on the front porch, gather around the fire pit, and enjoy deeded access to Otis Reservoir for boating, fishing, swimming, and year-round recreation. Currently a successful Airbnb, it offers excellent income potential or the perfect vacation retreat or full-time home. Showings require confirmation due to active short-term rental occupancy.

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

Outdoor Living Meets In-Town Convenience! Rarely does a property offer such an exceptional balance of outdoor living and in-town accessibility. Located at the end of Elm Street, this home provides a peaceful retreat while remaining just minutes from downtown Williamstown, Williams College, and local amenities. Set on approximately 1.3 acres and bordering protected conservation land and the Green River Linear Park trail network, the property enjoys a rare sense of privacy and connection to nature, with direct trail access from the rear yard, all just moments from downtown Williamstown. At the heart of the home is a stunning cathedral-screened porch featuring exposed timber framing and mahogany flooring, creating an inviting three-season great room and a natural extension (click on more)

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

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full bath. This is perfect for a multi generational family. The basement has plenty of storage and a dry, carpeted rec room with a wet bar and a half bath. The grounds feature mature landscaping and privacy. The roof, skylights, and gas fireplace are newer (installed in 2016). Home is on a private street with a cul-de-sac and is within walking distance to BCC and the state forest. Bosquet and Jiminy Pe

Welcome to 12 Mountain St, a quintessential colonial masterpiece that blends classic elegance with modern functionality. Spanning over three expansive, light-filled floors, this stunning home offers five spacious bedrooms and 3.5 bathrooms, providing the ideal layout for those who love to entertain. The chef's kitchen is designed to inspire with high-end finishes, including a vast center island, a professional-grade Six-burner gas stove w/pot filler, chic quartz countertops. With an abundance of cabinetry and a dedicated, organized pantry featuring custom built-ins, this kitchen is as practical as it is beautiful. Gleaming hardwood floors flow throughout the main level, creating a seamless, inviting atmosphere. Ascend to the second floor, where you will find a tranquil primary en suite wit

Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a totally upgraded kitchen with gas stone fireplace overlooking the woods. Adjacent screened porch opens to a private paver patio surrounded by native gardens. 1st floor en-suite bedroom provides an ideal 1-level living. Upstairs the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower.

A One-of-a-Kind Contemporary Woodland Retreat with seasonal Mount Greylock Views, in town location and a stone's throw to everything Williams College and the ''Village Beautiful'' Williamstown. Discover a truly unique property in the heart of the Berkshires, offering the privacy and beauty of a woodland retreat with the distinctive character of a contemporary home and an extraordinary opportunity to own two contiguous original parcels of land. This three-level residence features 4 bedrooms, two full bathrooms, a spacious kitchen and dining area, and a large living room designed to take advantage of the surrounding natural beauty. The home's elevated setting provides views of Mount Greylock from the front windows in the spring, winter & fall seasons, bringing one of the Berkshires' most

Start showing: 9/18! Berkshire Hills at Leisure Lee! Welcome to this contemporary four-bedroom, two-bath home in this sought-after Goose Pond lake community. Bathed in natural light w large windows and slider to the wraparound deck, the living room features a vaulted ceiling, fireplace and hardwood flooring. Off the open kitchen/dining area, enjoy a spacious screened porch. The main floor includes two bedrooms, a full bath and laundry, making one-level living a reality. The second floor includes two more bedrooms, including one with a walk-in closet, and a full bath with a jet tub, shower and double sinks. Bonus: The unfinished walk-out lower level offers room to add more living space. Short walk to the swimming beach and boat launch. Amenities include canoe/kayak storage and tennis court

A tranquil oasis in the sought after Beachwood community with its private beach and kayak launch on Stockbridge Bowl. This ranch-style cottage with hardwood floors has a spacious living/dining area with double volume wood ceilings and a gas stove for added warmth in cooler weather. The renovated kitchen boasts stone counter tops and flows onto the private, shaded screened-in porch for effortless entertaining. A bonus deck with grill is accessed off the porch. There are three comfortable bedrooms (2 with king size beds) and two small refurbished bathrooms one with a tub and one with a walk-in shower. A large laundry closet is fitted with a washer and dryer. This 3-season home has a newer roof and primary bedroom en-suite addition. Ideally located between Stockbridge, Lenox and Tanglewood.

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is offered for sale with 3 business rentals and 2 apartments creating a living and income opportunity.

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

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.

NEW PRICE! Beautiful 2021-built ranch privately situated on 7.74 acres in Otis, offering the perfect blend of modern comfort, privacy, and Berkshire outdoor living. This 3-bedroom, 2-bath home features an open floor plan, vaulted ceilings, hardwood floors, central air, open kitchen with granite countertops, stainless appliances, and a stunning stone fireplace. The spacious primary suite and attached 2-car garage add everyday convenience. Outside, enjoy a 30' x 30' detached garage, fire pit, apple trees, wooded privacy, and plenty of room for recreation. Big Pond and the town beach are just around the corner, making this an ideal year-round home or Berkshire getaway. A newer home, substantial acreage, two garages, central air, and recreation access--all in one property.

Offered for the first time in 40 years, this White Pines condo is a rare opportunity to own a residence within one of Stockbridge's most storied properties. Rich with musical history, both White Pines and this particular residence have fascinating ties to local and international music scenes. Filled with natural light, this gracious two-bedroom, two-bath condominium offers generous living spaces and an inviting, easy flow. The beautiful great room is the heart of the home, with two distinct sitting areas and a dedicated dining space--ideal for both relaxed everyday living and entertaining. A large primary suite provides a private retreat, while the second bedroom and full bath offer flexible space for guests or creative pursuits.

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.

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes. The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.

Move in ready with frontage on the Williams River. This beautifully updated and and well maintained contemporary home is the perfect landing spot for easy Berkshire living. The airy living room flows seamlessly into the spacious dining room and efficiently renovated kitchen which is also accessible through the 2 car attached garage. The large en suite primary bedroom is also on the first floor as well as a half bath and laundry area. Upstairs are 2 more bedrooms that share a bath; perfect for guests and/or office or den, as well as a huge storage closet. The property is perfectly located with 3.5 acres on the end of a quiet cul de sac, with frontage on the bucolic and clean Williams River for swimming, floating, and nature watching. Just minutes to downtown GB, Guido's, and Taft Farm's.