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luxury houses for sale Berkshire County, United States

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35

House with terrace Great Barrington (United States)

Moments from Lake Mansfield and Main Street, this turnkey contemporary offers clean lines, natural light, and effortless Berkshire living. The main level features an open-concept floor plan anchored by a show-stopping Duvemåla tiled stove, serving as a striking centerpiece for gatherings and cozy evenings by the fire. Enjoy the convenience of a first-floor bedroom alongside one of the home's three well-appointed full baths. Upstairs, an expansive primary suite impresses with vast cathedral ceilings. The finished lower level adds a versatile bonus room, providing extra square footage for a home gym or game room. Outside, relax and entertain on the sun-soaked deck overlooking the oversized grounds of this rare double-sized parcel.

… 
$775,000
3bedrooms
3bathrooms
land 0.9ha

By William Pitt Sotheby's International Realty

50

Property with garden Lenox (United States)

Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences. Each residence offers two plus bedrooms and two full baths, along with generous kitchens featuring high-end Bosch appliances, hardwood floors, tiled baths, in-unit laundry, central air, natural gas heat, and an abundance of windows. All major systems have been updated, providing modern comfort and efficiency while complementing the property's historic character. Both primary bedrooms feature adjoining flexible spaces ideally suited to an office, nursery, sitting room, dressing room, or private retreat. The first-floor residence features a magnificent screened porch opening to the front porch, as well as a separate rear deck; wonderful spaces for outdoor dining, entertaining, and enjoying the seasons. The upper residence offers its own private deck, while cathedral ceilings and both front and rear landings add architectural interest and a wonderful sense of space. The property is further enhanced by an oversized two-car garage with an attached greenhouse, ample parking, owned solar, and separate utilities. These thoughtful amenities, together with the updated systems and generous living spaces, create an exceptional blend of historic character and contemporary convenience. With its storied past, substantial proportions, versatile configuration, and enviable in-town setting, Crosby House represents a truly rare Lenox offering. Just minutes from the heart of the village, the property combines the best of location and lifestyle with the opportunity to shape a residence, or residences, of exceptional distinction. Subject to zoning and required approvals, its possibilities are extraordinary; its location is simply second to none.

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$1,685,000
4bedrooms
4bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

New
40

House with garden Pittsfield (United States)

Enjoy easy one level easy living in this sought after southeast tree-lined street with nhomes built of brick or stone creating a New England picture perfect neighborhood. See the updated kitchen, and bath, manageable two bedrooms with unfinished attic space for more in the future. Outfitted with central air conditioning for cooling comfort at your pleasure. A surprisingly large back yard all fenced in for privacy, shade trees, stone patio and firepit for fun fall nights with marshmallow roasting. Enter first onto the covered front porch where you sit and either enjoy a coffee or visit with passer bys hearing church bells in the distance. Enter an inviting dedicated entryway with a unique opening to peer into the fireplaced living room. The stone fireplace anchors the room with handsome handcrafted masonry to chase the chill and set the mood after dinner in the sun filled dining room. Sliders lead to the oversized bonus sun room grounded with flagstone flooring and with a mini-split for all season use. Cooking and socializing set up for you in a beautiful 15 year newer kitchen featuring stainless steel appliances, cherry cabinetry topped with quality quartize, finished with color coordinated tile backsplash and floor o expertly compliment and complete the look with a designers touch. Thoughtfully planned to chop and create delectable dinners with the ease of preparation on butcher block countertops surrounding the electric cooktop slide in oven. The charming round top hallway leads to two bedrooms and a remodeled full bath for another expensive feature finished for your enjoyment. Upstairs use your vision to complete the unfinished attic for overflow space in the future. The backyard playground is generously sized and fully fenced in. The raised bed vegetable garden ideally frames the vegetables and rear property line while keeping the bunnies out. Experience this magical setting with natural sunlight glistening through the willow tree leaves while a gentle breeze sways the branches in whimsy. Close to schools, park, Canoe Meadows Wildlife Sanctuary, coffee shops, ice creams and frozen yogurt parlors, cheesecake café' and specialty pizza place known for its homemade Berkshire Mountain Baked bread and pizza crust. In-town conveniences abound with dry cleaning, mailing center, pharmacy and bank choices. Welcome to quaint, cozy, wholesome living in this sweet and petite home with room to grow. Have it all and be home for the holidays.

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$339,900
2bedrooms
1bathroom
land 0.1ha

By William Pitt Sotheby's International Realty

New
18

House Pittsfield (United States)

Charming 3-bed Cape in Pittsfield, this home perfectly blends classic warmth with versatile living spaces. Glowing hardwood floors throughout and an expansive primary bedroom that spans the second floor to serve as a private retreat. First floor features 2 bedrooms, full bath, cozy living room, and eat-in kitchen. The lower level features a spacious basement room perfect for a family room. Outdoor living is a highlight, starting with a brand-new front porch that offers fantastic curb appeal. The large back deck overlooks a beautifully maintained yard ideal for entertaining, gardening, or outdoor relaxation. Complete with a one-car garage and a handy 8x10 storage shed, this inviting Berkshires home delivers exceptional comfort, convenient storage, and great space both inside and out-- a must see!

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$299,000
3bedrooms
1bathroom
land 0.1ha

By William Pitt Sotheby's International Realty

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32

House New Marlborough (United States)

Laurie Dunham [email protected] 203-985-5974 WILLIAM PITT SOTHEBY''S - SALISBURY Mimi Harson [email protected] 860-671-1557 WILLIAM PITT SOTHEBY'S - SALISBURY

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$749,000
3bedrooms
3bathrooms
land 4.9ha

By William Pitt Sotheby's International Realty

New
47

House with garden Pittsfield (United States)

Welcome to 44 Melbourne Road! This move-in-ready three-bedroom, two-bath raised ranch offers thoughtful updates, comfortable living space, and an impressive amount of garage space. Recent exterior improvements include brand-new LP SmartSide siding, new roofs on both the house and shed, new gutters, and an updated front porch and entry. Inside, hardwood floors and plenty of natural light create a warm, inviting feel. The main level features a bright living room that flows into the spacious kitchen and dining area, complete with quartz countertops and newer appliances. Sliding doors lead to a screened-in porch overlooking the backyard, making it the perfect spot for outdoor dining. Three bedrooms and a full bathroom complete the main level. The finished walkout lower level adds even more versatility, with a spacious bonus room, a second full bathroom with a tiled walk-in shower, laundry, and direct access to the attached two-car garage. And for those who need extra space, the detached 40-by-30-foot, three-bay garage is a standout feature. With a finished and insulated interior, 12-foot ceilings, three 10-by-10-foot overhead doors, propane heat, and its own 200-amp electrical service, this space is ideal for a workshop, car collection, recreational vehicles, or just about any hobby that needs room to spread out. Outside, you'll find a partially fenced backyard, storage shed, and additional storage beneath the deck. Conveniently located in Pittsfield, this property offers a great combination of move-in-ready living, practical updates, and exceptional space for work, storage, and play, all within easy reach of everything the Berkshires have to offer.

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$469,000
3bedrooms
2bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

New
42

House with pool and garden Great Barrington (United States)

Your own sports compound and sanctuary tucked away on a quiet Great Barrington road: this private four-acre retreat centers around an in-ground heated swimming pool and a dedicated tennis/pickleball court framed by natural landscape. Inside, clean mid-century architectural lines deliver remarkable flow, highlighted by two fireplaces, four bedrooms, three baths, space to work from home, and a sunroom overlooking the grounds. Substantial energy upgrades include a high-output ground-mount solar array and an updated heating system that keep operational costs remarkably low, offering a turnkey private playground just minutes from downtown dining, skiing, and cultural landmarks.

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$899,000
4bedrooms
3bathrooms
land 1.6ha

By William Pitt Sotheby's International Realty

New
32

House with garden Williamstown (United States)

A move-in ready raised ranch on one of the town's most sought-after streets. The main level opens from a spacious living room into a formal dining room and an eat-in kitchen with built-in bench seating. Three bedrooms and two baths, plus a second living room on the lower level and a two-car garage. A spacious yard on 0.39 acre. A few minutes from Spring Street and Williams College, with the Clark Art Institute, the Williamstown Theatre Festival, Images Cinema, Tunnel City Coffee, and Lickety Split downtown.

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$449,900
3bedrooms
2bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

New
35

House Egremont (United States)

Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing and recreation.

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$589,000
1bedroom
2bathrooms
land 0.4ha

By William Pitt Sotheby's International Realty

New
29

House with garden Lee (United States)

Charming home brimming with character and far more space than meets the eye! A lovely front porch with mahogany floors welcomes you to gracious living and dining spaces, wood floors throughout, and a stately fireplaced living room. The updated kitchen features an abundance of cherry cabinetry, plus a first-floor laundry, half-bath, den, and a useful office addition. Upstairs offers three ample bedrooms--including a primary with his/hers closets--and an updated bathroom with a walk-in shower. The walk-up attic provides additional storage or could easily be finished. Outside, find a detached one-car garage, large back deck and a great fenced-in back yard perfect for pets and fun. Sidewalks to town; minutes to Laurel Lake and Lenox. A well loved and cared for home, ready for its next chapter!

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$474,900
3bedrooms
2bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

New
45

House Pittsfield (United States)

This light-filled 3 bedroom 1920's classic Colonial cottage home is located in a quiet dead end surrounded by 80 acres of protected state land. The large .75 acre property is level with perennial flower gardens, mature trees and a large backyard with access to the forest and river. This special home has many original details such as the pine and fir wood floors, handcrafted woodwork, beadboard, glass door knobs, and classic chandelier. The home features 3 bedrooms, 1 full bathroom, living room, dining area, a charming country kitchen with new unique brand retro fridge. A lovely large front 3-season porch with large picture windows. The partially finished basement serves as a wonderful family room/play space and laundry area with new washer and dryer. The oversized detached 2 car garage can also be used as a workshop, storage or garden shed. Recent updates include electrical, insulation, interior paint, and professional landscaping. Ideally located close to town, parks, local schools, Tanglewood and Pontoosuc Lake. A must see to appreciate this home's charm, special location and all the amenities this home has to offer.

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$372,900
3bedrooms
1bathroom
land 0.3ha

By William Pitt Sotheby's International Realty

New
50

House with pool Becket (United States)

Berkshire ridge views and ten private acres set the scene for this distinctive log contemporary on George Carter Road in Becket. Set on a quiet country road just beyond Jacob's Pillow Dance Festival and within easy reach of Lee and Lenox, the home offers generous gathering spaces, a private guest suite, and a wonderful setting for a four-season Berkshire getaway. At the heart of the home is a dramatic great room with soaring cathedral ceilings, massive exposed log beams and trusses, and a floor-to-ceiling brick fireplace. A wall of windows rises to the roofline, filling the space with natural light and framing the Berkshire ridges beyond. Generous living and dining areas offer plenty of room to gather, while glass doors open directly to a wraparound deck overlooking the grounds and pool The kitchen features wood cabinetry, a butcher-block island with gas cooktop, double wall ovens, and brick floors. A walk-in pantry with laundry provides additional utility. The main level also includes a first-floor bedroom with exposed log walls and a full bath, a powder room, and a large heated bonus room currently used for recreation. Upstairs, an open loft overlooking the great room offers space for a family room or office, along with the primary bedroom and a full bath with a separate soaking-tub room. Above the oversized attached two-car garage, a spacious guest suite features vaulted ceilings, exposed beams, skylights, and large windows, creating a bright, open space with its own private bathroom. Set apart from the main bedrooms, it's an ideal space for visiting friends or extended family. The walkout lower level includes a fourth bedroom, a recreation room (or potential fifth bedroom), a full bath, sauna, and flexible space for exercise or other uses. A workshop area provides additional utility. Outside, the deck takes in the distant views, while the lawn rolls gently downhill to the swimming pool, surrounded by woods on either side. A private retreat with room to spread out, spaces to gather, and views to enjoy through all four beautiful Berkshire seasons.

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$935,000
5bedrooms
5bathrooms
land 4.1ha

By William Pitt Sotheby's International Realty

50

House with pool and garden Pittsfield (United States)

Experience the perfect balance of grand-scale architecture and tranquil nature in this stunning 6,000+ sq. ft. modern Colonial. Nestled on 3.42 manageable acres within a private enclave near Onota Lake, this 5-bedroom, 5.5-bath estate offers sweeping meadow views just minutes from the world-class arts of Tanglewood and The Clark. The entry is marked by dramatic dry-laid stonework, leading into an interior defined by soaring heights. The heart of the home is a two-story living room featuring vaulted ceilings and a floor-to-ceiling stone fireplace. The expansive living space of the great room flows effortlessly into a gourmet chef's kitchen equipped for high-end entertaining with dual refrigerators, double wall ovens, and a center island cooktop with a built-in griddle. High-top island seating allows for social cooking and a sizable breakfast area flanked by a wall-to-wall credenza—ideal for buffet-style hosting. The home's floor plan thoughtfully blends communal areas with distinct privacy across three levels. The main level is designed for complete convenience and the primary suite is a true sanctuary. It features a private egress to the pool and a hidden back staircase leading to a secluded loft—perfect for a library or reading nook overlooking the suite. The upper level offers a sweeping gallery balcony overlooking the great room, leading to four spacious bedrooms. This includes two private ensuites and two additional bedrooms serviced by a full bath and a dedicated laundry room. The lower level is an entertainment hub featuring a home theater, gaming space, gym, full bath, and a secondary egress for easy garage access. The fully-fenced backyard makes for a resort-style oasis. Host movie nights on the expansive deck, or relax by the heated inground pool and custom-finished patio. The designer firepit is anchored by a unique stone compass inlay, and a poolside full bathroom ensures guests never need to track water through the main house. For the automotive hobbyist or enthusiast, a high-end, three-bay attached garage is professionally finished with epoxy floors, industrial-style metal cabinets, and an EV charger. You will also find a massive, 50x40 detached shop with four bays and oversized doors. Whether for housing a car collection, an RV, or a professional art studio, the possibilities of this space are endless. Embrace the Berkshire landscape in a home where every detail has been considered. Whether you are heading out for fine dining or staying in to enjoy your private oasis, Blythewood Estates offers a lifestyle of unparalleled peace and sophistication.

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$999,900
5bedrooms
6bathrooms
land 1.4ha

By William Pitt Sotheby's International Realty

31

House with pool and garden Great Barrington (United States)

Charming in-town Cape on a spacious lot with inground pool. Located in a delightful neighborhood close to town, this inviting home built in 1951 offers 5 bedrooms and 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living and entertaining. Timeless architectural details throughout bring character and charm, including a wood-burning fireplace, graceful arched doorways, and custom built-in cabinetry. Outdoors, a private in-ground pool is set within a large, sunny yard, creating a wonderful oasis. Turn-key peace of mind is provided by recent upgrades, including a newer furnace, water heater, and pool filter. Town water, town sewer, and natural gas from the street. Close to everything; a must see!

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$589,000
5bedrooms
2bathrooms
land 0.4ha

By William Pitt Sotheby's International Realty

41

House Williamstown (United States)

A welcoming, lead-compliant 3 bedroom, 2 bath home in a peaceful Williamstown neighborhood, thoughtfully updated to offer comfort, character, and easy living. The first floor features two bedrooms, a full bath, an open kitchen and dining area, and a comfortable living room with a working fireplace. Upstairs, the entire floor is dedicated to a private primary suite with its own ensuite bath. Extensively updated over the past five years, the home features improvements to the electrical and plumbing systems, heating, windows, and flooring, along with a stylishly renovated kitchen with quartz countertops, soft close cabinetry, and stainless-steel appliances. The bathrooms have also been refreshed with quartz vanities and tiled surrounds. Two fireplaces add warmth and atmosphere on crisp Berkshire evenings. Outdoor living is equally appealing, with three porches, a partially fenced yard, and a screened gazebo offering inviting spaces for morning coffee, quiet afternoons, or entertaining. Conveniently located near Williams College, the Clark Art Institute, Williamstown Theatre Festival, hiking and biking trails, and the many cultural, recreational, and culinary amenities of the Berkshires, this home is a wonderful opportunity to enjoy all that Williamstown has to offer.

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$334,900
3bedrooms
2bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

50

House with pool and terrace Pittsfield (United States)

Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintenance. Lower level walk-out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment

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$459,900
6bedrooms
4bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

17

House with terrace Lenox (United States)

Stone steps rise through a hillside of pachysandra to a midcentury modern home nestled among the trees. Inside, the living room pairs high ceilings and warm wood paneling with beautiful ceramic tile floors and a wood-burning fireplace. Wide windows look into the surrounding branches, bringing the landscape into view. The living room opens to the kitchen and dining area, giving the main spaces an easy flow. A hallway leads to one bedroom with a full bath across from it. The bedroom at the back of the house has its own en suite bath, and a stackable washer and dryer are tucked into the layout. Outside, a slate patio offers a place to gather, while a one-car garage and off-street parking add convenience. For anyone looking to scale down and simplify, this home offers a distinctive place to do it. Laurel Lake is nearby for summer swimming, Miraval Berkshires is right around the corner, and downtown Lenox is just minutes away.

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$445,000
2bedrooms
2bathrooms
land 0.4ha

By William Pitt Sotheby's International Realty

50

House Great Barrington (United States)

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this 1 level home. The exterior walls are planted w/ climbing hydrangea that blur the lines between structure & nature-a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled w/ southern sun that run the length of the house.Large windows and french doors that welcome both the light and warmth from the sun on a winter's day & open to exterior terraces in the fair months. All the rooms have extensive garden & pastoral views. The east side of the entry is the living room with high, coffered ceilings & a fireplace made with grand tour columns. Adjacent to the living room is the primary suite w/ doors to a private terrace, shower, & lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas w/ steam shower & large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen w/ coveted AGA range. The doors open onto a patio with lily pond, field views, & cherry trees. The kitchen/service area includes a butler's pantry, & mudroom. The far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is an office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden w/ espaliered peach trees & blooms to attract pollinators. Western windows have views of a fenced field and plantings. Majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated Gunite pool is a place of refuge and serenity. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty and tranquility. The intimate spaces & thoughtfully curated common areas throughout the property create an that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

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$6,850,000
5bedrooms
4bathrooms
land 12.5ha

By William Pitt Sotheby's International Realty

50

House with garden and terrace Otis (United States)

The original farmhouse at the bend in the road: a center chimney colonial of 1782, dearly loved and held in exceptional condition. The grounds are a work of art cultivated over many years, a garden you want to immerse yourself in. Seasonal eastern sunrise views, and protected land along the border. Inside, an addition framed around the home's own eighteenth century posts and beams opens the kitchen through to a sunroom. Two fireplaces and two wood stoves, one a wood cook stove in the mud room. Wide boards, quartz counters, nothing waiting to be done. 500 feet of road frontage, and then the road ends. One neighbor, out of sight. The quiet is complete and the night sky extraordinary. 20 minutes to Lee, 30 to Great Barrington. What we call Heaven. An additional 45 acres is available. You turn off Route 8 onto Ed Jones Road, and about a mile along, right onto Stebbins. Another half mile of gravel and the land opens. Seven hundred and fifty feet of frontage belong to this property, and at the end of them the road simply stops. Beyond it, Massachusetts Wildlife Management land that will never be built on. The house has stood here since 1782. A center chimney colonial, white, with the proportions people have forgotten how to build, and perhaps why. Walk through the generous rooms and you will understand. What you notice first is not the house. It is the gardens. A cottage garden between the white fence and the sunroom, a succession of color from early spring through autumn. Tiered stone walls and beds across the front, one corner framed by an old apple tree still bearing plentiful fruit. Broad sweeps of lawn, mature shade trees, perennials throughout for ease of maintenance. One family has kept this ground for forty years, and it shows in a way nothing applied quickly can replicate. Worked and reworked until it looks inevitable. Gracious, elegant, entirely comfortable, and the sort of place you want to be in rather than look at. Inside, the eighteenth century is intact where it should be and gone where it shouldn't. Wide board floors. Period posts and beams. A dining room with a fireplace, and a first floor room with its own fireplace that will serve as a library, a sitting room, a den, or a main floor bedroom depending on how you live. Where a failing wing once stood there is now the part of the house you will actually use. A mud room with a wood cook stove. A kitchen with quartz counters, a commercial range and hood, unlacquered brass cup pulls and a farmhouse sink, built to outlast every trend. The room carries on through a family room with a wood stove, along glowing beams from the late 1700s, to a sunroom that holds the last of the day. The old posts and beams were carried into that new work rather than hidden behind it, which is the difference between a renovation and an addition crafted for how people live now without losing the soul of the original. Upstairs, a primary suite and two more bedrooms, two full baths, and the laundry where it belongs. Two fireplaces and two wood stoves, for the months when that matters. The house turns toward the morning on its old side and the evening on its new one. East from the kitchen sink, and the view opens further as the leaves come down. West from the family room and sunroom, across an old pasture. There are a few neighbors, all out of sight. On a clear night the sky here is the kind people drive hours to find, and the silence is complete. Twenty minutes to Lee, thirty to Great Barrington, Stockbridge and Tanglewood, and the internet is fast enough to work from. A house that has stood this long is never really owned. It is kept for a while, and handed on. This one, warm and comforting, has been kept exceptionally well.

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$875,000
4bedrooms
3bathrooms
land 1.2ha

By William Pitt Sotheby's International Realty

37

Property with garden Lenox (United States)

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

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$4,590,000
13bedrooms
14bathrooms
land 1.2ha

By William Pitt Sotheby's International Realty

28

House with garden and terrace Pittsfield (United States)

Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.

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$349,900
3bedrooms
2bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

39

Chalet with terrace Alford (United States)

Imagine owning 10 private acres in low-tax Alford, MA with beautiful seasonal views! Included are two buildings, a small Chalet style home (1,500 sq ft) with living/dining room, kitchen, laundry, three bedrooms, a full bath, and a deck for entertaining or relaxing. Utilities are electric heat and electric hot water heater in partial basement. The Studio building has two rooms, a half bath, electric heat, and a separate hot water heater. Fiber Connect for internet. Both buildings are in need of some love and attention but are absolute gems on a private lot in a highly desirable location.

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$775,000
3bedrooms
1bathroom
land 4.3ha

By William Pitt Sotheby's International Realty

34

House with garden North Adams (United States)

Step through the signature wooden Dutch door of 41 Quincy Street into a light-filled 1850 Colonial where historic charm meets playful, vibrant design. A grand foyer welcomes you with original wooden floors throughout, a stone fireplace, and a majestic wooden staircase. Spanning 2,808 sq ft across 10 rooms, the home features two entrances, 4 bedrooms, 2 baths upstairs, a main-level office and half-bath, and a primary suite with a dressing room. Highlights include a spacious kitchen with direct access to a back deck, main-floor laundry, and a flexible walk-up attic. The layout of the home provides flexibility and lots of space. Outside is a private fenced in yard. Situated just minutes from the vibrant cultural center of downtown North Adams, MASS MoCA, local dining.

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$295,000
5bedrooms
3bathrooms
land 0ha

By William Pitt Sotheby's International Realty

20

House with garden Pittsfield (United States)

Maggie Gavin [email protected] 413-822-4580 WILLIAM PITT SOTHEBY''S - LENOX

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$275,000
2bedrooms
1bathroom
land 0.1ha

By William Pitt Sotheby's International Realty

50

House with pool and garden Great Barrington (United States)

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.

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$1,200,000
4bedrooms
4bathrooms
land 0.5ha

By William Pitt Sotheby's International Realty

42

House with garden Great Barrington (United States)

Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural light, enhancing the home's spacious feel. The thoughtfully designed layout includes a private primary suite with an en suite bath,offering comfort and convenience. French doors open from the living room to a rear deck overlooking a fire pit area, creating the perfect setting for outdoor gatherings, relaxing evenings, and enjoying the surrounding landscape. Ideally located just minutes from downtown Great Barrington, Ski Butternut, and the public boat launch at Lake Buel, this move-in-ready home provides easy access to the best of the Berkshires, from outdoor recreation to dining, shopping, and cultural attractions. Excellent rental history.

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$580,000
3bedrooms
2bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

39

House with terrace Otis (United States)

The sellers built this cottage in the woods in 1987 and have kept it beautifully ever since. It sits well back from the road under towering oaks, nearly surrounded by New England stone walls, on a lane most people don't know exists. Permanently protected land is across the way, and no other house can be seen. Wind moves through the trees, birds are everywhere, and turkeys, deer, foxes and hummingbirds cross the yard. Inside, a wood stove anchors one large open room, with two bedrooms and a full bath on the first floor. A screened porch keeps the evenings bug free, and the newer two-car garage has a finished room above. The Otis beach on Big Pond is a 0.7 mile walk, and Tanglewood for music is about 30 minutes away. Priced within reach for year-round residents and part-timers alike. The first floor is easy to live in. One large room of warm pine walls holds the kitchen, dining and sitting areas around a wood stove, with windows that look into the trees. Two bedrooms and a full bath are on the same level. The floors are carpet and linoleum today. Wood floors throughout would suit the pine and the light, and it is an easy project to take on. A screened porch runs along the side of the house. It is where the sellers sit to listen to the birds and the wind, without bugs or weather. Below is a full walkout lower level, unfinished, with nearly three sides above grade, so there is a real opportunity to add space to the house later. The detached two-car garage is newer. The room above it, about 400 finished square feet, works for guests, a studio or a game room. That space is part of the 1,480 square feet in the listing, so the house itself is closer to 1,080. The land is 1.19 acres of wooded ground, a mown lawn around the house, a drive lined with hostas, and perennial plantings. The Town of Otis owns the land to the north, south and east. Across the country lane is permanently conserved Massachusetts Wildlife Management Area, and only one home lies beyond before the road ends and where more protected land begins. Wild turkeys, deer, foxes, bobcats and porcupines pass through, hummingbirds visit the yard, and the birds are constant. The wind in the trees is the loudest sound you will hear. With no city lights, the stars and the Milky Way are clear overhead.

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$456,000
2bedrooms
1bathroom
land 0.5ha

By William Pitt Sotheby's International Realty

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