William Pitt Sotheby's International Realty
306 Main Street, 01230 Great Barrington (United States)
Listings of the agency
Listings for sale: 1 to 20 / 52
- 46
Property with garden Richmond (United States)
Nestled in the picturesque Berkshires, this historic circa-1776 Richmond estate seamlessly blends Colonial charm, timeless elegance, and premier equestrian amenities. The expansive compound features a beautifully maintained seven-bedroom, 7.5-bath main residence/Inn, three guest cottages, multiple barns, and a spacious entertaining barn. The distinguished main home offers a gracious dining room, entrance parlor, stately library, cozy den, period greenhouse, and well-appointed kitchen. An equestrian enthusiast's dream, the property boasts lush paddocks, multiple barns, a 6,000-square-foot heated indoor riding arena with viewing area and owner's apartment, and a professional outdoor riding ring, providing exceptional facilities for year-round training and entertaining.
…$2,495,0007bedrooms8bathroomsland 11.1haBy William Pitt Sotheby's International Realty
- 35
House with terrace 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.
…$579,0001bedroom2bathroomsland 0.4haBy William Pitt Sotheby's International Realty
- 2
House with garden Sheffield (United States)
Single level living with room for everyone. This well-loved ranch house sits in a quiet park-like neighborhood on a cul-de-sac. Living room with fireplace, eat-in kitchen, 3 bedrooms, plus a bonus bedroom that may double as an ADU (accessory dwelling unit), rental, or in-law suite. Large yard and private deck. Ideally located near shopping and schools. Truly a special home.
…$495,0004bedrooms4bathroomsland 0.4haBy William Pitt Sotheby's International Realty
- 8
Land Lee (United States)
Discover 190 acres of wooded paradise in beautiful Tyringham, MA. Boasting 2,072 feet of road frontage, this expansive former camp offers exceptional potential for a private estate, recreational haven, or a development opportunity. Directly bordering Appalachian Trail land and located moments from pristine Goose Pond, the property provides premier access to hiking, hunting, and outdoor exploration. The only noise you will hear is songbirds and the babbling of picturesque Cooper Brook which meanders along the frontage. A rare large-acreage holding with immense potential. Buyer and buyer's agent to verify all intended uses, environmental restrictions, and stream crossing feasibility. **Do not enter the land unaccompanied**Hunters use the land**
…$635,000768,903m²By William Pitt Sotheby's International Realty
- 37
House with terrace Egremont (United States)
This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.
…$797,0005bedrooms3bathroomsland 0.5haBy William Pitt Sotheby's International Realty
- 34Video
House with pool and garden Monterey (United States)
A rare Berkshire investment and development opportunity! This c.1780 colonial estate on 1.1 acres offers 8,200 total SF: a 4,200 SF main residence plus two 2,000 SF barns, indoor heated pool and sauna complex. Previous designer-led conversion plans outlined a 5-bedroom all-ensuite layout, upgraded pool wing, and adaptive barn reuse for a luxury short-term rental. Area comps achieve $1,500-$1,800/night rates with substantial multi-million dollar post-renovation equity potential. Moments to Lake Garfield town beach and less than 15 minutes to downtown Great Barrington. All projections, designs, and revenue figures are conceptual/illustrative; buyer and buyer's agents encouraged to perform their own due diligence. BEING SOLD AS-IS. There will be no negotiating price or repairs after inspection.
…$675,0004bedrooms4bathroomsland 0.5haBy 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.
…$275,0005bedrooms3bathroomsland 0haBy William Pitt Sotheby's International Realty
- 48
House with terrace West Stockbridge (United States)
Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living experience unlike anything else on the market. The first floor features an impressive great room with soaring timber beams, an elevated Malm fireplace, and floor-to-ceiling glass that captures the surrounding vistas. A gourmet kitchen imported in its entirety from Germany anchors the main living space with exceptional craftsmanship and modern sophistication. Radiant heat throughout the main floor for year round comfort. The first-floor primary suite offers a private retreat with a spacious spa-like bath, featuring a large shower, soaking tub, and generous walk-in closet. An impressive entry foyer sets the tone with a sleek architectural staircase, powder room, and coat closet. A two-car attached garage provides ease and convenience. Upstairs, a dramatic loft overlooks the great room and sits adjacent to a second bedroom suite, perfect for guests or family. Separate from the two main suites, a private guest wing includes two additional bedrooms, a large sitting room, and a shared full bath, offering a comfortable and flexible space for visitors. Despite its very quiet mountain-top privacy, the property is ideally situated just 10 minutes from Tanglewood and downtown Lenox. Enjoy effortless access to I-90, making trips to Boston or New York City remarkably convenient. Nearby West Stockbridge offers a charming village atmosphere with boutique shops, a local marketplace, wine store, café, inviting restaurants, and even an old-fashioned hardware store—everything you need within a short and scenic drive.
…$1,680,0004bedrooms4bathroomsland 7.4haBy William Pitt Sotheby's International Realty
- 18
House with garden and terrace 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!
…$299,0003bedrooms1bathroomland 0.1haBy William Pitt Sotheby's International Realty
- 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.
…$899,0004bedrooms3bathroomsland 1.6haBy William Pitt Sotheby's International Realty
- 29
House with garden and terrace 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!
…$474,9003bedrooms2bathroomsland 0.2haBy William Pitt Sotheby's International Realty
- 50
House with pool and garden 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.
…$935,0005bedrooms5bathroomsland 4.1haBy 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!
…$589,0005bedrooms2bathroomsland 0.4haBy William Pitt Sotheby's International Realty
- 12
Land Alford (United States)
10.69 Alford acres, great space for building your perfect home while using the two existing buildings on site....The Chalet and the Studio could make great additional in-law or guest quarters. Looking for a pied-à-terre? Maybe a private getaway? This land is high and private with fall and winter views.
…$775,00043,261m²By 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.
…$875,0004bedrooms3bathroomsland 1.2haBy 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.
…$775,0003bedrooms1bathroomland 4.3haBy William Pitt Sotheby's International Realty
- 9
Land Lanesborough (United States)
A substantial corner parcel with long frontage on both Scott and Kessler Roads, sited between BNRC conservation land and a portion of Mount Greylock State Reservation. The land unfolds naturally: meadow at the entrance, mature forest beyond, a substantial brook flowing from protected uplands, and a rising ridge offering elevation and potential views. Zoned R-A (2-acre min; 200' frontage), the parcel provides flexibility for a private hillside home, family compound, or potential future division subject to approvals. A small existing home and well infrastructure sit toward the lower portion of the property, offering a starting point for renovation or replacement. Close to Mount Greylock, Williamstown, Mass MoCA, and Pittsfield. Views, privacy, and 21 acres at an accessible price point.
…$289,00084,984m²By 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.
…$1,200,0004bedrooms4bathroomsland 0.5haBy 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.
…$456,0002bedrooms1bathroomland 0.5haBy William Pitt Sotheby's International Realty
- 50
House with garden and terrace Egremont (United States)
Tucked away on a peaceful private drive, this custom Craftsman home (built 2022) combines timeless architectural character with effortless modern living. Designed with accessibility and everyday ease in mind, the main level features zero-step entry and true single-level functionality. At the heart of the home is a bright, spacious cook's kitchen that flows seamlessly into welcoming living spaces. Outdoor living shines with both a classic front porch to take in quiet sunsets and a stunning screened porch designed for bug-free Berkshire evenings. The versatile 4-bedroom layout features a private primary suite alongside an attached in-law apartment-ideal for multigenerational living, long-term guests, or rental potential. A dedicated home office makes remote work a breeze, while an upper-level bonus room easily transforms into a serene yoga studio, creative workspace, or media lounge. Included is an oversized 3 bay garage and a whole home generator for ease and comfort. Pristine modern construction in an unbeatable Egremont location, just minutes to Great Barrington dining, Catamount skiing, and a trailhead just steps from your door.
…$1,495,0004bedrooms4bathroomsland 0.6haBy William Pitt Sotheby's International Realty
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