William Pitt Sotheby's International Realty
306 Main Street, 01230 Great Barrington (United States)
Listings of the agency
Listings for sale: 1 to 20 / 70
- 42
House with garden Pittsfield (United States)
Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room offer effortless single-level living convenience. Upstairs, find a sprawling primary suite with a walk-in closet, a second sizable bedroom, and a fully renovated full bath. The lower level expands your entertaining footprint with a heated family/recreation room and workout space, alongside a large unfinished workshop and mechanical storage area. Out back, the private half-acre lot creates a peaceful retreat complete with a custom storage shed, mature landscaping, and the gentle backdrop of Sackett Brook. Featuring an attached two-car garage, natural gas heat, and public utilities, this turnkey home offers suburban tranquility just minutes from downtown Pittsfield, Lenox, and all Berkshire cultural attractions.
…$595,0003bedrooms2bathroomsland 2,023m²By William Pitt Sotheby's International Realty
- 29
Farmhouse New Ashford (United States)
A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again.
…$549,0004bedrooms3bathroomsland 4,856m²By William Pitt Sotheby's International Realty
- 50
House Monterey (United States)
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 frame contemporary features an open floor plan with 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. Move in ready! With a relatively low inventory level, particularly in Monterey, this listing is a rare gem.
…$725,0003bedrooms2bathroomsland 1.3haBy William Pitt Sotheby's International Realty
- Contract pending5
Land Great Barrington (United States)
Beautiful level lot with woods and meadow. Mountain views. Minutes to downtown Great Barrington and Butternut Ski Basin. Perced. Build your dream retreat in the Berkshires!
…$90,00018,899m²By William Pitt Sotheby's International Realty
- Contract pending38
House with garden Pittsfield (United States)
Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cook's kitchen and dining room, plus an ample, fire-placed living room with built-ins galore. First floor 1/2 bath and period details and charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, and a fully renovated bathroom with Italian marble counters, tiled walk-in shower, and radiant heat. The partially finished lower level features another bedroom for guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love!
…$490,0003bedrooms2bathroomsland 1,133m²By William Pitt Sotheby's International Realty
- 42
Farmhouse with garden Lenox (United States)
Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream!
…$485,0004bedrooms2bathroomsland 1,700m²By William Pitt Sotheby's International Realty
- 45
Property Adams (United States)
Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!
…$540,0004bedrooms3bathroomsland 971m²By William Pitt Sotheby's International Realty
- 22
House Lee (United States)
Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and offering a wonderfully bright canvas ready for your personal touch. The home's exterior is an outdoor lover's delight, featuring an expansive, partially fenced yard that provides a serene setting for summer barbecues, lawn games, or simply relaxing in the fresh Berkshire air. An attached one-car garage offers convenient shelter from New England winter weather along with extra storage space. Ideally situated within easy walking distance of Lee's charming storefronts, local dining, and everyday essentials, this sweet property also offers quick access to Route 20 and the Turnpike, making commuting and weekend exploring a breeze. Property is subject to a 72-hour (3-day) Right of First Refusal (ROFR) by designated party.
…$350,0003bedrooms1bathroomland 1,821m²By William Pitt Sotheby's International Realty
- 42
House Stockbridge (United States)
Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as well as two separate wood stoves. Outside, the property sits on almost 6 acres of private land just 3 minutes from downtown Stockbridge. Open lawn areas offer plenty of room for vibrant flower beds, rich vegetable gardens, or custom outdoor entertaining spaces. Complete with an oversized garage providing ample room for vehicles, storage or workshop. Close to everything the Berkshires offer.
…$750,0003bedrooms2bathroomsland 2.4haBy William Pitt Sotheby's International Realty
- 42
House 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.
…$619,0003bedrooms2bathroomsland 1.1haBy William Pitt Sotheby's International Realty
- 26
House Sandisfield (United States)
Perfectly-timed for summer in the Berkshires, this 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows that bring the beauty of the forest indoors. For effortless year-round comfort, the home is equipped with a brand-new pellet stove and high-efficiency mini-split units in every room for customized heating and cooling. The kitchen has been thoughtfully refreshed for the modern cook, featuring a brand-new built-in oven and microwave alongside stainless steel appliances. The three-bedroom, two-bathroom floor plan is supported by a septic system installed just three years ago, providing peace of mind for the long term. Designed for summer enjoyment, the outdoor space includes a deck with a direct propane line for easy grilling and a large screened-in porch featuring a projector screen for cinematic movie nights. Residents also enjoy full access to premium community amenities, including a private lake, beach, pool, club house, and tennis courts. This turnkey property is the perfect low-maintenance opportunity to start enjoying the best of Berkshire living the moment you turn the key.
…$525,0003bedrooms2bathroomsland 4,047m²By William Pitt Sotheby's International Realty
- 6
Land Lee (United States)
Located at the end of a quiet dead-end street, this versatile 3.6-acre lot offers the ultimate blend of scale, privacy, and turn-key convenience. Critical site preparation has already been accomplished. The parcel features a flat, cleared homesite ready for your build, a roughed-in gravel driveway, and electricity already connected to an existing outbuilding. Utility connection is remarkably straightforward, with public water and municipal sewer available directly at the street. Adding exceptional character and value, the rear boundary rises into a wooded, rocky ridge that abuts the maintained hiking trails of Lee Town Forest-effectively expanding your backyard into acres of preserved nature. Sited less than 5 mins from I-90 exit (mass pike) 5 mins to downtown Lenox, 10 mins to Tanglewood!
…$139,00014,569m²By William Pitt Sotheby's International Realty
- 45Video
Contemporary house with terrace West Stockbridge (United States)
Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-study home features triple-glazed windows, super-insulated envelopes, and geothermal climate control.
…$4,975,0003bedrooms4bathroomsland 4.3haBy William Pitt Sotheby's International Realty
- 24
Property with garden Lee (United States)
Welcome to this wonderful Colonial in a quiet, sought after neighborhood in Lee, MA. 3 bedrooms, 2.5 baths, and a finished lower level. Enjoy an expansive deck overlooking the rear yard; providing plenty of outdoor living space. Amenities include vinyl siding, gas heat, hardwood floors, eat-in kitchen, dog fence, and a two car attached garage.
…$615,0003bedrooms3bathroomsland 1,902m²By William Pitt Sotheby's International Realty
- 42
House with garden and terrace Egremont (United States)
Perched high on Baldwin Hill! Set far back from the road on a beautiful 2.5-acre lot, this thoughtfully updated South Egremont residence offers a rare balance of scenic tranquility and unbeatable convenience. Positioned to capture sweeping mountain views, the property places you seconds from charming Egremont village, minutes from vibrant downtown Great Barrington, and right down the road from Prospect Lake and French Park. The owners have completed major updates so you can simply arrive and unpack. Recent improvements bring fresh energy throughout the home, including brand-new siding, new windows that flood the spaces with natural light, and a refreshed kitchen featuring new flooring and brand-new appliances. Outdoor living is seamlessly woven into the home's design. A lovely, quiet screened-in porch provides a private sanctuary to enjoy gentle breezes and peaceful mornings. Whether you are seeking a turnkey primary residence or an effortless Berkshire retreat, this Baldwin Hill gem places you moments from acclaimed dining, local parks, and cultural destinations. A distinctive property offering fresh updates and a setting that feels worlds away, yet sits close to everything that makes the region so desirable.
…$599,0003bedrooms2bathroomsland 1haBy William Pitt Sotheby's International Realty
- 10
House Sandisfield (United States)
A charcoal board-and-batten house on a wooded knoll in Sandisfield, two acres, nearly finished. Dark hardwood floors, a kitchen with butcher block and quartz, a navy vanity with marble and brass, a teal pendant over a wood-topped island. A bedroom, a finished loft, a full basement the same footprint as the house. The septic design is permitted for three bedrooms and the leach field installation is the primary remaining item before a Certificate of Occupancy, though buyers should satisfy themselves as to what else may be required. The price reflects where things stand. Own land in the Berkshires, twenty minutes from Great Barrington, for a number that actually makes sense. On a knoll in the Sandisfield woods, set back from the road behind two acres of trees, there is a charcoal board-and-batten house that someone nearly finished. Dark hardwood floors throughout. A kitchen with white shaker cabinets, butcher block counters, quartz on the perimeter, and a teal pendant over a wood-topped island. A navy vanity with a marble top and brass fixtures. A bedroom with a mirrored closet and windows into the trees. A finished loft above, reached by a ship's ladder, with a cathedral window at the peak. A full poured-concrete basement running the entire footprint of the house, dry, with a new water heater, a new pressure tank, and a new electrical panel. Picture what you do with the rest of it. The basement is unfinished and waiting. The two acres are rough and yours. The loft is quiet and has good light. People have turned less into more with clearer consciences. This is the Berkshires. Twenty minutes from Great Barrington, its restaurants, its farmers market, its independent shops. Tanglewood in summer. Skiing in winter. Trails in every direction. A life that people pay considerably more to approximate, available here for a number that leaves room to breathe. What remains before a Certificate of Occupancy: the leach field installation is the known item. The septic tank is in and the design is permitted for three bedrooms. Buyers should satisfy themselves as to whether anything additional may be required. The price reflects where things stand honestly. Who comes here? Someone ready to stop renting and start owning, who wants land under their feet and a monthly payment that doesn't punish them for it. Someone done with more house than they need, looking for something small and quiet and theirs. Someone who looks at the unfinished basement and the two rough acres and already has plans. All of them are right. This is not a camp. It is not a tiny house on a trailer. It is a small home on its own land with good bones, real systems, and a Berkshire life waiting just outside the door. Finish the line. Move in. Make it yours.
…$335,0001bedroom1bathroomland 8,903m²By William Pitt Sotheby's International Realty
- 40
House Blandford (United States)
Styled, spacious, and serene, this exceptional French Country-inspired contemporary residence offers a rare balance of peaceful seclusion and remarkable accessibility. Perfectly positioned just moments from the cultural richness of the Berkshires, idyllic New England country living, and convenient routes to both Boston and New York, it is a home that effortlessly connects tranquility with convenience. Bordering the pristine 115-year-old grounds of the historic Blandford Golf Club, the property enjoys an extraordinary setting where protected fairways create an ever-changing natural canvas and uninterrupted views stretching for miles. The approach is equally captivating, with thoughtful landscaping featuring a striking Rising Sun Redbud and elegant Yellow Magnolia. The rear of the home is designed for effortless outdoor living and entertaining. Expansive patios offer multiple destinations for conversation and relaxation, while a beautifully framed pergola defines the propane grilling station, all set against sweeping panoramic vistas that invite every season to be enjoyed outdoors. For collectors and enthusiasts alike, the property offers exceptional versatility with four garage bays, providing abundant space for automobiles, motorcycles, recreational vehicles, or workshop possibilities. Inside, meticulously maintained interiors reflect sophistication and thoughtful design. Rich finishes, designer paint palettes, luxurious window treatments, and elegant transom windows fill the home with natural light while enhancing its architectural character. Generous living spaces provide the perfect backdrop for displaying treasured collections, hosting memorable gatherings, or simply embracing the quiet comfort of everyday living. Throughout, the home is an expression of quality craftsmanship, refined taste, and comfort.
…$799,0004bedrooms3bathroomsland 2,792m²By William Pitt Sotheby's International Realty
- 49
Farmhouse Sandisfield (United States)
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. The river is twenty feet from the back door. Not a view of the river, not near the river. The river, close enough that you fall asleep to it in summer and wake to it in winter, when the ice shelf forms along the near bank and the hawks work the open water downstream. This is the thing about 14 Roosterville Road that no description fully prepares you for: the Farmington is not an amenity. It is the address. The sellers transformed the interior thoughtfully and well. Wide softwood floors, exposed ceiling beams, and a working brick fireplace anchor the living room, which easily holds two seating areas. The kitchen was rebuilt from the ground up with a granite island, slate-grey open cabinetry, and windows on three sides that keep the hills and water present while you cook. It is the heart the house always deserved. The kitchen and dining room open onto a deck over the river. The first-floor primary bedroom opens through French doors to a stone patio, with stairs down to the lawn and the Farmington just beyond. Up the painted black-and-white staircase: three more bedrooms, a family room, and a full bath. Two full baths total, one with a classic cast-iron clawfoot tub, one newly tiled. Propane hot water heat through a Viessmann boiler. High-speed internet. Spring means trout stocked at the Clark Road Bridge, right at the property's edge, while hawks and bald eagles work the calm flat water below the house. Nights belong to the fire pit and the sound of the river under a sky without light pollution. Across the road, a neighbor's hay fields roll toward a long mountain view. The property abuts Army Corps of Engineers land on the river side, no development possible, ever, and connects without crossing private land to an old stagecoach trail and the climbing ledges of Hanging Mountain. This stretch of Roosterville Road exists because of two floods. The first came in 1938, the second in the twin hurricanes of 1955. Together they buried the old road that once ran through here and left this place at the end of a quiet dead-end, closer to the river than to the rest of the world. It is one of those rare cases where a natural disaster produced something worth keeping. The outbuildings are exceptional. The three-car garage is built of hand-cut quarry granite, the feather marks of the quarrymen's tools still visible in the stone. The Little House, a sweet clapboard cottage with a grandfathered footprint, has served as a painting studio. What it becomes next is entirely up to you: guest suite, Airbnb, home office, art studio, or something not yet imagined. Included in the sale is a second parcel just north of the Clark Road Bridge, once the site of a Trip Hammer Shop and Saw-Mill advertised in the Connecticut Courant in 1833. The old mill channels and stonework are still legible in the earth. It is a remarkable piece of history to walk, and a beautiful private place to sit by the water. This property is located in FEMA Zone A12. Flood insurance is required for mortgaged purchases and advised for all. An elevation certificate is available. In 1918, a young Italian immigrant named Dominic Campetti, who had once sailed back across the Atlantic to find his sweetheart Caterina Consolati and convince her to begin a life with him in America, purchased the old Elizur Deming Farm on this stretch of the Farmington River. Their descendants farmed it for years after. In the cellar, beneath a trap door in the corner of a first-floor closet, hard cider barrels once kept company with a 50-gallon press and loyal customers from miles around. The state police came. The Berkshire Evening Eagle covered it with evident local enjoyment. The trap door is still there. The river is still there. The next chapter is yours. Reach out to learn more about this historic and unique property! Read more about the area, the history, and its stories.
…$695,0004bedrooms3bathroomsland 1.9haBy William Pitt Sotheby's International Realty
- 34
Apartment Lenox (United States)
Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berkshires. Ownership includes a requisite annual resort membership with full access to Canyon Ranch's world-renowned wellness amenities. Just minutes from the Berkshires' acclaimed cultural attractions, fine dining and outdoor recreation, this is a rare opportunity to enjoy luxury, wellness and timeless design in one extraordinary home.
…$4,150,0003bedrooms4bathroomsBy William Pitt Sotheby's International Realty
- 48
House with pool Richmond (United States)
This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate showcases classic stone walls, a serene spring-fed pond and a heated saltwater pool. The impeccably maintained lawns and expertly designed grounds establish a pristine country retreat. Premium upgrades include superior rock wool insulation throughout. Perfectly positioned just minutes from Tanglewood's celebrated performances, fine dining and thriving cultural attractions in the Berkshires.
…$3,495,0005bedrooms7bathroomsland 2.3haBy William Pitt Sotheby's International Realty
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