William Pitt Sotheby's International Realty (page 2)
Listings of the agency
Listings for sale: 21 to 40 / 64
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House 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.
…$2,750,0004bedrooms4bathroomsland 7.4haBy William Pitt Sotheby's International Realty
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House West Stockbridge (United States)
Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An oversized three-car garage and finished lower level provide ample storage, while expansive windows showcase the surrounding landscape. Available furnished. This exceptional property is move-in ready and an ideal Berkshire retreat.
…$2,995,0005bedrooms5bathroomsland 2.5haBy William Pitt Sotheby's International Realty
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House Stockbridge (United States)
Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.
…$499,0002bedrooms1bathroomland 0.2haBy William Pitt Sotheby's International Realty
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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 0.2haBy William Pitt Sotheby's International Realty
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House 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 0.5haBy William Pitt Sotheby's International Realty
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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
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House 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 0.2haBy William Pitt Sotheby's International Realty
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House 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 0.1haBy William Pitt Sotheby's International Realty
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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 0.2haBy William Pitt Sotheby's International Realty
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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
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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.
…$619,0003bedrooms2bathroomsland 1.1haBy William Pitt Sotheby's International Realty
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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 0.4haBy William Pitt Sotheby's International Realty
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House Richmond (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
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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 0.9haBy William Pitt Sotheby's International Realty
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House 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
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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
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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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Land Egremont (United States)
Perched atop a breathtaking ridgeline with some of the most extraordinary panoramic views in the Berkshires, this remarkable almost 18-acre estate parcel is one of only seven exclusive homesites within this private enclave. With the most recent neighboring estate having changed hands for $5.6 million, the property's exceptional pedigree and enduring value are unmistakable. Surrounded by more than 220 acres of permanently protected conservation land, the property offers unparalleled privacy, timeless natural beauty, and direct access to a protected greensward ideal for hiking, cross-country skiing, and year-round outdoor enjoyment. A handcrafted stone bridge spanning a tranquil woodland stream welcomes you to an expansive, level building site with coveted southeastern exposure, perfectly positioned to capture dramatic sunrises, rolling hills, forested vistas, and ever-changing Berkshire skies. The entrance, approach, dwelling site, and selective clearing have all been thoughtfully completed, providing an exceptional canvas for a world-class estate. The property spans two of the Berkshires' most desirable low-tax towns--11.2 acres in Egremont and 6.8 acres in Alford and borders New York State, offering the perfect blend of Berkshire culture, Hudson Valley charm, and convenient access to major metropolitan destinations. Perfectly situated in the heart of the Berkshires--home to Tanglewood, Jacob's Pillow, exceptional farm-to-table dining, boutique shopping, renowned cultural institutions, and endless outdoor recreation--the location balances complete privacy with remarkable accessibility. Hudson, New York, with direct Amtrak service to New York City, is nearby, while Manhattan's Upper West Side is approximately two hours away. Boston is just 2½ hours, Albany one hour, and Hartford 1½ hours. With an existing well, roughed-in driveway, excellent percolation, and permanently protected unobstructed views, much of the essential groundwork has already been completed. Opportunities of this caliber are exceedingly rare--a chance to create a legacy estate in one of the Berkshires' most coveted and thoughtfully planned settings.
…$995,00072,722m²By William Pitt Sotheby's International Realty
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House with pool Alford (United States)
Offered fully furnished and ready to enjoy, this Majestic Tudor Berkshire Estate sits on 71 Acres atop Tom Ball Mountain in quaint Alford, MA. Privacy and Breathtaking views. Formal Entry and Foyer. Stately Living Room and Dining Room. Great Room with Gourmet Kitchen. Den, Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. 2 Bedroom Tudor Guest House w beamed ceilings and full amenities. Manicured grounds, infinity Pool and Hot Tub, Pool House with full Bath, Tennis Court and Pickleball Court. 7 Garages and additional Barn. Exquisite architectural touches, state-of-the-art home technology and security, in the most peaceful of surroundings. Easy access by road, rail and private Airport. Close to Tanglewood and Berkshire attractions.
…$9,500,0007bedrooms9bathroomsland 29haBy William Pitt Sotheby's International Realty
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