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William Pitt Sotheby's International Realty (page 2)

Listings of the agency

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Listings for sale: 21 to 40 / 47

  • 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.

    … 
    $545,000
    3bedrooms
    2bathrooms
    land 4,047

    By William Pitt Sotheby's International Realty

  • 30

    Property Stockbridge (United States)

    Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, MA. Just minutes to Lenox, downtown Stockbridge, and the Berkshire Botanical Center. Listen to the babbling water from the Larrywaug Brook and visit the nearby town park. Sit on the deck or around the firepit to soak in the atmosphere of privacy and peace. This 3 bedroom, 1.5 bath house has been meticulously updated. These updates include: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. Garage is partitioned for a workshop but can easily be converted to a one-car garage again.

    … 
    $752,000
    3bedrooms
    2bathrooms
    land 486

    By William Pitt Sotheby's International Realty

  • 50
    Video

    House Hancock (United States)

    Perfectly positioned on the border of Hancock and Williamstown, this striking Post and Beam contemporary estate offers a rare blend of architectural sophistication and rustic elegance. Spanning approximately 27 acres of meadows and woodlands, this property serves as a secluded sanctuary with views of countryside, mountains, and it is 3.5 miles to Jiminy Peak Ski Resort. The home's interior unfolds across three expansive levels defined by windows, views, soaring ceilings, and rich hardwood flooring. The main living areas include a cozy living room with a Mansfield model wood-burning stove, media/music areas, and a 3-season sunroom that flows seamlessly onto a spacious trex deck. The chef's kitchen is a masterpiece of function and style, complete with a walk-in pantry and dining area. The primary suite is a remarkable haven with expansive windows all offering views. It boasts cherry floors, a vaulted ceiling with exposed beams, a 25-foot walk-in closet, and a private ensuite bathroom. Four additional bedrooms and a full bath complete the second level, and an enclosed balcony with windows connecting two of the bedrooms frame the dramatic landscape. For those seeking the ultimate inspiring workspace, the residence's third-floor studio and office offering breathtaking 360-degree panoramic views of the surrounding Berkshire Mountains. The lower level is a walkout that contains an inhouse yoga studio with a six-station yoga wall. A custom bluestone retaining wall and staircase complete the walkout to an outdoor hot tub. The grounds feature a private pond and a brook, both visible from various vantage points within the house. Additional structures include a four-car garage with both attached and detached options and a dedicated workshop with a potential studio loft above, making it an ideal retreat. While offering total seclusion, the estate remains minutes away from local cultural hubs and offers the unique financial advantage of Hancock's property tax rates, which are among the lowest in the region.

    … 
    $1,495,000
    5bedrooms
    3bathrooms
    land 10.9ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    35

    House Great Barrington (United States)

    Nestled in a peaceful and private country setting, 7 Lake Buel Road offers the quintessential Berkshires lifestyle where serene living meets modern convenience. The home is framed by vibrant perennial plantings across the front of the property, creating a welcoming and picturesque first impression. This residence has been thoughtfully enhanced with tasteful updates throughout, featuring warm pine wood floors that ground the interior in a classic, cozy aesthetic. The layout is designed for ultimate flexibility, highlighted by a primary bedroom with an ensuite bathroom conveniently located on the first floor. A second main-level bedroom, currently utilized as a home office, boasts its own separate entrance, making it an ideal setup for a quiet professional workspace or a private guest wing. The living experience extends seamlessly to the outdoors, where you can unwind on the extra-large screened back porch or soak up the sun on the adjoining deck. These spaces overlook a fully fenced, expansive backyard that includes a practical storage shed for seasonal gear. For those who appreciate historic charm, one of the home's three full bathrooms features a beautiful antique clawfoot tub, while the lower level provides a secluded third bedroom with its own full bathroom, perfect for visitors. The property is rounded out by a spacious two-car garage and a location that is truly unbeatable. You are situated just one minute from the base of Butternut Ski Area and a quick five-minute drive from the vibrant heart of downtown Great Barrington, offering immediate access to world-class dining, shopping, and culture. Whether you are seeking a year-round residence or a peaceful weekend retreat, this property delivers a rare balance of privacy and proximity.

    … 
    $549,000
    3bedrooms
    3bathrooms
    land 6,718

    By William Pitt Sotheby's International Realty

  • Contract pending
    19

    House Stockbridge (United States)

    Convenient one-level ranch in a prime location close to town. This well-maintained home offers four bedrooms and two full bathrooms, ideal for comfortable living. The updated kitchen features modern finishes and plenty of workspace. Enjoy energy efficiency with owned solar panels that significantly reduce utility costs, plus a pellet stove for supplemental heating. A generator ensures uninterrupted power during outages--peace of mind year-round. Situated on a private road, the property provides tranquility while remaining minutes from shopping and dining. Additional highlights include ample storage, a functional layout and move-in-ready condition. Whether you're downsizing, seeking your first home, or looking for a smart investment, this turnkey property delivers.

    … 
    $695,000
    4bedrooms
    2bathrooms
    land 3,157

    By William Pitt Sotheby's International Realty

  • Contract pending
    18

    Contemporary house with garden and terrace Egremont (United States)

    Renovated modern country retreat near Prospect Lake and Catamount Mountain Ski Resort. This stylish home blends contemporary comfort with natural surroundings. The open living and dining room features a wood-burning fireplace, while the eat-in kitchen boasts high-end appliances, stone countertops and laundry. Two bedrooms and two full baths provide comfortable accommodations. The primary suite offers a brand-new full bath and walk-in closet. Glass doors open to a spacious deck overlooking the private backyard and gentle stream--ideal for morning coffee or evening relaxation. Additional highlights include a detached garage, garden shed, efficient heating and central A/C. New roofs on both the house and shed ensure peace of mind. Available fully furnished and equipped for turnkey enjoyment.

    … 
    $750,000
    2bedrooms
    2bathrooms
    land 7,042

    By William Pitt Sotheby's International Realty

  • 39

    Property Great Barrington (United States)

    Built in 2004, this exquisitely-crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout, honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living and entertaining. Step out to the inviting covered porch--an ideal spot to savor morning coffee and evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington and other Berkshire attractions.

    … 
    $1,295,000
    3bedrooms
    3bathrooms
    land 7,365

    By William Pitt Sotheby's International Realty

  • 39
    Video

    Property with pool Stockbridge (United States)

    Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more exists close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the most important cultural amenities. Who could ask for anything more?

    … 
    $1,695,000
    6bedrooms
    6bathrooms
    land 1.6ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    25

    House Otis (United States)

    Situated on 2.5 acres in the heart of Otis village, this 3-bedroom, 2-bath bungalow has been home to 1 family for more than 50 years. They raised five kids here. They ran a construction business from here. When they needed more space, they built it, room by room, the way people used to. The result is a house with more space than it looks, wood floors throughout, single-floor living, and a full walkout basement ready for someone to claim it. It is priced at $375k because there is some work to do. The deck likely needs to be rebuilt. There are things a handy person will spot and address. The sellers have cleaned and prepared it honestly-- they are simply not doing the work themselves. What they're leaving behind is solid bones, a nice, large piece of land, and a seriously useful garage building. Out back sits an oversized detached metal building with electricity-- fully functional, genuinely practical. Right now it's generating a very nice annual income on a month-to-month basis. That income could continue, or the building becomes yours: a proper shop, a place to store a boat or snowmobiles, a serious garage, or simply the kind of outbuilding that most properties in this price range do not have-- but this one does. Otis sits at the intersection of Routes 8 and 23, in the Farmington River Valley at the southern end of the Berkshires. It has two market /gas stations, and right next door to this property-- Paige's Place, a breakfast and lunch spot that regulars treat like a second living room. The Grouse House and the Knox Trail Inn are close by for dinner and a beer after a day outside. Otis Ridge Ski Area is close enough to walk to-- you won't, with gear, but you could. Big Pond's town beach is 3.2 miles away, a seven-minute drive. Otis Reservoir-- the largest recreational lake in Massachusetts, over 1,000 acres of clear water stocked with trout, bass, and tiger muskie-- has public and private boat launches, docks for hire, and a campground in Tolland State Forest right on the water. The Farmington River runs through this country and it is the real thing-- a designated wild and scenic river, one of the finest trout fisheries in the Northeast, with miles of public access. Otis, Tolland, and Sandisfield State Forests together put many thousands of acres of hiking trails, lakes, snowmobile routes, and hunting land essentially at your door. Jacob's Pillow, one of the great dance institutions in the country, is 5.6 miles away. Great Barrington-- which Vogue and the NY Times have covered, the Smithsonian named one of America's best small towns, and locals simply call GB-- is 25 minutes west: farm-to-table restaurants, the Mahaiwe Performing Arts Center, Guido's for locals, part-timers and serious foodies alike, and eclectic shopping. The Mass Pike and a Big Y supermarket in Lee are 19 minutes away. The room to the right of the front door was once the office for the family's construction business, with its own access from the outside. It sits within the Village zoning district which allows both residential and professional use-- a home office, a therapy practice, a studio, whatever the next owner needs it to be. Worth knowing about Otis: this is a town that built its own wind turbine and funded its own fiber broadband network-- fast, reliable, reasonably priced. These are not accidents. They're the decisions of a community that pays attention. The Bottom Line: This is a home you can move right into and do some work as you go. The land is real, the garage is productive, the bones are honest, and the village location is convenient and old school. Someone who knows what they're looking at will move quickly.

    … 
    $325,000
    3bedrooms
    2bathrooms
    land 1ha

    By William Pitt Sotheby's International Realty

  • 4

    Apartment Lenox (United States)

    Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location! 2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light, fully applianced kitchen. Easy to show!

    … 
    $358,000
    2bedrooms
    1bathroom

    By 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.

    … 
    $795,000
    4bedrooms
    3bathrooms
    land 1.9ha

    By William Pitt Sotheby's International Realty

  • 30

    Contemporary house Monterey (United States)

    Enjoy outstanding country 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, open floor plan contemporary home features 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. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra.

    … 
    $745,000
    3bedrooms
    2bathrooms
    land 1.3ha

    By William Pitt Sotheby's International Realty

  • 6

    Land Pittsfield (United States)

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas. Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous outdoor activities of the Berkshires. Please note that home must be minimum 3000 sf, with design and construction of home subject to HOA approval. Additional adjacent lots available to create an expansive, custom estate, this location represents the ultimate destination—privately situated yet perfectly connected to everything the region has to offer.

    … 
    $55,000
    4,047

    By William Pitt Sotheby's International Realty

  • 5

    Land Pittsfield (United States)

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas. Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous outdoor activities of the Berkshires. Please note that home must be minimum 3000 sf, with design and construction of home subject to HOA approval. With additional adjacent lots available to create an expansive, custom estate, this location represents the ultimate destination—privately situated yet perfectly connected to everything the region has to offer.

    … 
    $45,000
    4,371

    By William Pitt Sotheby's International Realty

  • 6

    Land Pittsfield (United States)

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas. Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous outdoor activities of the Berkshires. With additional adjacent lots available to create an expansive, custom estate, this location represents the ultimate destination—privately situated yet perfectly connected to everything the region has to offer.

    … 
    $35,000
    4,371

    By William Pitt Sotheby's International Realty

  • 8

    Land New Marlborough (United States)

    Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access to nature's beauty, all while remaining completely secluded. The land consists of 6 separate parcels, all being sold together, creating the perfect canvas for whatever you envision. Don't miss out on staking your claim to this hidden gem, an unparalleled escape!

    … 
    $1,200,000
    348,030

    By William Pitt Sotheby's International Realty

  • 12

    Apartment with terrace Great Barrington (United States)

    Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street—where every café, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life. Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail—from the textured walls to the light pouring in at all hours—creates a sense of romance and possibility. The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest. A central hall with clawfoot tub bath and laundry ties the spaces together, blending beauty with everyday comfort. Here, you are at the center of it all: Broadway-quality theater, world-class dining, outdoor adventures, all just beyond your front door. Own a piece of Great Barrington's historic soul, and let it inspire your next chapter. Please note: this is a walk-up unit with no elevator, limiting certain commercial applications but ideal for residential or studio use. The property spans the entire second floor of a well-maintained historic building and is located in a B2 mixed-use zone (buyer to verify permitted uses). With a smart division of space across two wings, the condo currently functions as a residence but offers potential for live/work, gallery, or creative studio configurations.

    … 
    $425,000
    2bedrooms
    2bathrooms

    By William Pitt Sotheby's International Realty

  • 7

    Land Pittsfield (United States)

    Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric and gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown, and North Adams. Privately located with access to everything.

    … 
    $25,000
    6,111

    By William Pitt Sotheby's International Realty

  • 19

    Property Otis (United States)

    This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home awaits your finishing touches. The property combines historic character with modern updates and plenty of outdoor space for year-round or seasonal living.

    … 
    $429,000
    4bedrooms
    2bathrooms
    land 15.6ha

    By William Pitt Sotheby's International Realty

  • 16

    Land Sandisfield (United States)

    OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond—and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest. With approx. 1,200 feet of shoreline, mature woods, colonial-era stone walls, and deeded rights for quiet recreation—no motorboats permitted—this land offers profound privacy and connection to nature. A place to walk alone to the water at sunrise, where the world feels untouched. Just 7 minutes to Monterey, 20 to Great Barrington. A legacy property for those who value peace, nature and possibility. Tucked into the quiet southeast corner of the Berkshires, this is a property where the pace of the world seems to slow. A rare and elemental beauty: 21.3 acres in all, with nearly the entire north shore of Ida Pond, and actual ownership of the 10-acre waterbody historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest. With approx. 1,200 feet of shoreline, mature woods, colonial-era stone walls, and deeded rights for quiet recreation, no motorboats permitted, this land offers profound privacy and connection to nature. A place to walk alone to the water at sunrise, where the world feels untouched. Build, preserve, or hold. Just 7 minutes to Monterey, 20 to Great Barrington. A legacy property for those who value peace, nature, and possibility.

    … 
    $385,000
    86,198

    By William Pitt Sotheby's International Realty

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