William Pitt Sotheby's International Realty
26 Church Street, 01240 Lenox (United States)
Listings of the agency
Listings for sale: 1 to 20 / 35
- 50
Farmhouse Dalton (United States)
Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel. Upstairs, you'll find three additional bedrooms, an office space, full bath, and dedicated laundry room. Throughout the home, original details tell the story of its remarkable past, including a pre-Revolutionary War fireplace complete with crane arm and bread oven, wide plank floors, and unique artifacts uncovered during renovation, including a cannonball hidden within the walls and a historic U.S. Mail horse bridle medallion. The second floor of the original inn once served as a gathering space for town meetings, with original floorboards still spanning the full width of the home. Outside, a welcoming front porch and expansive deck overlook the grounds, creating the perfect setting to relax, entertain or garden. A detached 3-car garage with a storage loft offers ample space for vehicles, hobbies, or workshop potential. The property has also operated successfully as an Airbnb, offering excellent income potential or flexibility for multigenerational living. A new roof provides added peace of mind. A rare opportunity to own a truly special Berkshire property where historic charm, modern comfort, and timeless New England character come together in an unforgettable setting.
…$875,0005bedrooms3bathroomsland 1.2haBy William Pitt Sotheby's International Realty
- 50
House with garden and terrace Otis (United States)
Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck, waterside gazebo, and screened porch with hot tub connection--perfect for entertaining or relaxing in every season. The bright open-concept interior includes 4 bedrooms and 3 full baths, highlighted by a dramatic great room with knotty pine ceilings, a wood-burning stove with stone hearth, and direct deck access overlooking the water. The spacious primary suite also opens to the deck and features its own and features its own wood-burning stove and en suite bath. The walkout lower level offers additional living space with a family room, full bath, and two bedrooms ideal for guests or extended family. Additional features include solid wood floors throughout, an attached two-car garage with EV charging, and easy access to the very best of the Berkshires. Located just minutes from Lee and Lenox, with nearby hiking, skiing, dining, Tanglewood, and year-round cultural attractions, this is a rare opportunity to enjoy the ultimate Berkshire waterfront lifestyle. Sale includes lots 34 and 35.
…$1,100,0004bedrooms3bathroomsland 1.2haBy William Pitt Sotheby's International Realty
- 50
House Pittsfield (United States)
Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires. Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is distinctly your own, yet the mainland is always within easy reach. The existing residence is positioned to take full advantage of the setting. A vaulted living space with a loft above, two fireplaces, and expansive windows and sliders bring in light and water views throughout the day. A covered porch extends directly toward the lake, offering a simple, immediate connection to the outdoors. Nearly every room engages the water in some way, reinforcing the feeling of being fully immersed in the landscape. For many, the true value here lies in the land itself. An island of this scale, with direct access and generous shoreline, presents a rare opportunity to shape a long-term vision in a setting that stands apart from more typical waterfront properties. Centrally positioned within the Berkshires and convenient to the region's cultural and outdoor destinations, the property offers a balance of seclusion and accessibility that is rarely achieved.
…$1,999,0003bedrooms3bathroomsland 5,059m²By William Pitt Sotheby's International Realty
- 50
House with terrace Otis (United States)
Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings. A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite. Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs. Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck. The lower level adds even more versatility with additional living space, a wood stove for added comfort, and a full in-law apartment complete with kitchen, bath, and walkout access to a private deck, ideal for extended family or rental potential. Recent updates include a new roof (2024), boiler (Dec 2025), high-efficiency water heater, well pump, updated plumbing, and a new sink. The home also features leased solar panels, Pella windows, and wiring for an electric vehicle. Conveniently located near Jacob's Pillow and all that the Berkshires have to offer.
…$729,9003bedrooms3bathroomsland 1.3haBy William Pitt Sotheby's International Realty
- 32
Farmhouse with outbuildings and garden Becket (United States)
Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors. Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true historic farmhouses. Beneath it all, a fieldstone foundation with an insulated rim joist has been professionally sealed, while recent improvements such as a fully insulated roof and comprehensive air sealing enhance comfort and efficiency throughout. Modern systems have been carefully integrated to support year-round living, including an energy efficient mini-split heat pump system providing both heating and air conditioning, a heat pump water heater, and a new 100-amp electrical panel. Hydronic heat remains in place as a reliable backup, offering peace of mind during colder Berkshire winters. The outdoor setting is equally compelling. A fully fenced yard opens through a rear gate directly onto an expansive network of woodland trails, offering immediate access to hiking, biking, snowshoeing, and year-round exploration right from your own backyard. A standout feature is the 12' x 30' off-grid solar-powered barn, fully wired for electricity and lighting and complete with a propane heater and full loft. Currently used as a private fitness studio, this versatile space lends itself equally well to a workshop, studio, or home office--ideal for today's flexible lifestyle needs. Ideally located in the heart of the Berkshires, this property offers a unique balance of privacy and accessibility, equally suited as a full time residence, weekend retreat, or remote work escape surrounded by nature. A truly distinctive offering for those seeking historic charm, modern efficiency, and an immersive Berkshire lifestyle.
…$299,0002bedrooms1bathroomland 1,335m²By William Pitt Sotheby's International Realty
- 50Video
Property Lenox (United States)
Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. A heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering. This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.
…$1,650,0007bedrooms7bathroomsland 14.7haBy William Pitt Sotheby's International Realty
- 48
House Plainfield (United States)
Discover a true rural refuge where historic charm meets masterful modern design. Set on 55 breathtaking acres alongside the dramatic geological beauty of Mill Brook complete with swimming hole, this lovingly maintained 5-bedroom estate offers an unparalleled sanctuary. At the heart of the property is a circa 1830 Cape, beautifully preserving its original character with stunning wood floors, classic moldings, and cozy fireplaces. Over the years, the home has been thoughtfully expanded for modern living. A masterfully designed kitchen and den serve as the ultimate gathering hub, while the first-floor primary suite boasts dramatic cathedral ceilings. Sip your morning coffee in the sun-drenched three-season porch, complete with a cozy gas stove. The exterior features are equally impressive: a handsome post-and-beam barn-style garage, a detached art studio bursting with creative potential, a greenhouse for the avid gardener, and a private hot tub for stargazing. While the home has evolved beautifully over time, the pristine, expansive views will remain unchanged as far as the eye can see. Enjoy total privacy without isolation--located just minutes from the center of Plainfield and a scenic 13-minute drive to the beloved Old Creamery Co-op for the essentials and to meet up with friends and to make new ones.
…$950,0005bedrooms3bathroomsland 22.3haBy William Pitt Sotheby's International Realty
- 50
House with pool Pittsfield (United States)
Experience the perfect balance of grand-scale architecture and tranquil nature in this stunning 6,000+ sq. ft. modern Colonial. Nestled on 3.42 manageable acres within a private enclave near Onota Lake, this 5-bedroom, 5.5-bath estate offers sweeping meadow views just minutes from the world-class arts of Tanglewood and The Clark. The entry is marked by dramatic dry-laid stonework, leading into an interior defined by soaring heights. The heart of the home is a two-story living room featuring vaulted ceilings and a floor-to-ceiling stone fireplace. The expansive living space of the great room flows effortlessly into a gourmet chef's kitchen equipped for high-end entertaining with dual refrigerators, double wall ovens, and a center island cooktop with a built-in griddle. High-top island seating allows for social cooking and a sizable breakfast area flanked by a wall-to-wall credenza—ideal for buffet-style hosting. The home's floor plan thoughtfully blends communal areas with distinct privacy across three levels. The main level is designed for complete convenience and the primary suite is a true sanctuary. It features a private egress to the pool and a hidden back staircase leading to a secluded loft—perfect for a library or reading nook overlooking the suite. The upper level offers a sweeping gallery balcony overlooking the great room, leading to four spacious bedrooms. This includes two private ensuites and two additional bedrooms serviced by a full bath and a dedicated laundry room. The lower level is an entertainment hub featuring a home theater, gaming space, gym, full bath, and a secondary egress for easy garage access. The fully-fenced backyard makes for a resort-style oasis. Host movie nights on the expansive deck, or relax by the heated inground pool and custom-finished patio. The designer firepit is anchored by a unique stone compass inlay, and a poolside full bathroom ensures guests never need to track water through the main house. For the automotive hobbyist or enthusiast, a high-end, three-bay attached garage is professionally finished with epoxy floors, industrial-style metal cabinets, and an EV charger. You will also find a massive, 50x40 detached shop with four bays and oversized doors. Whether for housing a car collection, an RV, or a professional art studio, the possibilities of this space are endless. Embrace the Berkshire landscape in a home where every detail has been considered. Whether you are heading out for fine dining or staying in to enjoy your private oasis, Blythewood Estates offers a lifestyle of unparalleled peace and sophistication.
…$1,399,0005bedrooms6bathroomsland 1.4haBy William Pitt Sotheby's International Realty
- Contract pending42
House Lenox (United States)
Tucked away on 4 acres of wooded and partially cleared land, this lovingly maintained 1960 cape-style home offers the perfect blend of privacy, character, and opportunity. Set back from the road by a long driveway, the property creates a peaceful retreat just minutes from the heart of Lenox and outdoor destinations like October Mountain State Forest and Kennedy Park. Inside, the home is ready for its next chapter with spacious and inviting living areas including a formal living room, dining room, kitchen, and a cozy family room with gas fireplace and slider access to the private backyard. A sunroom off the kitchen is perfect for seasonal enjoyment. The first-floor primary bedroom features a connected full bath with convenient hall access, while upstairs offers two additional bedrooms, an office space, and another full bathroom. A two-car garage located under the home provides direct access to the basement and additional storage or workshop potential. Full of warmth and well cared for through the years, this property is ready for its next owners to reimagine and make it their own.
…$550,0003bedrooms2bathroomsland 1.6haBy William Pitt Sotheby's International Realty
- 12
House Pittsfield (United States)
Completely renovated in 2021, this thoughtfully updated 2-bedroom, 1-bath home offers easy, low-maintenance living with a fresh, modern feel throughout. With 747 square feet of efficiently designed space, every inch has been maximized for comfort and functionality. The interior features updated finishes, an inviting layout, and abundant natural light, creating a warm and welcoming atmosphere. The kitchen and living areas flow seamlessly, making the home feel open yet cozy--perfect for everyday living or entertaining. Ideally located just minutes from downtown Pittsfield and the vibrant Cultural District, you'll enjoy convenient access to local dining, shopping, arts, and entertainment. Whether you're looking for a primary residence or an investment opportunity, this property offers value and accessibility in a central location.
…$179,9002bedrooms1bathroomland 283m²By William Pitt Sotheby's International Realty
- Contract pending38
House with garden Pittsfield (United States)
Offering an abundance of space and flexibility, this expansive Cape is ready for its next chapter. The first floor features a spacious kitchen, dining room overlooking the backyard, inviting living room, full bathroom, and an oversized primary suite complete with two separate rooms and abundant closet space -- ideal for a private sitting area, home office, or dressing room. Upstairs, you'll find two generously sized bedrooms and an additional full bathroom. Recent updates include a newer roof and heating system, offering peace of mind for years to come. The unfinished basement provides excellent storage and endless possibilities for a workshop, hobby space, or future finished living area. Conveniently located just minutes from downtown Pittsfield, Pontoosuc Lake, shopping, and nearby biking and hiking trails, this home combines everyday convenience with plenty of room to grow.
…$360,0003bedrooms2bathroomsland 1,578m²By William Pitt Sotheby's International Realty
- Contract pending32
House with garden and terrace Lanesborough (United States)
Set along the shoreline of Pontoosuc Lake, this lakefront home offers beautiful water views from most rooms and an easy connection to one of the Berkshires' most loved recreational lakes. With an eastern exposure, mornings begin with peaceful sunrises over the water, while the large rear deck and private dock create the perfect setting for boating, kayaking, swimming, or simply enjoying life at the lake. Inside, the home blends classic Cape-style charm with a spacious and functional layout. The main level features an open kitchen, dining, and sitting area overlooking the lake, creating a bright and inviting gathering space. A separate living room with fireplace adds warmth and character, while a first-floor bedroom and full bath provide flexibility for guests or single-level living. The second floor includes three additional bedrooms, another full bath, and a generous landing area ideal for a reading nook, office space, or additional lounge area. The heated lower level provides bonus space for recreation, storage, or overflow guests. Additional features include a fenced yard, oversized one-car garage, generator, six wall-mounted A/C units, and convenient access to the nearby town beach at the end of the street. Whether you're searching for a year-round residence or a Berkshire waterfront escape, 15 Sunrise Street offers the rare opportunity to enjoy relaxed lakefront living on Pontoosuc Lake.
…$799,9004bedrooms2bathroomsland 1,093m²By William Pitt Sotheby's International Realty
- Contract pending29
Property with garden Pittsfield (United States)
This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully-fenced yard, the property offers plenty of room to relax, garden, entertain, or play, along with a welcoming 3-season enclosed porch perfect for enjoying quiet mornings or summer evenings. Inside, the living and dining rooms feature beautifully refinished hardwood floors that bring warmth and charm to the home, while a walk-up finished attic provides valuable bonus space for storage, hobbies, or future possibilities. Recent improvements have enhanced both the functionality and appeal of the property, including a newer electrical service, a newer sewer line, insulation upgrades, and the addition of a brand new half bath. Fresh interior paint, refinished flooring throughout much of the home, and updates to the bathrooms create a clean, refreshed feel while still preserving the home's classic Colonial style. Outside, updated porches, painted shutters and trim, landscaping, and stonework add to the home's curb appeal and inviting presence. With so much of the work already completed, this is a wonderful opportunity to move right in and enjoy!
…$329,9003bedrooms2bathroomsland 1,538m²By William Pitt Sotheby's International Realty
- Contract pending26
House with garden Pittsfield (United States)
Set on a corner lot in a well-established neighborhood, this home offers a practical layout, thoughtful updates, and plenty of outdoor space. This 2-bedroom, 1.5 bath split-level home features hardwood floors throughout the main living spaces and bedrooms, creating a warm and cohesive feel. The kitchen opens directly into the dining room, offering an easy flow while overlooking the spacious backyard with a laundry and half bathroom right off the side entrance for convenience. The lower level offers excellent potential for partial finishing--ideal for additional living space, a home office, gym, or recreation area. Outside, the large backyard provides ample room for entertaining, gardening, or play, and the detached one-car garage adds convenience and storage. Well-maintained and full of opportunity, this home combines comfort, charm, and future potential in a desirable setting.
…$295,0002bedrooms2bathroomsland 1,174m²By William Pitt Sotheby's International Realty
- 20
Apartment Adams (United States)
Rare opportunity to acquire two apartment buildings totaling nine units in a convenient Adams location. These properties are thoughtfully updated throughout, with a newer roof, boilers, hot water, windows, electrical systems, and modern finishes. Kitchens are remodeled with stylish touches, including quartz countertops, newer cabinetry, and updated appliances. with stylish touches including marble countertops, new cabinetry, and updated appliances. 16 North Summer Street, Adams offers six units, providing immediate value potential for investors looking to maximize rental income. The units are solid and updated, presenting a strong foundation for your portfolio. 18 North Summer Street features three fully renovated units! These two bedroom apartments offer well designed living spaces. The result is a turnkey component with strong, healthy rental income already in place. The property includes a mix of garden style and townhouse style units, appealing to a variety of tenants, and offers the added convenience of off-street parking. Ideally located near downtown Adams and the Ashuwillticook Rail Trail, residents enjoy easy access to local dining, shopping, and outdoor recreation. Just minutes away from cultural destinations including Mass MoCA and The Clark Art Institute, as well as Mount Greylock State Reservation, Greylock Glen, and the Thunderbolt Ski Trail, offering year round lifestyle appeal in the Berkshires. An excellent opportunity to blend immediate cash flow with long term upside in a desirable and growing area!
…$1,499,00018bedrooms9bathroomsland 1,497m²By William Pitt Sotheby's International Realty
- 23
Apartment Pittsfield (United States)
Set on Aspen Way in Pittsfield, this well-maintained condo offers a practical layout and easy, low-maintenance living in a desirable community. The main level welcomes you with an open living area featuring a gas fireplace, flowing into a spacious dining area. The kitchen is positioned at the back of the home and is finished with stainless steel appliances and granite countertops, with a slider that opens directly to the deck--an easy extension for outdoor dining or relaxing. The primary suite offers a spacious retreat with a large en-suite bathroom and walk-in closet, while two additional bedrooms share a full bath. Designed for one-level living, the first floor also includes laundry for added convenience. Additional features include a two-car attached garage and a full unfinished basement, offering ample storage and the potential to create additional living space such as a family room, game room, or home gym. A clean, functional condo with a strong balance of space, convenience, and future potential, all in a convenient Pittsfield location.
…$600,0003bedrooms2bathroomsBy William Pitt Sotheby's International Realty
- Contract pending32
Property with garden Pittsfield (United States)
Welcome to 27 Morgan Street, a bright and inviting home tucked away on a quiet dead-end street in Pittsfield. Natural light fills the main living spaces, highlighting gleaming wood floors and creating a warm, easy feel. The first floor offers a circular layout with a spacious, light-filled living room. Upstairs features three well-sized bedrooms and a full bath. Enjoy a charming front porch and a fenced backyard that offers a comfortable sense of space, along with a one-car garage and off-street parking. A well-rounded home in a peaceful setting, just minutes from everything Pittsfield has to offer.
…$299,9003bedrooms1bathroomland 688m²By William Pitt Sotheby's International Realty
- Contract pending30
Property Pittsfield (United States)
Set along the highly sought-after Parkways in Southeast Pittsfield, this classic center hall offers the perfect blend of timeless character and thoughtful modern updates. Bathed in natural light, the home enjoys peekaboo views of Bousquet Mountain and a beautifully landscaped setting that changes with the seasons. The main level features a spacious front-to-back living room anchored by a wood-burning fireplace, with those mountain glimpses and views of the private backyard. Just beyond, a four-season sunroom creates an easy extension of living space, with direct access to the outdoors and a partially covered pergola--ideal for relaxing or entertaining. On the opposite side of the home, a formal dining room flows into the updated kitchen, finished with quartz countertops and large pantry. A half bath completes the first floor. Upstairs, the primary suite offers a comfortable retreat with its own en suite bath, while two additional bedrooms are well-sized and share a full bathroom. Additional highlights include an attached one-car garage, Tesla charger, and a yard that truly caters to garden enthusiasts, with mature plantings, space for raised beds, and a dedicated storage shed. Do not miss this one!
…$449,0003bedrooms3bathroomsland 769m²By William Pitt Sotheby's International Realty
- Contract pending41
Property Pittsfield (United States)
Welcome to 42 Lexington Parkway, a beautifully maintained Colonial tucked into one of Southeast Pittsfield's most desirable neighborhoods. Offering over 1,800 square feet of living space, this home is larger than it appears and is filled with thoughtful updates throughout. A freshly painted exterior and exceptional curb appeal make this a home you'll love coming back to. A beautiful, wide, and gracious foyer sets the tone as you enter. Inside, the main living area is spacious and inviting, centered around a classic wood-burning fireplace, perfect for cozy evenings. Sun-filled rooms, a flexible den/sunroom, and a generous layout create an ideal setting for both everyday living and memorable gatherings. Elegant French doors, featured throughout the main living area, add charm and seamlessly connect the living room to the back deck. The home features three bedrooms and two and a half baths, including a large primary with an ensuite bath and a charming window seat. The updated kitchen offers new stainless steel appliances, a breakfast nook, and a pantry, blending style and functionality for everyday living and entertaining. Numerous recent improvements add to the home's turnkey appeal, including a new Klaus roof (with new plywood) installed in 2023. The finished lower level offers additional flexible space with a half bath, ideal for a playroom, media room, or home office. Step outside to a beautifully landscaped, fenced-in backyard designed for enjoyment in every season. Mature plantings, perennial gardens, a fire pit, and a deck provide the perfect backdrop for summer evenings and crisp fall nights. Additional highlights include an expanded one-car detached garage and a location offering easy access to the best of the Berkshires, just a short walk to local favorites for coffee, ice cream, and baked goods, and minutes from world-renowned cultural attractions, including Tanglewood, MASS MoCA, The Clark Art Institute, and Norman Rockwell Museum.
…$429,9003bedrooms3bathroomsland 850m²By William Pitt Sotheby's International Realty
- Contract pending22
House with terrace Pittsfield (United States)
Conveniently located just moments from downtown Pittsfield, this 3-bedroom, 1-bath home offers a straightforward, well-designed layout that works for everyday living. The open kitchen and dining area act as the center of the home, with plenty of space to gather, entertain, or simply move through your day with ease. An enclosed front porch creates a welcoming entry and adds flexible living space. Off the kitchen, a mudroom provides practical functionality and leads directly to the back deck through sliding doors, making the transition to outdoor space feel easy and natural. Upstairs, three bedrooms offer comfortable accommodations with the flexibility to suit a variety of needs, whether for guests, workspace, or additional living. Set in a location that keeps you close to downtown Pittsfield, Berkshire Medical Center, and Pontoosuc Lake, this home offers convenient access to local dining, shopping, and outdoor recreation without sacrificing day-to-day ease.
…$270,0003bedrooms1bathroomland 567m²By William Pitt Sotheby's International Realty
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