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William Pitt Sotheby's International Realty

26 Church Street, 01240 Lenox (United States)

Listings of the agency

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Listings for sale: 1 to 20 / 39

  • 15

    House Pittsfield (United States)

    Welcome to this well maintained 3-bedroom, 1-bath home tucked away at the end of a quiet side street, offering privacy, convenience, and a beautiful connection to nature. Inside, hardwood floors run throughout most of the home, reflecting years of attentive care and pride of ownership. Step outside to a spacious, fully fenced backyard featuring a deck with a remote-controlled retractable awning, perfect for relaxing or entertaining. Abutting protected land through Berkshire Natural Resources Council, this property offers easy access to hiking trails leading to The Boulders and beyond. A move in ready home in a peaceful setting that you'll love coming home to.

    … 
    $272,500
    3bedrooms
    1bathroom
    land 971m²

    By William Pitt Sotheby's International Realty

  • 31

    House Lee (United States)

    Welcome home to this sweet and petite one level easy living ranch style home. Sun-filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is open to living and a lovely added sunroom for extra living space and enjoyment. French doors lead to a generously sized back yard with perennial plantings and a shade tree for an outdoor cool evening escape and playtime. Central to all that is Berkshire and Lee with a quaint downtown, shopping, schools, dining, and antiques. Close to parks, playgrounds and October Mountain State Forest for fun!

    … 
    $289,900
    3bedrooms
    1bathroom
    land 688m²

    By William Pitt Sotheby's International Realty

  • 44

    House Great Barrington (United States)

    Comfort, privacy, and easy Berkshire charm on nearly four acres, just five minutes from downtown Great Barrington. Set well back from Division Street on a quiet road, this inviting home feels tucked away but not remote. A tree-lined drive winds through the property to a home surrounded by colorful gardens and mature trees. Inside, the house opens up and keeps surprising. A thoughtful expansion by noted Berkshire architect John James added volume, light, and a more contemporary flow while still feeling connected to the original home. The living room, with its wood-burning fireplace, connects to an updated kitchen, dining room, and sunken great room. With oversized windows and views into the trees, the great room gives the home a bright, open feel while still keeping a sense of definition between spaces. The large vaulted screened porch may be the best room in the house. Surrounded by trees and birdsong, it feels peaceful and immersed in nature -- easy to imagine using all summer. Just beyond, a stone patio overlooks the backyard and offers a great spot for outdoor dining and relaxing. The flexible floor plan includes a first-floor bedroom and full bath, offering the option for one-level living. Upstairs, the large primary suite includes generous closet space and a private bath with soaking tub and separate shower. Two additional bedrooms share a third full bath. A detached two-stall barn/garage with overhead storage provides useful space for vehicles, tools, garden equipment, hobbies, or recreational gear. Close to downtown Great Barrington, but with the feel of a country setting, this is a comfortable, open, good-feeling home in one of the Berkshires' most convenient locations.

    … 
    $995,000
    4bedrooms
    3bathrooms
    land 1.6ha

    By William Pitt Sotheby's International Realty

  • 50

    House Otis (United States)

    Enjoy the best of the Berkshires from this beautifully maintained contemporary Colonial, privately set on more than 2.5 acres with deeded access to Otis Reservoir, Massachusetts' largest recreational lake. Spend your summers boating, swimming, and fishing, then return home to relax in the peace and privacy of your own wooded retreat. Built in 2000, this spacious home offers four bedrooms and three full baths, including a first-floor primary suite with a private en suite bath. The open-concept living area features soaring cathedral ceilings, a cozy gas stove, and a seamless flow into the well-appointed kitchen, creating an inviting space for everyday living and entertaining. A generous screened porch overlooks the expansive yard, while the stone terrace and newer hot tub provide the perfect setting to unwind after a day on the lake or slopes. The finished lower level offers a comfortable media room or family room, providing flexible space for movie nights, games, or guests. An oversized attached two-car garage offers abundant storage for vehicles and recreational gear. Ideally located just minutes from Otis Ski Ridge, Big Pond Beach, local restaurants, hiking trails, and year-round outdoor recreation, this home also features fast fiber-optic internet for those who work remotely. Combined with low property taxes and an exceptional location, this property offers the perfect blend of comfort, convenience, and Berkshire adventure.

    … 
    $679,000
    4bedrooms
    3bathrooms
    land 1.1ha

    By William Pitt Sotheby's International Realty

  • 41

    Farmhouse Great Barrington (United States)

    Step back in time and discover the timeless charm of this classic 19th-century New England home, ideally situated on a generous .66-acre corner lot on a quiet street just minutes from the heart of downtown Great Barrington. Rich in character, this antique home retains many of its original architectural details, offering an exceptional opportunity for restoration and reimagination.The inviting, old-fashioned front porch welcomes you to a home filled with history and potential. A classic barn adds versatility for storage, hobbies, or future creative use, while recent updates--including a new boiler and barn roof in 2025 and the convenience of natural gas--provide a solid foundation for your vision. Whether you're looking to restore a beloved antique or create your dream Berkshire retreat, this property offers endless possibilities in an unbeatable in-town location. Bring your imagination and breathe new life into this historic gem. Property is being sold as is.

    … 
    $349,000
    3bedrooms
    1bathroom
    land 2,671m²

    By 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.

    … 
    $1,199,900
    5bedrooms
    6bathrooms
    land 1.4ha

    By 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!

    … 
    $1,375,000
    18bedrooms
    9bathrooms
    land 1,497m²

    By William Pitt Sotheby's International Realty

  • 39

    Property Pittsfield (United States)

    Be wowed by this southeast sleeper that presents as a traditional-style colonial where you'll be pleasantly surprised by all the upgrades. This home offers custom luxury features and stylish finishes with exceptional indoor-outdoor living. 145 Leona is modernized inside and out. It is situated on a unique lot with a welcoming front porch, spacious side lawn ideal for play plus a bonus hilltop wooded retreat. You get the best of all worlds here. Begin your tour inside with the awe-inspiring heart of the home, a beautifully designed kitchen with quality cabinetry, top-of-the-line Bosch appliances, marble counters, and a sleek tile backsplash that blends artistic symmetry with everyday function. The centrally placed coffee-bar buffet is perfect for morning coffee, casual entertaining, or signature summer cocktails with friends and neighbors. Radiant heated floors add cozy comfort throughout the family room, kitchen and everyday dining area. The mudroom features an updated Kohler half bath/powder room, laundry, and entry from the garage. The dining area and fireplaced family room overlook the full-span TREX deck and 2 goshen stone patios with a firepit--an ideal setting for s'mores, campfires, and memorable evenings outdoors. The east-side backyard lawn is perfect for outdoor sports and a swing set. A stairway built into the hillside leads up to the wooded hilltop and your own backyard forest escape, complete with a stand of trees, picnic table, hammock, and tent area for at-home adventures. As the night wanes and it's time to wander indoors, you will discover a beautiful sweeping circular staircase leading you to the bedroom level. Enjoy four bedrooms and two updated custom finished baths. Choose the designer deep soaking Kohler bathtub to soak and unwind, creating a luxury spa experience before slipping into the freshly carpeted cozy bedroom of your choice. The primary suite is queen-sized for comfort ensuring a restful ending to your day with the soothing water in motion rain shower experience in the designer bath which also has a radiant heated floor. Start the day with a spacious well planned walk in closet and enjoy the central locale for a quick and easy morning commute to school and work. Updated mechanicals complete the quality and value of this home with a lower level family room and an abundance of storage. Everything you need is ready for you to move right in. Join this welcoming neighborhood and the Friends of Leona community, where you can enjoy the perfect blend of comfortable living, nearby parks, city conveniences, and two levels of outdoor space on a manageable wooded home site. This home is a treasure to be discovered.

    … 
    $599,900
    4bedrooms
    3bathrooms
    land 1,659m²

    By William Pitt Sotheby's International Realty

  • 49

    Property Great Barrington (United States)

    Perfectly poised and priced! This immaculately maintained four-bedroom residence, set on an acre of land, delivers three levels of sophisticated living space designed for both effortless entertaining and quiet sanctuary. The property balances a serene, retreat-like setting with beautiful mountain views and unparalleled convenience to local amenities and top-tier Great Barrington schools. The home is enveloped by a lush and mature landscape, offering a changing tapestry of flowering color and seasonal interest throughout the year. Cross the welcoming mahogany front porch an ideal vignette for morning coffee or evening relaxation into the expansive main level. The heart of the home is an open-concept great room featuring beautiful cherry wood floors, anchored by a warm fireplace, built-in surround sound, and a chef-inspired kitchen with a built-in wine refrigerator. A large Carrara marble island serves as the ultimate gathering point, transitioning seamlessly into the living and dining spaces. This floor is thoughtfully completed with a versatile guest bedroom or home office, mudroom, pristine powder room, and direct access to the two-car garage. There is an additional Trex deck perfect for an afternoon BBQ, overlooking the grounds. Ascend the staircase to the private quarters on the second floor, featuring a luxurious primary suite--a peaceful haven with its own ambient gas fireplace, a custom cabinetry walk-in closet, and an ensuite bath complete with a custom steam shower. Two additional generously sized bedrooms share a beautifully appointed full bath, offering exceptional comfort for family or visitors. The finished lower level further expands the home's well-designed footprint. A freshly renovated recreation room, outfitted with a custom bar featuring a solid white oak countertop and an additional half bath, serves as an ideal space for game days, a home theater, or a private lounge.

    … 
    $950,000
    4bedrooms
    4bathrooms
    land 4,047m²

    By William Pitt Sotheby's International Realty

  • 50

    House with terrace Pittsfield (United States)

    Pride of ownership resonates through this distinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut Street near the esteemed Pittsfield Country Club and Upstreet Cultural District, and just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character, boasting five bedrooms and two and a half baths, thoughtfully improved over the long term owners' commitment to preservation and restoration. This prominent manor style home may be coupled with the neighboring guest house which features 3 bedrooms and 1 bath plus a first floor in-law bedroom suite and a 2 car garage, if one so chooses to accommodate extended family, friends, or caregivers.

    … 
    $799,900
    5bedrooms
    3bathrooms
    land 1,335m²

    By William Pitt Sotheby's International Realty

  • 41

    House Pittsfield (United States)

    Immaculate, adorable, expansive, well-maintained 2500 sq ft ranch. 4 bedrooms 3 bathrooms, open living room, and dining area with fireplace. Bright eat-in kitchen, a sunny 3-season porch with a newer deck. This home sits on a 1/2-acre lot in a quiet, tucked away neighborhood. There's a full walkout lower level with family room, fireplace, bar, full bathroom, and dining area which leads to a back patio and a nice, open backyard area. Home has lots of storage. New chimney, garage door, and side deck are just some of the upgrades. Close to shopping, downtown, theaters, Lake Onota and schools.

    … 
    $489,000
    4bedrooms
    3bathrooms
    land 2,145m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    45

    Property with pool Pittsfield (United States)

    Charming, move-in ready side hall Colonial, a true ''dollhouse!'' Welcome home to this absolutely stunning, meticulously maintained side hall Colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and inviting living space featuring a cozy wood-burning fireplace, perfect for chilly evenings. Classic hardwood floors run throughout the home, currently protected by brand new, plush carpeting that offers a fresh feel while preserving the beautiful wood underneath. The beautifully updated kitchen and dining area flow seamlessly together, creating an entertainer's dream space that is sure to please your guests. Through the sliding glass doors off the dining area, you will discover your own private outdoor oasis. The brand new deck overlooks a quiet, beautifully landscaped backyard that offers a peaceful escape from the daily grind. It is the ultimate setup for summer BBQs, morning coffee, and refreshing afternoon dips in the sparkling above-ground pool. The screened porch is another magnificent amenity to cozy up and read in the afternoon or sip cocktails in the evening. Beyond its picture-perfect aesthetic, this home offers incredible peace of mind with major mechanical upgrades designed to last for years to come. The property boasts a durable new metal roof, a high-efficiency wall-hung furnace, and a brand new hot water heater, saving you from any hidden, immediate expenses. From its exceptional curb appeal to its pristine, thoughtful interior, this home is simply a dollhouse that you have to see to believe. Properties this well-maintained do not stay on the market long, so schedule your private tour today before this gem is gone!

    … 
    $294,900
    3bedrooms
    1bathroom
    land 567m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    50

    Property Dalton (United States)

    A stunning hilltop retreat with breathtaking views for an easy care lifestyle in the Berkshires. Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape, join a quaint community or work at home with glorious views of the Berkshire Hills. Prime Location for Nature and Culture. Nestled in a charming small-town neighborhood, this home is bordered by beautiful woodlands, providing direct access to hiking trails and the nearby Appalachian Trail. Its central location places you at the heart of the area's vibrant culture and great outdoors. Quality Craftsmanship, Thoughtful Design and Energy Star Rated: This quality-built and immaculately maintained two-owner home features an expansive floor plan that enhances three distinct levels of living space. The layout is ideal for those seeking abundant room, making it perfect for multi-generational living options. On the first floor, the spacious living room is thoughtfully planned mid-level complimenting the dining room, office space, 1st floor primary suite option, 1st floor laundry room all providing one level convenience. Gourmet Kitchen with Scenic Views: The oversized gourmet kitchen invites you to prepare family homestyle recipes while enjoying panoramic mountain views. Granite counters top timeless style maple cabinetry with an island that expands over 10', built-in breakfast bar and computer station for two cooks to comfortably create, laugh, and live. Luxurious Private Suites and Modern Conveniences: Upstairs, you'll find two additional primary suites plus two guest bedrooms offering privacy and comfort, making them perfect retreats for family members or guests including a laundry area for added functionality on each level. Versatile Lower Level for Entertainment and Relaxation: The lower walkout level expands your living possibilities, featuring a second fireplaced living room, a second kitchen, a movie theatre media room, an exercise room, a sixth bedroom, and a fourth full bath. This versatile space is ideal for entertaining, wellness, or accommodating in-laws to escape as needed. Ample Garage Space for Adventure and Everyday Living: A four-car garage provides ample shelter for both everyday vehicles and sports or all-terrain vehicles, supporting a lifestyle full adventure as you explore everything mountaintop living has to offer. Easy Care Homesite: A unique modest sized, tiered homesite achieved an easy care lifestyle allowing more time for owners to create lasting experiences while exploring rather than time on landscape care. Enjoy a hike Wahconah Falls National Bark, join the CSA of Holiday Farm, mountain bike at The Boulders and discover the history that abounds in Dalton while residing in this sought after neighborhood. Move in to a solidly built home, relax, enjoy and feel soothed while gazing at mystical skies and mountains from each room. Embrace the beauty of the Berkshires inside or out in this solidly constructed, low maintenance home central to all that is Berkshire.

    … 
    $899,900
    6bedrooms
    5bathrooms
    land 1,659m²

    By William Pitt Sotheby's International Realty

  • 25

    House Becket (United States)

    Tucked into the woods of Sherwood Greens and just a short walk to Long Bow Lake's private beach, this home is the kind of Berkshire retreat you have been looking for. Set on 2.35 acres with privacy on both sides, it offers the peaceful, tucked-away feeling of a cabin in the woods while remaining just minutes from Lee and the Berkshires' renowned cultural attractions, including Jacob's Pillow, Tanglewood, and the area's vibrant restaurants, shops, and hiking trails. One of the community's greatest attractions is Long Bow Lake itself, a quiet non-motorized lake enjoyed by kayakers, canoeists, paddleboarders, and those seeking a more peaceful pace. Inside, cathedral ceilings, warm pine walls, and a wood stove create an inviting atmosphere that feels instantly welcoming. Offering 1,764 square feet, the spacious living room opens to the dining area, creating a comfortable gathering space filled with natural light and character. Sliding glass doors lead to a brand new deck overlooking the surrounding woods, while a cozy den, kitchen, and half bath complete the first floor. Upstairs, the primary suite features a private bath with a soaking tub, while two additional bedrooms share a full guest bath. Whether you're spending the day at the community beach, paddling across the lake, exploring nearby Berkshire attractions, or relaxing by the fire after a day outdoors, this home captures the laid-back lake lifestyle that makes Sherwood Greens so special. Private, peaceful, and full of charm, 410 Long Bow Lane is the kind of place where weekends turn into entire summers.

    … 
    $465,000
    3bedrooms
    3bathrooms
    land 9,510m²

    By William Pitt Sotheby's International Realty

  • 27

    Apartment Pittsfield (United States)

    This well-maintained multi-unit property presents an exceptional opportunity in the heart of Pittsfield's thriving Downtown Cultural District. Offering spacious units with strong rental appeal, the property combines classic character with important updates including newer siding, a high-efficiency natural gas heating system and a new roof in 2021. A unique feature of the property is the versatile third unit, formerly utilized as a commercial storefront, which may offer future mixed-use potential with the appropriate permitting--ideal for investors, entrepreneurs, or those seeking added income flexibility. Rare for downtown living, the property also includes generous off-street parking. Located just moments from restaurants, shopping, entertainment, public transportation, and the city's cultural attractions this property offers convenience, visibility, and long-term potential in one of downtown's most desirable locations. Whether you're looking to expand your investment portfolio or explore owner-occupancy possibilities, this is an opportunity not to be missed.

    … 
    $298,000
    3bedrooms
    3bathrooms
    land 526m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    38

    House Pittsfield (United States)

    Spacious and thoughtfully designed, this executive ranch located on coveted Mountain Drive offers the perfect balance of comfort and functionality. Featuring three bedrooms and three full bathrooms, the home's expansive layout provides room to gather, relax, and spread out with ease. At the heart of the home, a generously sized living room with a wood-burning fireplace creates a warm and inviting gathering space. The eat-in kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making meal preparation a pleasure. A versatile additional living space, complete with a second fireplace, offers endless possibilities like a cozy den, family room, or formal dining room. The oversized mudroom serves as a practical everyday entry and includes laundry, a full bathroom, and direct access to the backyard. Tucked away at the rear of the home, the primary suite provides a peaceful retreat with privacy from the main living areas. Two generously sized bedrooms and a full bathroom are thoughtfully situated alongside the primary suite. A cozy nook is perfect for a large storage closet or office space. The attached two-car garage provides convenient access to the home and ample space for vehicles, storage, and outdoor gear and an unfinished basement offers additional storage or workshop space, providing flexibility for hobbies and future expansion. Outside, enjoy a private setting with room to relax, garden, or entertain. Ideally located in one of Pittsfield's most sought-after neighborhoods, this well-maintained home combines generous living space, timeless appeal, and a floor plan designed for the way people live today.

    … 
    $550,000
    3bedrooms
    4bathrooms
    land 3,521m²

    By William Pitt Sotheby's International Realty

  • 37

    House Egremont (United States)

    Enchanting Egremont! Positioned on a beautiful 5.3 acre lot in Egremont, this solidly built home offers a rare combination of privacy and accessibility. A tree lined driveway leads to this peaceful Berkshire retreat, conveniently located with quick access to the Taconic State Parkway. Inside, you'll find over 2,500 square feet of living space highlighted by a dramatic living and dining room featuring a soaring two-story ceiling, skylights, an interior balcony, and a wonderful wood-burning fireplace. The spacious kitchen is complemented by a separate breakfast room with slider access to the outdoors, offering an ideal setting for everyday dining and entertaining. The home offers three spacious bedrooms and two full bathrooms, along with a versatile first floor den that can easily serve as a home office, guest room, or potential fourth bedroom. All three bedrooms feature slider access to the rear deck, creating a seamless connection to the surrounding landscape. Generous closet space throughout adds to the home's functionality. Enjoy front and rear decks, a beautiful natural setting, and seasonal mountain views. The property provides exceptional privacy while remaining close to Great Barrington and the area's amenities, recreation, dining and cultural attractions. A rare opportunity to own a private Berkshire retreat in one of Southern Berkshire County's most desirable locations.

    … 
    $600,000
    3bedrooms
    2bathrooms
    land 2.1ha

    By William Pitt Sotheby's International Realty

  • 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.

    … 
    $825,000
    5bedrooms
    3bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    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.

    … 
    $169,900
    2bedrooms
    1bathroom
    land 283m²

    By William Pitt Sotheby's International Realty

  • Contract pending
    50

    House Otis (United States)

    Whether you're seeking a peaceful country retreat or a full-time residence, this beautifully renovated home offers the perfect blend of rustic elegance and modern comfort. Privately situated on nearly 5 acres and set well back from a quiet country road, the property enjoys expansive yard space, distant views, and a truly bucolic setting. Move-in ready and thoughtfully updated, the open and airy floor plan features 3 bedrooms and 2 full bathrooms. The dramatic great room boasts soaring ceilings, warm wood floors, a cozy wood stove, and an upper-level balcony overlooking the living space below. Large windows invite natural light and showcase the surrounding landscape.The walk-out lower level includes a finished family room and a separate workshop, providing flexible space for recreation, hobbies, or remote work. Outdoors, relax on the open deck or enjoy the seasonal screened in porch while taking in views of the rolling countryside. Additional highlights include a newer roof, carport, and a full solar array that virtually eliminates electric bills. Ideally located just minutes from Otis Ski Ridge, Otis Reservoir, Big Pond, hiking trails, local restaurants, and charming general stores, GB and Lenox an easy drive away, this property offers year-round recreation and the tranquility of country living at its finest.

    … 
    $499,000
    3bedrooms
    2bathrooms
    land 2ha

    By William Pitt Sotheby's International Realty

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