The agencies at Hinsdale
These agencies offer a selection of luxury properties vente at Hinsdale. Feel free to contact them for personalized assistance.
On the Dalton/Hinsdale line atop Tully Mountain! A wonderful chalet style raised ranch on just over 5 acres offering the kind of privacy, space, and versatility that makes a home feel truly special! Built and maintained by its original owners, this is a solid, well-constructed home that has been exceptionally well cared for over the years. Generous rooms, abundant closet space, and seasonal mountain views add to its appeal! The main level features an inviting living and dining area centered around a wood burning fireplace with a substantial hearth and sturdy mantel. Sliders from both the living room and dining room open to the wonderful south facing composite deck, creating an effortless connection between the interior and outdoor living spaces. The expansive deck spans the entire front of the house and continues along part of the side, offering an exceptional setting for entertaining, relaxing, and enjoying the surrounding privacy and views. The spacious kitchen features solid cherry cabinetry, a peninsula providing additional cabinet space and storage, and an easy connection to both the dining area and side deck. It is a wonderful space for gathering and entertaining. All three bedrooms are generously sized, with one featuring wood flooring. The primary bedroom offers the added convenience of double closets, while the upstairs full bath includes a vanity with excellent storage. The walkout lower level adds even more living space, including a large family room with built-ins, a generous laundry room, full bath, and direct access to the oversized two-car attached garage. Efficient electric heat is complemented by a gravity-fed oil stove, offering flexibility and comfort throughout the seasons. A brand-new septic system is another significant improvement. A shed provides additional storage. Solidly built by its original owners and well loved through the years, 820 Robinson Road offers a wonderful combination of character, comfort, privacy, and exceptional indoor and outdoor living space. A true Berkshire home with room to gather, relax, entertain, and enjoy the seasons.
…By William Pitt Sotheby's International Realty
Discover the warmth and possibilities of this cozy yet spacious two bedroom, one bath home in desirable Southeast Pittsfield. Offering a blend of vintage character and comfortable living space, this inviting residence is ready for its next owner to bring their own vision and make it their own. A sweet enclosed front porch welcomes you inside, where beautiful hardwood floors and warm wood paneling add character and appeal. The inviting living room offers plenty of space to relax, while a separate dining room provides room for holiday meals and entertaining. The large eat-in kitchen features an abundance of cabinetry and an opportunity to create a space tailored to your taste. Two spacious bedrooms, ample closet space, and large windows that invite in natural light add to the home's appea Replacement windows and a newer furnace are additional features to appreciate. Natural-gas forced-air heat serves the first floor, with electric heat on the second floor. Outside, enjoy a private backyard with room to garden, relax, or create your own outdoor retreat. With its desirable location, vintage charm, and comfortable room sizes, this home offers an appealing opportunity to build equity while bringing your own vision to life!
…By William Pitt Sotheby's International Realty
Charming 3-bed Cape in Pittsfield, this home perfectly blends classic warmth with versatile living spaces. Glowing hardwood floors throughout and an expansive primary bedroom that spans the second floor to serve as a private retreat. First floor features 2 bedrooms, full bath, cozy living room, and eat-in kitchen. The lower level features a spacious basement room perfect for a family room. Outdoor living is a highlight, starting with a brand-new front porch that offers fantastic curb appeal. The large back deck overlooks a beautifully maintained yard ideal for entertaining, gardening, or outdoor relaxation. Complete with a one-car garage and a handy 8x10 storage shed, this inviting Berkshires home delivers exceptional comfort, convenient storage, and great space both inside and out-- a must see!
…By William Pitt Sotheby's International Realty
Enjoy easy one level easy living in this sought after southeast tree-lined street with nhomes built of brick or stone creating a New England picture perfect neighborhood. See the updated kitchen, and bath, manageable two bedrooms with unfinished attic space for more in the future. Outfitted with central air conditioning for cooling comfort at your pleasure. A surprisingly large back yard all fenced in for privacy, shade trees, stone patio and firepit for fun fall nights with marshmallow roasting. Enter first onto the covered front porch where you sit and either enjoy a coffee or visit with passer bys hearing church bells in the distance. Enter an inviting dedicated entryway with a unique opening to peer into the fireplaced living room. The stone fireplace anchors the room with handsome handcrafted masonry to chase the chill and set the mood after dinner in the sun filled dining room. Sliders lead to the oversized bonus sun room grounded with flagstone flooring and with a mini-split for all season use. Cooking and socializing set up for you in a beautiful 15 year newer kitchen featuring stainless steel appliances, cherry cabinetry topped with quality quartize, finished with color coordinated tile backsplash and floor o expertly compliment and complete the look with a designers touch. Thoughtfully planned to chop and create delectable dinners with the ease of preparation on butcher block countertops surrounding the electric cooktop slide in oven. The charming round top hallway leads to two bedrooms and a remodeled full bath for another expensive feature finished for your enjoyment. Upstairs use your vision to complete the unfinished attic for overflow space in the future. The backyard playground is generously sized and fully fenced in. The raised bed vegetable garden ideally frames the vegetables and rear property line while keeping the bunnies out. Experience this magical setting with natural sunlight glistening through the willow tree leaves while a gentle breeze sways the branches in whimsy. Close to schools, park, Canoe Meadows Wildlife Sanctuary, coffee shops, ice creams and frozen yogurt parlors, cheesecake café' and specialty pizza place known for its homemade Berkshire Mountain Baked bread and pizza crust. In-town conveniences abound with dry cleaning, mailing center, pharmacy and bank choices. Welcome to quaint, cozy, wholesome living in this sweet and petite home with room to grow. Have it all and be home for the holidays.
…By William Pitt Sotheby's International Realty
Classic side hall colonial set on a premiere southeast parkway awaits you. Elegance, grace and space greet you with this soundly built beautifully styled traditional home. You're welcomed onto this covered front porch to join the neighborhood ''porching'' without envy. This home has been lovingly updated over the years with roof, windows, boiler, electrical, and lighting creating an incredible opportunity to just move in and love living in the southeast. Centrally located to all that is Berkshire - lakes, hiking, downtown art and theatre and Lenox music or Williamstown - The Clark. A sweeping staircase greets you in the grand entry filled with natural light. Open to the generously sized formal living room with a warm and charming gas fireplace for a peaceful evening by the fire. This living room fits the expansive sized sectional sofa for all to enjoy time snuggling together. This space is situated next to the sun filled family room outfitted with a wall of built-ins for the toys, games and plenty of floor space for the tiny tot playhouse, kitchen and gym set that are bigger than life. Convenient first floor full bath designed with an easy access shower and shared laundry making everyday chores lighter. An elegant and oversized dining room is holiday ready for friends, family members and new folks in the neighborhood to gather, dine and make new memories. More oversized windows compliment the dining experience with natural lighting and a stylish new fixture finish the room with class and style. The kitchen is outfitted with an abundance of cabinets, corner sink and window peering into the fenced back yard and a newer glass front refrigerator to add to its thoughtful styling and functionality. Don't miss the mudroom space with closets and cabinets for all coats, boots, seasonal outfittings and school backpacks. Head upstairs the quick way with the back staircase to bedrooms to grab and go on a busy morning or saunter up the front staircase for a beautiful more elevated experience as you retreat at the end of busy day to the graciously sized bedrooms, and gleaming wood floors. A shared full bath and abundance of closets give everyone the space and privacy they need. The third level attic room is heated and finished for overflow fun and enjoyment by teens or use it for creative crafting that need not be disturbed while in the process of creating lego building, painting, sewing, or anything your heart desires. The backyard features a rear deck and fenced in grassy play area adjacent to the two car detached garage perfect for the vehicles, off season snowblower and lawnmower, workbench and or storage. Ideally centrally located to all Berkshire attractions and closely situated with everyday conveniences for mailing, dry cleaning, banking and pharmacies. Close to the downtown cultural district for art galleries, museums, movies and dining. Minutes away to hiking, lakes, parks, and schools. So much to enjoy so get ready for Halloween - one of the most visited neighborhoods in town. See it to believe its simplistic beauty and make it your home for the upcoming holiday season!
…By William Pitt Sotheby's International Realty
This light-filled 3 bedroom 1920's classic Colonial cottage home is located in a quiet dead end surrounded by 80 acres of protected state land. The large .75 acre property is level with perennial flower gardens, mature trees and a large backyard with access to the forest and river. This special home has many original details such as the pine and fir wood floors, handcrafted woodwork, beadboard, glass door knobs, and classic chandelier. The home features 3 bedrooms, 1 full bathroom, living room, dining area, a charming country kitchen with new unique brand retro fridge. A lovely large front 3-season porch with large picture windows. The partially finished basement serves as a wonderful family room/play space and laundry area with new washer and dryer. The oversized detached 2 car garage can also be used as a workshop, storage or garden shed. Recent updates include electrical, insulation, interior paint, and professional landscaping. Ideally located close to town, parks, local schools, Tanglewood and Pontoosuc Lake. A must see to appreciate this home's charm, special location and all the amenities this home has to offer.
…By William Pitt Sotheby's International Realty
Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintenance. Lower level walk-out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment
…By William Pitt Sotheby's International Realty
Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.
…By William Pitt Sotheby's International Realty
Welcome to a custom-designed architectural haven where clean, modern design meets inviting warmth. Meticulously maintained and lightly lived-in, this spotless, move-in ready retreat offers the ultimate in effortless, single-floor living set against a backdrop of mature perennial gardens, custom walking paths, and complete privacy. Step through the inviting front porch into a bright, open-air floor plan anchored by soaring ceilings, oversized windows, and rich bamboo floors that seamlessly bring the outdoors in. The heart of the home features a cozy gas fireplace and radiant-heated floors for year-round comfort. The chef's kitchen and main living spaces flow effortlessly onto an expansive wraparound deck, perfect for alfresco dining while taking in views of the private grounds. The primary suite serves as a true sanctuary, complete with a spa-inspired bath and a private sunroom to enjoy your morning coffee. The finished lower-level walk-out extends your living space exponentially. Featuring a second family room, a guest bedroom with a full bath, a convenient kitchenette, and a versatile bonus room (unfinished, ideal for a gym, studio, or home office), this level provides an ideal setup for hosting guests or multi-generational living. Built with high-end materials and top-tier fixtures throughout, the home boasts high-efficiency mechanicals that ensure sustainable, low-maintenance living. An oversized two-car attached garage offers ample space for vehicles, gear, and storage. Located in the heart of the Berkshires, you are just an easy drive from world-class cultural attractions, fine dining, hiking, and year-round outdoor recreation--all while returning home to your own 20-acre sanctuary. Listing Highlights Breakdown Layout: Single-floor living + finished walk-out lower level (with guest suite, family room, and kitchenette). Heating/Cooling: Radiant-heated main floors, high-efficiency mechanicals, two gas fireplaces. Outdoor Features: 20 private acres, mature perennial gardens, private walking trails, wraparound deck, covered front porch. Garage and Storage: Oversized 2-car attached garage with extra room for recreational gear. Condition: Turnkey, spotless, custom-built, and lightly used.
…By William Pitt Sotheby's International Realty
Berkshires luxury and new lakeside living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sun-filled spaces. This floorplan features open floor plan capturing lake views from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging. Primary first floor suite gives you vacation views from your king size bedroom, enjoy luxury double sink vanity, Kohler fixtures, and luxury tiles walk in shower. A dream walk in closet is outfitted with shelving, drawers, hanging options you will love for each season of clothing. Walk down to the lower level walkout level giving guests and family the privacy they desire on their own level. Spacious family room with sliders to covered patio invite the outdoors indoors. An office nook can function for work or as a separate TV gaming area. Two additional bedrooms and a tub-shower guest bath for full convenience on this level. Two car garage is finished with gleaming epoxy floor and access to storage-utility room. The homesite embodies so many possibilities for you to design and enjoy with flat rolling lawns and natural scape boulders inviting Berkshire native perennials. Walk to the end of Aqua St and meander into the lake. Seek water entrance with your boat, kayaks and more at the multitude of common rights of way on Pontoosuc Lake for 4 seasons of fun and excitement. Enjoy the beautiful Berkshires in this central location, close to hiking at Pittsfield State Forest, skiing at Jiminy Peak 15 minutes north, Downtown Pittsfield arts, culture, shopping, and dining just 10 minutes away. So much to enjoy and the luxury of move-in ready new.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences. Each residence offers two plus bedrooms and two full baths, along with generous kitchens featuring high-end Bosch appliances, hardwood floors, tiled baths, in-unit laundry, central air, natural gas heat, and an abundance of windows. All major systems have been updated, providing modern comfort and efficiency while complementing the property's historic character. Both primary bedrooms feature adjoining flexible spaces ideally suited to an office, nursery, sitting room, dressing room, or private retreat. The first-floor residence features a magnificent screened porch opening to the front porch, as well as a separate rear deck; wonderful spaces for outdoor dining, entertaining, and enjoying the seasons. The upper residence offers its own private deck, while cathedral ceilings and both front and rear landings add architectural interest and a wonderful sense of space. The property is further enhanced by an oversized two-car garage with an attached greenhouse, ample parking, owned solar, and separate utilities. These thoughtful amenities, together with the updated systems and generous living spaces, create an exceptional blend of historic character and contemporary convenience. With its storied past, substantial proportions, versatile configuration, and enviable in-town setting, Crosby House represents a truly rare Lenox offering. Just minutes from the heart of the village, the property combines the best of location and lifestyle with the opportunity to shape a residence, or residences, of exceptional distinction. Subject to zoning and required approvals, its possibilities are extraordinary; its location is simply second to none.
…By William Pitt Sotheby's International Realty
Stone steps rise through a hillside of pachysandra to a midcentury modern home nestled among the trees. Inside, the living room pairs high ceilings and warm wood paneling with beautiful ceramic tile floors and a wood-burning fireplace. Wide windows look into the surrounding branches, bringing the landscape into view. The living room opens to the kitchen and dining area, giving the main spaces an easy flow. A hallway leads to one bedroom with a full bath across from it. The bedroom at the back of the house has its own en suite bath, and a stackable washer and dryer are tucked into the layout. Outside, a slate patio offers a place to gather, while a one-car garage and off-street parking add convenience. For anyone looking to scale down and simplify, this home offers a distinctive place to do it. Laurel Lake is nearby for summer swimming, Miraval Berkshires is right around the corner, and downtown Lenox is just minutes away.
…By William Pitt Sotheby's International Realty
Charming home brimming with character and far more space than meets the eye! A lovely front porch with mahogany floors welcomes you to gracious living and dining spaces, wood floors throughout, and a stately fireplaced living room. The updated kitchen features an abundance of cherry cabinetry, plus a first-floor laundry, half-bath, den, and a useful office addition. Upstairs offers three ample bedrooms--including a primary with his/hers closets--and an updated bathroom with a walk-in shower. The walk-up attic provides additional storage or could easily be finished. Outside, find a detached one-car garage, large back deck and a great fenced-in back yard perfect for pets and fun. Sidewalks to town; minutes to Laurel Lake and Lenox. A well loved and cared for home, ready for its next chapter!
…By William Pitt Sotheby's International Realty
Berkshire ridge views and ten private acres set the scene for this distinctive log contemporary on George Carter Road in Becket. Set on a quiet country road just beyond Jacob's Pillow Dance Festival and within easy reach of Lee and Lenox, the home offers generous gathering spaces, a private guest suite, and a wonderful setting for a four-season Berkshire getaway. At the heart of the home is a dramatic great room with soaring cathedral ceilings, massive exposed log beams and trusses, and a floor-to-ceiling brick fireplace. A wall of windows rises to the roofline, filling the space with natural light and framing the Berkshire ridges beyond. Generous living and dining areas offer plenty of room to gather, while glass doors open directly to a wraparound deck overlooking the grounds and pool The kitchen features wood cabinetry, a butcher-block island with gas cooktop, double wall ovens, and brick floors. A walk-in pantry with laundry provides additional utility. The main level also includes a first-floor bedroom with exposed log walls and a full bath, a powder room, and a large heated bonus room currently used for recreation. Upstairs, an open loft overlooking the great room offers space for a family room or office, along with the primary bedroom and a full bath with a separate soaking-tub room. Above the oversized attached two-car garage, a spacious guest suite features vaulted ceilings, exposed beams, skylights, and large windows, creating a bright, open space with its own private bathroom. Set apart from the main bedrooms, it's an ideal space for visiting friends or extended family. The walkout lower level includes a fourth bedroom, a recreation room (or potential fifth bedroom), a full bath, sauna, and flexible space for exercise or other uses. A workshop area provides additional utility. Outside, the deck takes in the distant views, while the lawn rolls gently downhill to the swimming pool, surrounded by woods on either side. A private retreat with room to spread out, spaces to gather, and views to enjoy through all four beautiful Berkshire seasons.
…By William Pitt Sotheby's International Realty
The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.
…By William Pitt Sotheby's International Realty
A private Berkshire lodge with room for everyone. Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square feet of living space across three finished levels. It is an ideal retreat for gatherings, with ample space for everyone to spread out. At the center of the home is a dramatic two-story great room, where a massive stone fireplace rises through the soaring wood-paneled space. Large arched windows fill the room with natural light and views of the surrounding trees, while the open loft above adds to the lodge-like scale and character. The bright kitchen opens directly to the great room and features a Viking range, butcher-block island, generous workspace, and an eat-in area. An adjoining dining area leads to the screened porch, while the great room opens to an expansive deck overlooking the lawn and surrounding woods. Together, the spaces make it easy to move between indoors and out through the warmer months. A spacious first-floor primary suite is one of the home's standout features, offering comfortable one-level living without sacrificing space. Two additional bedrooms and another full bath are also on the main level, giving family and guests plenty of flexibility. Upstairs, the open loft overlooks the great room and offers space for an office, reading area, or exercise room. Two more generously sized bedrooms and a full bath complete the upper level. The finished lower level adds another large recreation space, along with a full bath, wine cellar, and additional storage. There is room here for movie nights and games, overflow guests, or simply another place to get away within the house. Outside, a broad, level lawn wraps around the house, framed by mature woods and established landscaping. The setting feels private and tucked away, with plenty of open space to enjoy without losing the sense of being in the woods. Becket Woods adds another dimension to the property, with a swimming pond and sandy beach, tennis and basketball courts, and more than five miles of trails for hiking, snowshoeing, and cross-country skiing. Jacob's Pillow is nearby, with Lee, Lenox, Tanglewood, and the cultural, dining, and outdoor attractions of the Berkshires within easy reach. Private and peaceful without feeling isolated, this is a Berkshire retreat with the space to bring everyone together.
…By William Pitt Sotheby's International Realty
Tucked well back from the road on 3.5 private acres, this modern, lightly used home offers an effortless blend of low-maintenance living, single-story convenience, and quintessential Berkshires charm. Designed with an open, light-filled layout, the main level features gleaming hardwood floors and an seamless flow throughout the common living areas. At the heart of the main floor is a inviting living room with a gas fireplace framed by a stone surround and hearth, an updated kitchen, and a generous primary suite complete with a large walk-in closet. Enjoy indoor-outdoor living with a covered front porch, a spacious screened porch, and an expansive wraparound deck perfect for entertaining or taking in the peaceful surroundings.The expansive finished walk-out lower level extends your living living space, equipped with cozy radiant heated floors, high-efficiency boiler system, and a flexible unfinished bonus room ready for custom expansion, a home gym, or workshop. Located just minutes from Jacob's Pillow Dance Center and the very best of Berkshires dining, recreation, and cultural destinations. Highlights You'll Love: -Main Floor Living: Gleaming hardwoods, updated kitchen, and primary suite with walk-in closet -Cozy Ambiance: Living room gas fireplace with stone surround and hearth -Outdoor Living: Wraparound deck, screened porch, and covered front porch -Lower Level Potential: Walk-out finished space with radiant heat plus bonus unfinished room -Prime Location: Minutes to Jacob's Pillow, culture, dining, and outdoor recreation
…By William Pitt Sotheby's International Realty
Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that caters to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 square foot heated indoor arena, which includes an owner's apartment and viewing area--and a professional-grade outdoor ring.
…By William Pitt Sotheby's International Realty
Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location-- where music, culture, and natural beauty meet. Set on just over five picturesque acres with shared ownership in a charming small pond, the setting is as special as the home itself. Beautiful open landscaping creates an inviting approach, with sweeping lawns and thoughtfully maintained grounds that enhance the sense of privacy and serenity. The home itself is bright and airy, filled with natural light and designed for both comfortable everyday living and gracious entertaining. The kitchen is the heart of the home, seamlessly open to a sunny breakfast nook and a sun-filled family room-- perfect for gathering with friends and family. A large pantry provides exceptional storage and functionality. For more formal occasions, enjoy a separate dining room, elegant sitting room, and formal living room. A heated sunroom offers year-round enjoyment, while a dedicated first-floor office/library provides ideal work-from-home flexibility. Upstairs, you'll find four spacious bedrooms and two full bathrooms, offering ample room for family and guests alike. Practicality meets versatility on the main level with a convenient laundry/mudroom and half bath located just off the garage. Above the garage, a finished bonus space with its own full bathroom presents endless possibilities-- whether as a private studio, guest suite, bedroom, or additional family room. In a highly desirable Richmond location near Lenox and all that the Berkshires have to offer, this property combines space, light, and flexibility with an unbeatable address close to Tanglewood. A rare opportunity to enjoy quintessential Berkshires living.
…By William Pitt Sotheby's International Realty
Just a four-minute drive from Jiminy Peak, this renovated Hancock farmhouse is offered fully furnished and turnkey, pairing modern interiors with a pool and sauna for four-season living in the Berkshires. Set on one acre, the five-bedroom, two-and-a-half-bath home offers an inviting retreat with room to gather in every season. Wood floors and a fresh, neutral palette carry throughout the interiors. The spacious kitchen features white cabinetry, stone countertops, stainless steel appliances, a decorative tile backsplash, and an oversized island with seating and a beverage refrigerator. The adjacent dining area connects naturally to the kitchen, creating a comfortable setting for everyday meals and larger gatherings. The living room offers a relaxed place to unwind after a day on the slopes, and a first-floor half bath adds convenience for guests. All five bedrooms are located upstairs, including the generous primary suite, which features a sitting area and a beautifully appointed private bathroom with a freestanding soaking tub, glass-enclosed shower, and patterned tile flooring. Four additional bedrooms are served by a full hall bathroom. Outside, a covered porch overlooks the fenced backyard, where an in-ground pool, fire pit area, and open lawn invite long summer afternoons. A barrel sauna offers a welcome place to warm up after skiing, while a detached two-car garage provides space for vehicles and outdoor gear. Currently used as a vacation rental, this furnished home is ready to enjoy, with opportunities for skiing, hiking, and exploring the Berkshires.
…By William Pitt Sotheby's International Realty
Turnkey Berkshire cottage on Shales Brook, completely reimagined from top to bottom. This stylish two-bedroom, two-bath retreat pairs thoughtful design with an idyllic waterside setting, just around the corner from Jacob's Pillow and approximately 10 minutes from downtown Lee. Nearly every element of the home has been renewed, including the kitchen, bathrooms, plumbing, electrical, septic system, heating system, and hot water system. The bright, open living space features wood floors, a beautifully renovated kitchen with custom cabinetry finished in a rich Farrow and Ball green, and a striking vintage copper Malm wood-burning stove that adds warmth and character. Two king-size bedrooms and two beautifully updated baths create a comfortable and functional layout. A screened-in porch and spacious deck extend the living space outdoors, surrounded by mature trees and the peaceful sounds of nature. One of the property's most special features is its frontage on Shales Brook. Relax on the screened-in porch or deck and listen to the brook flowing just beyond the house--a wonderfully peaceful backdrop that can be enjoyed throughout the seasons. The property also includes deeded access to the community beach on Shaw Pond, offering another wonderful way to enjoy the water and the Berkshire outdoors. Beautifully landscaped and tucked into the woods, the setting feels private and serene while remaining remarkably convenient to some of the Berkshires' most beloved destinations. Jacob's Pillow is right around the corner, downtown Lee is approximately 10 minutes away, with Tanglewood and the shops, restaurants, galleries and cultural attractions of the Berkshires all within easy reach. The property has also been successfully offered as a short-term rental, with guests consistently praising its beautiful design, cleanliness, spacious rooms, peaceful natural setting, the sounds of the running brook and convenient location. Completely turnkey and ready to enjoy from day one--an ideal Berkshire retreat, full-time residence or investment property.
…By William Pitt Sotheby's International Realty
Welcome to this wonderful Colonial in a quiet, sought after neighborhood in Lee, MA. 3 bedrooms, 2.5 baths, and a finished lower level. Enjoy an expansive deck overlooking the rear yard; providing plenty of outdoor living space. Amenities include vinyl siding, gas heat, hardwood floors, eat-in kitchen, dog fence, and a two car attached garage.
…By William Pitt Sotheby's International Realty
Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-study home features triple-glazed windows, super-insulated envelopes, and geothermal climate control.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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