The agencies at Sheffield
These agencies offer a selection of luxury properties vente at Sheffield. Feel free to contact them for personalized assistance.
Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!
…By William Pitt Sotheby's International Realty
Single level living with room for everyone. This well-loved ranch house sits in a quiet park-like neighborhood on a cul-de-sac. Living room with fireplace, eat-in kitchen, 3 bedrooms, plus a bonus bedroom that may double as an ADU (accessory dwelling unit), rental, or in-law suite. Large yard and private deck. Ideally located near shopping and schools. Truly a special home.
…By William Pitt Sotheby's International Realty
Brenda McLean [email protected] 860-435-6700 WILLIAM PITT SOTHEBY'S - SALISBURY
…By William Pitt Sotheby's International Realty
Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful scenic acres, defined by sweeping mountain views and a profound sense of quiet serenity. From the moment you arrive, the silence and the scale of the landscape invite you to imagine the unlimited possibilities. Whether you envision a world-class equestrian estate, a sustainable organic farm with cows and chickens, or a sophisticated multi-structure family compound, this land provides the space and the soul to make it a reality. Standing as a centerpiece to this vision is a towering, three-story Timber Frame barn. With its incredible volume and structural presence, it offers a legendary head start for a premier stable, a grand creative studio, or an architectural centerpiece for your new estate. The property is directly abutted by conservation land, ensuring your privacy and pristine views are preserved forever. The location is nothing short of ideal. You are nestled in a peaceful pocket of New Marlborough where complete privacy is guaranteed, yet you remain within "touching distance" of the Berkshires' most beloved landmarks. You are just two minutes from the world-class culinary experiences at Cantina 229 and The Old Inn on the Green, Gedney Farm and Southfield Store, and only ten minutes from the vibrant shops and culture of Great Barrington. This is the ultimate opportunity for a visionary buyer who wants a quiet, scenic retreat without sacrificing proximity to the best the region has to offer. You truly have to explore these 22 acres in person to feel the energy of the land and see the potential of the barn. Come stand on this ground, take in the mountain vistas, and see how you can transform this rare Berkshire find into your own dream property.
…By William Pitt Sotheby's International Realty
Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access to nature's beauty, all while remaining completely secluded. The land consists of 6 separate parcels, all being sold together, creating the perfect canvas for whatever you envision. Don't miss out on staking your claim to this hidden gem, an unparalleled escape!
…By William Pitt Sotheby's International Realty
Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing and recreation.
…By William Pitt Sotheby's International Realty
Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the existing cottage provides a peaceful, private retreat set back from the road, the true crown jewel is the property's dedicated lake access--offering the right to install your own private dock or boat slip on one of the Berkshires premier motorized lakes. Bring your vision to this exceptional property and start living the Berkshire lakeside dream today.
…By William Pitt Sotheby's International Realty
Laurie Dunham [email protected] 203-985-5974 WILLIAM PITT SOTHEBY''S - SALISBURY Mimi Harson [email protected] 860-671-1557 WILLIAM PITT SOTHEBY'S - SALISBURY
…By William Pitt Sotheby's International Realty
Versatile mixed-use property pairing a sophisticated second-floor apartment with a flexible first-floor residence that doubles as an ideal commercial or gallery space. Overlooking a tranquil year-round brook and a private backyard, the offering sits right downtown Egremont and includes the convenience of an ample garage. | Property Highlights | Second-Floor Apartment: Sophisticated, charming living quarters featuring high-quality finishes, total privacy, and serene views of the brook and grounds. First-Floor Mixed-Use Space: Currently configured as a comfortable residential apartment while offering incredible potential for an art gallery, retail boutique, or commercial enterprise. Ample Garage: Generous garage space providing excellent storage, parking, or workshop potential. Exceptional Septic Infrastructure: Robustly engineered system designed to service a 35-seat restaurant. First floor has been a restaurant, bookshop, and now a residence.
…By William Pitt Sotheby's International Realty
Tucked away on 3.6 serene acres, this bright and airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances, and family room with wood stove, perfect for relaxation and entertaining. Two additional guest rooms and a den. The newly-completed primary suite boasts a beautiful bathroom and an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo, and shed. Located just minutes from the slopes of Ski Butternut and downtown Great Barrington, this turnkey property also features a proven track record as a short and long term rental. Propane has been added with additional plumbing to set up gas-powered cooking if desired and possibility to convert wood stove to a gas option. House plumbed for forced air system. The primary suite features radiant floor and a heated towel bar, as well as a new mini split system in 2021. High efficiency tankless Rinnai water heater. Close cell spray foam insulation throughout the house, all exterior walls, crawlspace, and foundation walls. Whole house water filtration system with three stage filter and water softener. Roof replaced in 2021. Ring security system with camera. Whole house dehumidifier in crawl space.
…By William Pitt Sotheby's International Realty
Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural light, enhancing the home's spacious feel. The thoughtfully designed layout includes a private primary suite with an en suite bath,offering comfort and convenience. French doors open from the living room to a rear deck overlooking a fire pit area, creating the perfect setting for outdoor gatherings, relaxing evenings, and enjoying the surrounding landscape. Ideally located just minutes from downtown Great Barrington, Ski Butternut, and the public boat launch at Lake Buel, this move-in-ready home provides easy access to the best of the Berkshires, from outdoor recreation to dining, shopping, and cultural attractions. Excellent rental history.
…By William Pitt Sotheby's International Realty
Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association
…By William Pitt Sotheby's International Realty
Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.
…By William Pitt Sotheby's International Realty
The Cub House Located in the coveted Twin Lakes area of Salisbury, The Cub House is all about possibility. Set on nearly six acres along a quiet gravel road, this property offers an ideal address, beautiful natural surroundings, and the chance to either improve the existing It features a functional layout with a comfortable kitchen that opens into a large living and dining room with a fireplace. The primary has an ensuite bath and the second bedroom and hall bath complete the main floor. There is also a covered porch and an open deck. The lower level has an additional semi-finished room, plus ample storage, laundry and a garage. The home offers a solid foundation for updates. Whether you're looking to modernize the existing structure, create a custom country getaway, or expand your footprint on the generous acreage, the possibilities are endless. Enjoy total seclusion surrounded by nature, while still being just minutes from lake recreation and town conveniences. Bring your contractor and your design ideas. Properties with this much land and privacy in this location do not come along often! Imagine crisp mornings on your porch, afternoons on the water, and evening walks in this coveted lake community. Dive into lake life, and never look back. Offered as-is.
…By William Pitt Sotheby's International Realty
OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This timber frame contemporary features an open floor plan with beautiful, wide-plank pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level and a wood stove on the lower level add warmth and charm. Move in ready! With a relatively low inventory level, particularly in Monterey, this listing is a rare gem.
…By William Pitt Sotheby's International Realty
This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.
…By William Pitt Sotheby's International Realty
Exceptional design and craftsmanship distinguish this stunning home. The single-level interior is warm, sophisticated and filled with natural light, with the kitchen, dining and living areas flowing together in one open space surrounded by specialty windows and French doors. Set on four private acres amid the highest peaks in South County, the home offers immediate access to premier hiking and protected lands. Locally sourced Massachusetts walnut floors, Scavolini cabinetry, Miele and Sub-Zero appliances, extensive custom woodwork, shoji-inspired glass sliding doors, and a dramatic stone fireplace wall speak to the quality and attention to detail throughout. A two-sided gas fireplace connects the living room and primary bedroom, which features rich woodwork and an en-suite bath with an oversized walk-in shower. Two additional bedrooms share a second full bath with a soaking tub. Downstairs, a large heated recreation room provides flexible additional space. A wraparound deck and screened porch extend the living space outdoors. Just beyond, a stream babbles year-round, and a private trail leads out from the home. An oversized heated two-car garage, radiant heat, central air, a whole-house generator and fiber internet add comfort and convenience, including the ability to work easily from home. The Appalachian Trail, Mount Everett, Bash Bish Falls and Alander Mountain are all nearby, with miles of protected land and exceptional hiking just outside the door. Quiet roads, spectacular dark skies and Mount Washington's low property taxes add to the appeal, while Great Barrington and New York City remain within easy reach.
…By William Pitt Sotheby's International Realty
Tucked away on a peaceful private drive, this custom Craftsman home (built 2022) combines timeless architectural character with effortless modern living. Designed with accessibility and everyday ease in mind, the main level features zero-step entry and true single-level functionality. At the heart of the home is a bright, spacious cook's kitchen that flows seamlessly into welcoming living spaces. Outdoor living shines with both a classic front porch to take in quiet sunsets and a stunning screened porch designed for bug-free Berkshire evenings. The versatile 4-bedroom layout features a private primary suite alongside an attached in-law apartment-ideal for multigenerational living, long-term guests, or rental potential. A dedicated home office makes remote work a breeze, while an upper-level bonus room easily transforms into a serene yoga studio, creative workspace, or media lounge. Included is an oversized 3 bay garage and a whole home generator for ease and comfort. Pristine modern construction in an unbeatable Egremont location, just minutes to Great Barrington dining, Catamount skiing, and a trailhead just steps from your door.
…By William Pitt Sotheby's International Realty
This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.
…By William Pitt Sotheby's International Realty
Some land just feels right the moment you step onto it. This 2.5-acre parcel on River Road in prime Monterey has that quality, a generous level clearing that invites something to be built and loved here. With 550 feet of road frontage, the practical bones are exceptional. To the east and north, the property borders the Berkshire National Fish Hatchery, a working conservation landscape where trails thread through protected woodlands and the quiet restores. Across the road, the Konkapot runs. In spring, snowmelt fills it and you can hear it from the clearing. After a summer thunderstorm it rushes and tumbles, the sound filling the trees. Look closely in May and you may find old peonies pushing through the grass. A farmhouse once stood here. Something of it lingers.
…By William Pitt Sotheby's International Realty
Charming in-town Cape on a spacious lot with inground pool. Located in a delightful neighborhood close to town, this inviting home built in 1951 offers 5 bedrooms and 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living and entertaining. Timeless architectural details throughout bring character and charm, including a wood-burning fireplace, graceful arched doorways, and custom built-in cabinetry. Outdoors, a private in-ground pool is set within a large, sunny yard, creating a wonderful oasis. Turn-key peace of mind is provided by recent upgrades, including a newer furnace, water heater, and pool filter. Town water, town sewer, and natural gas from the street. Close to everything; a must see!
…By William Pitt Sotheby's International Realty
Lake Mansfield Lakefront Lot. Rare chance to live on a private road, on the prettiest of Lakes, minutes to downtown Great Barrington. Over 3 Acres with 175 feet of frontage in the most bucolic of settings. Make your dreams come true.
…By William Pitt Sotheby's International Realty
Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this 1 level home. The exterior walls are planted w/ climbing hydrangea that blur the lines between structure & nature-a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled w/ southern sun that run the length of the house.Large windows and french doors that welcome both the light and warmth from the sun on a winter's day & open to exterior terraces in the fair months. All the rooms have extensive garden & pastoral views. The east side of the entry is the living room with high, coffered ceilings & a fireplace made with grand tour columns. Adjacent to the living room is the primary suite w/ doors to a private terrace, shower, & lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas w/ steam shower & large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen w/ coveted AGA range. The doors open onto a patio with lily pond, field views, & cherry trees. The kitchen/service area includes a butler's pantry, & mudroom. The far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is an office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden w/ espaliered peach trees & blooms to attract pollinators. Western windows have views of a fenced field and plantings. Majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated Gunite pool is a place of refuge and serenity. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty and tranquility. The intimate spaces & thoughtfully curated common areas throughout the property create an that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.
…By William Pitt Sotheby's International Realty
This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.
…By William Pitt Sotheby's International Realty
Your own sports compound and sanctuary tucked away on a quiet Great Barrington road: this private four-acre retreat centers around an in-ground heated swimming pool and a dedicated tennis/pickleball court framed by natural landscape. Inside, clean mid-century architectural lines deliver remarkable flow, highlighted by two fireplaces, four bedrooms, three baths, space to work from home, and a sunroom overlooking the grounds. Substantial energy upgrades include a high-output ground-mount solar array and an updated heating system that keep operational costs remarkably low, offering a turnkey private playground just minutes from downtown dining, skiing, and cultural landmarks.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Sheffield. Feel free to contact them for personalized assistance.