luxury property for sale Tyringham, United States

Welcome home to Newgrange. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 acres. Complete the restoration and use as a private home or B&B. Enjoy original stone fireplaces, comfortable living spaces, formal dining, and 10 bedrooms. Write that novel in the paneled office, library, or sunroom, create delicacies in the country kitchen, or shoot a round of pool in the billiards room. When you are done, meander to your private dock on 165 feet of glorious private lakefront. Guest house, pond, and gardens originally designed by Frederick Law Olmstead. Close to town, skiing, shopping, dining, and Tanglewood. Low Monterey taxes. This one-of-a-kind property is meant for enjoying all that the Berkshires has to offer.

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

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

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

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. A heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering. This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.

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

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure. Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms for an elevated sense of luxury. The main level of the home includes a generous living room, a formal dining room featuring a custom four-wall mural by noted (formerly local) artist Laurel Tewes, a cozy library or den, a well-appointed kitchen with three refrigeration units including a side-by-side Sub-Zero, two Miele dishwashers, a six-burner Viking range with double ovens, and two large pantries. There are two screened porches: one informal and accessible from the living room, and a larger one off the kitchen vestibule, currently used for outdoor dining. A guest powder room completes the main level. The second floor includes a second primary suite, along with three additional spacious guest bedrooms, each with its own private bathroom to ensure comfort and privacy for family and visitors alike. A well-equipped gym provides a dedicated space for fitness and wellness, while a large laundry room with two washers and dryers adds everyday convenience. A generous corner office, with windows facing east, south, and west, offers a quiet and functional workspace, complete with a dumbwaiter to easily transfer items between floors. The grounds are a nature lover's retreat, featuring a network of walking trails, including approximately half a mile of cut grass perimeter paths, and strategically located perennial gardens. A fenced backyard encloses roughly three-quarters of an acre, perfect for pets or recreation. Along the southern side of the home, a slightly elevated patio spans the kitchen, dining room, and living room, with direct access from French doors and a single kitchen entry. Part of the patio is shaded by mature, 20+ year-old wisteria growing over a trellis, while another section is covered by a motorized awning, creating an ideal setting for outdoor dining and entertaining. Throughout the home you will find six functioning fireplaces, wide-plank wood flooring, oversized windows, and exceptional craftsmanship in every detail. An oversized three-car garage adds functionality to the home's many luxury features. Ideally located just minutes from the vibrant center of Great Barrington, the property also offers quick and scenic back-road access to Taft Farm, Catamount, Tanglewood, and the surrounding cultural and recreational attractions that make the Berkshires so desirable. This is a rare opportunity to own a one of a kind estate in the region's most sought-after settings, where refined living meets timeless natural beauty.

Pine Needles--Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest, and a rare level of privacy and provenance. Arrival. Approached via a long private drive, the property unfolds gradually—passing a sun-kissed meadow, through a grove of majestic pines, past a stunning carriage house, before arriving at an inviting courtyard. The house itself is beautifully sited to capture natural light and frame the sweeping mountain and pastoral views. Entry--A double-door entry opens to a gracious reception hall with original tile flooring and sightlines through French doors to the central living room and terrace beyond. Just off the entry is a coat room with period hooks and hardware, as well as a cozy sitting room with fireplace and built-in shelves. The central living room, paneled in rich wood, is anchored by a fireplace and opens to the view through a wide picture window and two sets of French doors leading to a stone terrace. West Wing--Formal and informal rooms radiate from the center of the home. The western wing includes a spacious living room, a library tucked beneath a vaulted studio, and a striking Persian-themed room adorned with carved woodwork, decorative tile, and intricate architectural details, providing an atmospheric space for reading, conversation, or quiet escape. Above, the vaulted studio with exposed beams and skylights offers an inspiring space for art, music, or quiet retreat. East Wing--The east wing centers around a chef's dream kitchen, thoughtfully tucked to one side for privacy, with direct access to a classic butler's pantry. The pantry connects to the kitchen, the formal dining room, and an airy summer dining space that opens to a loggia, offering an elegant progression for entertaining that bridges indoors and out. Sleeping Quarters--The second and third floors are devoted primarily to bedrooms, retaining the character of the original layout. Two sleeping porches, both located on the upper levels of the west wing, provide a nostalgic and tranquil way to enjoy the Berkshire air. Some of the bedrooms were originally designed for staff, while others, particularly those with the best views, served as guest or family quarters. Grounds and Outbuildings--Outdoor spaces are equally compelling, with lawns and mature plantings surrounding the home. A wide open meadow along the drive amplifies the sense of arrival and serenity. A pool built into the natural bedrock and fed by a spring provides a private and picturesque place to swim, echoing the home's seamless blend with the surrounding landscape. Additional structures include a striking two-story carriage house, distinguished by its dramatic arched entry and distinctive proportions. The lower level retains original horse stalls, a nod to the estate's equestrian past, while the upper level features a character-rich apartment offering opportunity for personalization. A detached garage with another apartment offers further accommodations for extended family, guests, or staff. The estate is well suited for a private compound or multi-generational retreat. Legacy--This is a rare opportunity to own one of Lenox's great legacy properties--where natural beauty, architectural significance, and enduring charm come together just minutes from the cultural heart of the Berkshires.

The Rev. Edmund Sears grew up on a farm down the road in Sandisfield. He carried its sky with him. That sky gave us ''It Came Upon a Midnight Clear.'' Simon Winchester arrived 150 years later, trained his telescope on Saturn, and declared the stars were like ''diamonds on velvet.'' Eight books written here, a million words at least. c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace, Aga kitchen, vaulted living room, screened-in porch. A c.1812 granary rebuilt as a writing studio with loft and full bath. Stone walls, orchard, meadow, vernal stream. 50 acres. 3/4 mile road frontage. Borders protected land. A serious Berkshire country property with a sky that still delivers. Offers in excess of $2,250,000 considered. The Rev. Edmund Sears grew up on a farm just down the road in Sandisfield, working it with his hands through the Berkshire seasons, a poem always singing through his head. He left at twenty-one for Union College in Schenectady, then Harvard Divinity School, then answered the call to carry the gospel to the frontier settlements of Ohio, where the forests were still being cleared, the winters were brutal, and the nearest town was days away by horse. He was a young man from a quiet hillside in the Southern Berkshires doing serious work at the raw edge of the known world. But Sandisfield had been that world not eighty years before, when James Ayrault built the first house on this very farm. In 1760 this hillside was the frontier, as wild and remote as anything Sears would find in Ohio. He came back east eventually. Settled in Wayland, Massachusetts, as a Unitarian minister. And in 1849 he wrote a carol that has been sung every Christmas since. The sky it describes, full of stars and angels near the earth, was the sky of this corner of the Southern Berkshires, where the air is clean and the nights are dark and the hills rise toward heaven in a way that stays with you long after you have gone. That remove is not historical. It is still here. Sandisfield sits two and a half hours from New York, two from Boston, and feels like neither. In the winter of 2001, nearly 150 years later, shortly after his own purchase of the property, Simon Winchester stepped outside at three in the morning and pointed his telescope at Saturn. The air was bitter cold. The sky was moonless, and the stars looked, he said, like diamonds on velvet. He came in only when the dawn chorus was beginning. He found out only later that morning the intimate connection: five years after writing that carol, Edmund Sears's own brother, Joshua, had lived on this very farm. Winchester had already written more than 20 books, many of them bestsellers. Over the next quarter century at Barnhill Farm he would go on to write eight more (soon to be nine). All were written in 'his study' he had built specifically fit for purpose: a c.1812 granary he found in serious disrepair, restored and re-erected here in 2006. The Property and the Setting Barnhill Farm sits on approximately 60 acres along Silverbrook Road, a lightly traveled, town-maintained road in Sandisfield. 3/4 of a mile of the property's own frontage runs alongside it. Stone walls border the drive. The sign at the road reads Barnhill Farm. Below it, in smaller letters: The Sears-Hawley House. Two Birthdays The original structure on this land was built around 1760 by James Ayrault, whose family had acquired this lot in Sandisfield's first land division. In 1840 a new addition was built in the Greek Revival style. The entire property was restored with care and precision in 1985 by an old-house specialist, who set aside every salvageable original element, recreated missing plaster and molding by hand, refitted the foundation with quarried stone. Not a house made to look old. An old house brought back to itself. Winchester purchased Barnhill Farm in 2001, continuing the project of lovingly updating an old house. In 2006 he renovated the original early colonial southern end of the home, transforming it from primarily being a screened-in porch: opening the interior, vaulting the ceiling to expose the timber beams, rebuilding the original galley kitchen behind the keeping room fireplace with custom cabinetry and the Aga set against the chimney, adding a mudroom entry from the driveway, and at the far end of the living space, building a dual-sided wood-burning fireplace with a new screened-in porch on its other face. Coming In Three doors face the driveway. The formal front door of the 1840 house opens into a proper entry hall. To the right, the Morning Room: a fireplace, Farrow & Ball Pink Ground on the walls. Further along, the library: dark aubergine walls, wood stove, shelves from floor to ceiling, the particular stillness of a room made entirely for books and the thinking they produce. At the end of the hall, a small bedroom, honestly more useful as a very good study. Across the hall is the keeping room, the informal heart of the 1760 house. A large fireplace anchors the space, now fitted with a wood stove. In the afternoon, light falls across the wide plank floors picking up the warmth in the old wood the way only afternoon light in a house this age manages to do. On winter mornings, breakfast happens here bathed in early light, and this is where people end up after dinner. Off to the north: a full bath with laundry, a pantry, and the larger of the two ground floor bedrooms, its door set into the corner of the west wall. Upstairs Stairs in the entry hall take you to a second floor landing with a primary bedroom, a guest room, dressing room-closet, and a full bath, with views over the orchard, quiet in the way that an upstairs room in an old house on a country road knows how to be quiet. A narrow staircase continues to a fully finished third floor attic. The Kitchen The Aga, cream and solid, is undoubtedly the heart of this bespoke kitchen. Custom cabinetry, built to the character of the house rather than imposed upon it, lines the walls. A peninsula of warm wood reaches out from the old kitchen into the newer open space beyond, bridging two centuries of cooking in a single easy gesture, and draws you into the vaulted living room. Winchester says the house is superbly designed for light, and he is right: in winter the sun rises directly into this kitchen and tracks the full length of the room through the day. Timber beams span the vaulted ceiling above wide plank floors. The living space extends toward the far end, where the dual-sided fireplace stands between the room and the screened-in porch, doing what a well-placed fireplace does: making both sides of itself worth being on. The Screened-In Porch This room is used in every season. In winter, glazed panels close off the weather and the sun warms it like a greenhouse. Breakfast out here, and afternoon tea, and wine in the evening when the fireplace is lit. Come late spring, some of the panels give way to screens and the room opens to the meadow and the sky. A long table for dinner. The telescope positioned to track the planets on their path across the southern sky. No meaningful light pollution reaches Barnhill Farm. The Granary The granary stands at the edge of the orchard, reached along a path through the perennial gardens. The apple trees spread west from it into the open meadow. It sits at exactly the right remove from the house: present but apart, close enough to walk to in the morning with your coffee, far enough removed from domestic routines to allow for contemplation and creation. Perfectly suited for guest accommodations as well. Winchester found it near Cambridge, New York: a c.1812 structure in serious disrepair. He had it carefully dismantled, restored and re-erected here in 2006. What stands today is a freestanding structure with intricate timber framing fully visible, books lining every wall, a working research library on the main level, and a sleeping loft above. A full bath is fitted at one end. Winchester steps out onto the studio stoop on mornings and breathes the air. Apple blossoms in May. Apple pressing parties in October. Winchester is taking the books and art with him. Everything else remains. The Art Studio, the Barn, and the Outbuildings The main barn is a weathered timber-frame structure whose interior Setsuko Winchester, a former journalist turned artist and historian, fitted with a chandelier from their Chelsea apartment and a mezzanine level. The design borrowed from a nearby barn she admired. An art studio and woodshop occupy the lower level. All windows in the main house were replaced with insulated units designed to match the character of the old house, and solar panels on the barn's south-facing roof cover electrical costs without disturbing the 19th century feel. The red equipment barn nearby provides an EV charging outlet and stands closer to the road. The Land The property moves from one outdoor space to the next, and no two are alike. Close to the house, a stone patio with a fire pit. Beyond it, a raised bed garden, and frog pond give you other spots to sit and contemplate, quietly listen to birdsong in the morning, or hear the peepers start at dusk. The orchard produces cider apples, and an abundance of peaches. Wild blueberry bushes run along the treeline where the old growth apple trees give way to forest. Setsuko has never used a pesticide or artificially fertilized the plants, relying instead on the compost produced on the property and finding the right spot for each varietal. In the pine grove beyond the meadow, the light changes completely. Pine needles carpet the ground. Adirondack chairs and a hammock have lived in here for years. Even in July it is cool and unhurried, the kind of place where time moves differently. A vernal stream meanders through the woodland beyond, heard before it is seen. The property borders protected land. 50' into the woods and the house is completely gone. The canopy closes. It is quiet in a way that is easier to feel than to explain. What This Is Edmund Hamilton Sears grew up down the road and never forgot the night-time sky which came upon a midnight clear. Simon Winchester found it, wrote his books and stayed 25 years. Setsuko Winchester arrived to continue work on the property while carefully maintaining its early American character. She shaped the land, the barn, the gardens, into what they are today. The house has been restored with skill and lived in with intelligence. The granary is intact. The orchard blooms every May. The sky has not changed. Come and see what that feels like.

High on a hilltop in the Southern Berkshires stands East Hill Farm. 227 cultivated acres encompassing pristine forest, a spring-fed pond, a striking barn, verdant pastures, formal and vegetable gardens, a pool, and a tennis court. The centerpiece: a 1798 Georgian home, 5,000 SF with 5 bedrooms. Ready for private living, entertaining, horses, farming, a bespoke destination, or simply: tranquility. Includes a reimagined 6,000+ SF guest house, once an Arabian horse barn. 2½ hours to both NYC & Boston, yet a world apart. East Hill Farm offers what money rarely can buy: authenticity at scale. A 227 year-old house expanded, refined for 21st century life. Land, privacy, history, and a place of peace, which has endured through every chapter of American history. The next chapter begins with you. Reach out! Where The World Falls Away--227 acres. 227 years. One extraordinary hilltop farm. Drive up East Hill Road through Southfield village, past the store, climbing toward the top of Woodruff Mountain. The dirt road is well-maintained and lightly traveled. Sugar maples line your approach--massive, ancient trees that have watched over this land since before the house was built. Behind them, set back from the road, stands the kind of barn that makes photographers stop their cars. Three and a half stories of hand-hewn timber, painted proper New England red, moved here piece by piece from Amherst, Massachusetts, because the sellers understood that a farm needs a real barn. Not a replica. The real thing. The House Stops Your Heart--Federal period, 1798, when John Adams was president. This wasn't just another farmhouse. When Thomas Shepard commissioned John Collar to build this, he was making a statement. 8 rooms. 5 fireplaces. Ceilings higher than any farmer needed. Those distinctive 12-over-12 windows with hand-blown glass that turns the morning light liquid. A facade with sidelight windows and dentil cornice that announced to every traveler: here lives a person of substance. Walk through that front door and the wide center hall opens before you. Original wide-plank floors--King's boards, they called them, because timber this wide was supposed to be reserved for the Royal Navy's masts. Twin parlors flank the entrance, flooded with southern light. To your left, the original keeping room, now the dining room, where that massive cooking fireplace with its beehive oven still works perfectly after 227 years. The draft in these fireplaces is extraordinary. The woodwork throughout is original or crafted by hand precisely to match. Chair rails, wainscoting, built-in china cabinets with their original hardware. Those small cupboards tucked around the chimneys--John Collar's signature touch. Five Families in 227 Years--Jesse Hartwell married Thomas Shepard's niece and turned the house into a meeting place for progressive thinkers, and through the 19th century, the Hartwell family made this their home. Then came the Arabian horse breeders in the 1930s who added the newer rear ell and built what's now the guest house. The current sellers bought the house and five acres in 1969, then spent the next five decades not just restoring but thoughtfully expanding it. You'll be only the fifth resident to call East Hill Farm home--and despite its National Register status, free to shape its future as you see fit. That newer section? Radiant heat underfoot, a proper mudroom with laundry, a family room or perfect home office with its own kitchen, and an elevator up to a sun-filled library with built-in shelves and an ensuite bedroom and bath. A luminous sunroom framing year-round sunsets, with sweeping views across the formal gardens, horse pastures, and the shimmering pond below. Upstairs in the original part of the house, an additional four bedrooms, each with its own character. The canopy bedroom with its blue and white toile--that's not staging, that's how the family lives. Wide hallways, deep closets, and in that large upstairs hall above the front door, a perfect spot to sit and read while gazing out the neoclassical window over your barn, fields and forest, mountains in the distance. 5 full and 1 half baths in all--some original 1930s with their good bones, others from the 1980s restoration. The kitchen? Also 1980s, completely functional with good counter space, and a working wood-fired stove alongside modern appliances. Morning light streams in from the east, and sunset views are to the west, opening onto fieldstone patios on either side. Everything works: oil heat from a Viessman German boiler, cedar shake roof (much replaced in 2021), private well water so good they've bottled it up for guests, backup generator, fiber internet. The bones are so good and the mechanicals so solid that you can move in tomorrow or update to your taste--the house won't fight you either way. 227 Acres: A Complete World--East Hill Farm is more than the sum of its parts. From the original five-acre homestead, the current owners lovingly reunited land to create the breathtaking 227-acre estate it is today. 154 acres stretching across the north side of East Hill Road, and 73 tranquil acres to the south. To the north, a substantial portion of the property borders Sandisfield State Forest and thousands of acres of protected land. To the south, you have a section along Hotchkiss Road that is part of the New Marlborough Land Trust. Each acre is part of a dream fulfilled, a landscape that invites endless exploration and inspiration. Walk west from the kitchen patio between the formal gardens. Brick paths wind through perennial beds: heritage roses, peonies, iris. A long row of prolific blueberry bushes. In the vegetable garden, established asparagus and rhubarb come back stronger every year. Passing that perfect garden shed with its slate roof, as mist rises off the pond, becomes part of your morning coffee stroll. The pond--almost four acres, brook-fed, crystal clear. The family created it, and for decades it's been their private swimming hole, sailing spot, fishing paradise. Circle the pond and you'll find the big fishing rock on the west side, the perfect swimming spot on the east. Or head into the forest. Miles of trails, including a loop road that connects to Sandisfield State Forest. In spring, Lee Brook, the largest of several on the farm, roars with snowmelt. Up where the brook crosses the trail, it forms a waterfall after a hard rain. These are the headwaters of the Whiting River, and you own it. This isn't just acreage - it's a complete ecosystem. Meadows, forests, water, gardens, pastures, each flowing naturally into the next. Built for Whatever You Dream--That magnificent barn across the country road--3,550 SF on a full stone foundation, electricity, running water, lower level for equipment, main floor with stalls and work rooms, massive hay loft. Four pastures with water sources, run-in barns with power and water, and additional smaller outbuildings. The infrastructure is thoughtfully designed, whether your dreams include horses, alpacas, heritage sheep, a flourishing market garden, an orchard, festive celebrations, a tranquil retreat center, or simply savoring the seasons as they change across your land. The guest house tells its own story. Built as stables for those 1930s Arabians, it's now 6,668 SF divided into four independent residences, with cathedral ceilings and fireplaces. Some would use this for multi-generational living. Others might see a writers' or artists' retreat, a wedding venue, or wellness center. The bones are spectacular--soaring spaces and abundant light. Morning swims in the sparkling gunite pool with its serene fieldstone waterfall. Afternoons spent on the newly resurfaced tennis court. Evenings wandering down to the pond, soaking in the tranquility. Or embrace the rhythm of nature: January mornings breaking ice on water troughs, February afternoons tapping maples for syrup, and March evenings tending seedlings in the greenhouse, dreaming of summer tomatoes. The possibilities are manifold; life on East Hill Farm is generous and abundant. History You Can Touch--Walk these 227 acres and feel it: the weight of continuity. Five families in 227 years. Thomas Shepard, who helped found New Marlborough. The Hartwells, who held it for a century. Arabian horse breeders who landed their plane in the pasture. The current family, who pieced the scattered acres back together, whose daughters gathered eggs, boiled sap into syrup, grew the gardens that still bloom today. Some things do endure. That which matters can be preserved. In a disposable world, permanence is possible. The next chapter begins with you. The Berkshire Life, Perfected--Twenty minutes to Great Barrington's restaurants and shops. Less than ten to the Southfield Store. Tanglewood for summer concerts, Jacob's Pillow for dance, Butternut for winter skiing. Bradley Airport an hour away, Manhattan and Boston each two and a half hours. But honestly? Once you're here, leaving becomes the hard part. Mornings at East Hill Farm start with the mourning doves' lullaby that sounds like memory itself. The Sandhill Cranes return each spring to the lower pastures, their distinctive call announcing another season. Summer evenings, you'll sit on the west porch watching the sunset over your pond while fireflies rise from the meadows, and emerge from the woods. Winter nights, you'll build fires in those perfect fireplaces and be grateful they built that beehive oven so large. Everything here has been cared for with a deep knowledge of history and respect for nature and tradition. The heritage roses still bloom. The stone walls still stand true. The forest trails lead to hidden waterfalls and forgotten cellar holes. The gardens produce abundance. The pastures are ready to graze horses. Or you could simply walk your 227 acres knowing that in a world of constant change, you've found something real, something lasting, something irreplaceable. At $5.8 million, East Hill Farm offers what money rarely can buy: authenticity at scale. A genuine 18th-century house that works for 21st-century life. Land enough that you own your own hilltop. Buildings that tell the story of America. Privacy without isolation. History without the museum ropes. And beyond price, a place of profound peace that has endured through every chapter of American history, a hilltop sanctuary. Wake each morning in that otherworldly, untouchable tranquility that settles over the hilltop, where the rest of the world falls away, to watch the sun set where generations have watched it set, to be part of something larger than yourself, while making it entirely your own. 227 acres. 227 years. Some things are meant to be. Come see.

Welcome home! This magnificent 13.3-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings. The sitting room, complete with built-in bookshelves, is perfect for a home library or study. A large addition boasts vaulted ceilings, adding grandeur and space to the home with versatility for a home office, first-floor primary bedroom, family room or guest quarters. The formal dining room, featuring built-in cabinetry, is perfect for hosting dinner parties. The sunroom, featuring a fountain pond, is bathed in natural light and offers a serene setting. Additionally, the first floor includes a laundry room and a full bathroom, as well as an enclosed four-season porch. The second floor includes four bedrooms, offering peaceful retreats for family members or guests. A full bathroom serves the upstairs bedrooms, and a hobby room provides an ideal space for crafts, projects, or as an additional study area. The large barn is perfect for storage, farming, hobbies, or even transforming into a creative space. The two-car detached garage includes a finished space above, providing a perfect spot for a potential home office, studio, or guest accommodations. Further enhancing the property is a brand-new heating system, new septic and a whole-house generator. Steeped in history and surrounded by beautiful gardens and pastoral views, this property is more than just a home--it's a lifestyle.

Set along the highly sought-after Parkways in Southeast Pittsfield, this classic center hall offers the perfect blend of timeless character and thoughtful modern updates. Bathed in natural light, the home enjoys peekaboo views of Bousquet Mountain and a beautifully landscaped setting that changes with the seasons. The main level features a spacious front-to-back living room anchored by a wood-burning fireplace, with those mountain glimpses and views of the private backyard. Just beyond, a four-season sunroom creates an easy extension of living space, with direct access to the outdoors and a partially covered pergola--ideal for relaxing or entertaining. On the opposite side of the home, a formal dining room flows into the updated kitchen, finished with quartz countertops and large pantry. A half bath completes the first floor. Upstairs, the primary suite offers a comfortable retreat with its own en suite bath, while two additional bedrooms are well-sized and share a full bathroom. Additional highlights include an attached one-car garage, Tesla charger, and a yard that truly caters to garden enthusiasts, with mature plantings, space for raised beds, and a dedicated storage shed. Do not miss this one!

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens. A heated sunroom extends year round enjoyment, while the layout offers remarkable versatility with five bedrooms, including two primary suites. The first floor primary features a walk-in closet and en suite bath, while the second floor primary also offers an en suite and double closets, complemented by additional second floor bedrooms. A finished, heated area in the expansive basement adds valuable bonus space, and practical comforts include first floor laundry, three zone natural gas heat, town water and sewer, and a two car attached garage with loft storage above. Thoughtful, inviting, and designed for both everyday living and entertaining, this is a home that truly delivers a lifestyle.

Welcome to 42 Lexington Parkway, a beautifully maintained Colonial tucked into one of Southeast Pittsfield's most desirable neighborhoods. Offering over 1,800 square feet of living space, this home is larger than it appears and is filled with thoughtful updates throughout. A freshly painted exterior and exceptional curb appeal make this a home you'll love coming back to. A beautiful, wide, and gracious foyer sets the tone as you enter. Inside, the main living area is spacious and inviting, centered around a classic wood-burning fireplace, perfect for cozy evenings. Sun-filled rooms, a flexible den/sunroom, and a generous layout create an ideal setting for both everyday living and memorable gatherings. Elegant French doors, featured throughout the main living area, add charm and seamlessly connect the living room to the back deck. The home features three bedrooms and two and a half baths, including a large primary with an ensuite bath and a charming window seat. The updated kitchen offers new stainless steel appliances, a breakfast nook, and a pantry, blending style and functionality for everyday living and entertaining. Numerous recent improvements add to the home's turnkey appeal, including a new Klaus roof (with new plywood) installed in 2023. The finished lower level offers additional flexible space with a half bath, ideal for a playroom, media room, or home office. Step outside to a beautifully landscaped, fenced-in backyard designed for enjoyment in every season. Mature plantings, perennial gardens, a fire pit, and a deck provide the perfect backdrop for summer evenings and crisp fall nights. Additional highlights include an expanded one-car detached garage and a location offering easy access to the best of the Berkshires, just a short walk to local favorites for coffee, ice cream, and baked goods, and minutes from world-renowned cultural attractions, including Tanglewood, MASS MoCA, The Clark Art Institute, and Norman Rockwell Museum.

Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout. The formal dining room offers an elegant setting for entertaining and transitions seamlessly into the thoughtfully renovated kitchen. Designed with both style and function in mind, it features quartz countertops, updated appliances, and a clean, sophisticated aesthetic. A versatile first-floor room, currently used as an office, offers flexibility for a fourth bedroom. A well-appointed half bath adds a touch of personality with its distinctive, design-forward wallpaper. Upstairs there are three well-proportioned bedrooms including one with a delightful sleeping porch--an inviting nod to the home's classic New England roots. A full bath serves the second floor, while the finished third-floor attic presents exceptional bonus space, ideal for a private studio, playroom, or creative work-from-home space. Additional highlights include a newer roof on both the main house and garage, updated electrical systems, a one-car garage, a thoughtfully designed patio for outdoor entertaining, and an additional half bath in the basement. A rare offering in Southeast Pittsfield--where classic architecture, modern updates, and attention to detail come together in a location that remains consistently in demand.

At $375,000, it's rare to find this kind of space, condition, and flexibility in the heart of Pittsfield. Set just off North Street, 84 Elizabeth Street offers 2,788 square feet of recently updated living space with a layout that actually works. The first floor flows effortlessly from room to room, with a bright, updated kitchen, formal dining area, two connected living spaces, and the kind of details you don't often see at this price point, including original pocket doors that bring character without sacrificing openness. A mudroom and first-floor laundry add everyday convenience right where you want it. Upstairs, the bedrooms are all generously sized, and the bathrooms have been thoughtfully renovated with a clean, modern feel. The updates here aren't surface level, they've been done throughout the home in a way that makes it feel move-in ready from day one. A spacious pantry, multiple storage options, and two outbuildings give you flexibility beyond the main house. One includes a private garage bay with additional storage, while the second is a larger barn-style structure shared with the neighboring property, ideal for equipment, hobbies, or overflow. Prepaid solar panels add real long-term value, helping offset future utility costs. If you've been looking for true square footage, updated interiors, and a walkable in-town location without stretching your budget, this is a standout opportunity.

Brenda McLean [email protected] 860-435-6700 WILLIAM PITT SOTHEBY'S - SALISBURY

Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest space, or additional bedrooms, allowing for the ease of one-level living if desired. Upstairs, a large landing creates the perfect spot for a home office or play area, while the primary bedroom boasts a walk-in closet and private exterior balcony. Three additional bedrooms and a full bath complete the second floor. Outside, enjoy a fenced-in backyard, one-car garage, solar panels, and a location just minutes from parks, shopping, and dining.

Welcome to 27 Morgan Street, a bright and inviting home tucked away on a quiet dead-end street in Pittsfield. Natural light fills the main living spaces, highlighting gleaming wood floors and creating a warm, easy feel. The first floor offers a circular layout with a spacious, light-filled living room. Upstairs features three well-sized bedrooms and a full bath. Enjoy a charming front porch and a fenced backyard that offers a comfortable sense of space, along with a one-car garage and off-street parking. A well-rounded home in a peaceful setting, just minutes from everything Pittsfield has to offer.

A stunning three-story residence with breathtaking views for an easy-care lifestyle in the Berkshires. Majestic and magical perfectly describe this exquisite three-story mountaintop 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 from 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, a first floor primary suite option, and a first floor laundry room, all providing one-level convenience. Gourmet Kitchen with Scenic Views: The oversized gourmet kitchen invites you to prepare 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 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, and accomodating guests. 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: Creating lasting experiences with this unique, tiered homesite. Live an easy-care lifestyle and and creating lasting experiences on this low-maintenance property. Enjoy a hike through Wahconah Falls National Park, 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 central Berkshires inside or out.

This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully-fenced yard, the property offers plenty of room to relax, garden, entertain, or play, along with a welcoming 3-season enclosed porch perfect for enjoying quiet mornings or summer evenings. Inside, the living and dining rooms feature beautifully refinished hardwood floors that bring warmth and charm to the home, while a walk-up finished attic provides valuable bonus space for storage, hobbies, or future possibilities. Recent improvements have enhanced both the functionality and appeal of the property, including a newer electrical service, a newer sewer line, insulation upgrades, and the addition of a brand new half bath. Fresh interior paint, refinished flooring throughout much of the home, and updates to the bathrooms create a clean, refreshed feel while still preserving the home's classic Colonial style. Outside, updated porches, painted shutters and trim, landscaping, and stonework add to the home's curb appeal and inviting presence. With so much of the work already completed, this is a wonderful opportunity to move right in and enjoy!

Oh, My Darling: Clementine. This 1752 Georgian Colonial is the missing piece in your New England dream. Lovingly and thoughtfully renovated by its current steward, no detail has been overlooked yet the home's original character remains beautifully intact: hand forged hardware, hand hewn beams, and wide plank floors. Enter through the gracious mudroom, which opens into the living room, where exposed beams immediately draw the eye. Lime plastered walls and floors refreshed with a soft white finish create a space that feels both historic and quietly modern, the perfect room for welcoming guests. The dining room offers generous proportions, easily accommodating a large table for gatherings with family and friends. Just beyond, a cozy first floor office provides a convenient and secluded workspace. The kitchen is bathed in natural light from abundant windows. Tasteful updates, including new appliances and quartz countertops, lend a clean, modern serenity while remaining true to the home's character. A full bath is tucked just off the kitchen for added ease. At the front of the house, an additional living room features built-in bookcases, hand hewn beams, and ample space to settle in with a good book. Upstairs, four bedrooms are thoughtfully arranged across two staircases. One wing holds the primary bedroom, gracious in scale and filled with natural light, a true country retreat along with another bedroom and a full bath. The opposite wing, accessed by the staircase off the kitchen, offers two additional bedrooms and a classically updated full bathroom. Throughout, paint colors, hardware and fixtures have been painstakingly and thoughtfully selected. Outside, the lawn is expansive and flat, ideal for summer croquet or leisurely afternoons. In warmer months, hydrangeas and boxwoods thoughtfully frame the house, while a small porch offers a quiet place to unwind. A two car garage sits discreetly back from the home, with its own driveway entrance from Honey Hill. Set in North Canaan, this lovely home is just one mile from the town center home to a beloved yoga studio, coffee shop, theater, and restaurants and two miles from Salisbury. Spend winter days skiing in Great Barrington or Cornwall, summer evenings at Tanglewood, and quiet mornings fly fishing on the Housatonic. You've found the sweet spot of New England.

Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.