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luxury property for sale Sandisfield, United States

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Property Sandisfield (United States)

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.

… 
$2,250,000
4bedrooms
3bathrooms
land 24.5ha

By William Pitt Sotheby's International Realty

17 listings near Sandisfield

Nearby
38
3D visit

Property with pool and garden New Marlborough (United States)

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.

… 
$4,995,000
5bedrooms
6bathrooms
land 91.9ha

By William Pitt Sotheby's International Realty

Nearby
41

Property with garden Monterey (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.

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$3,490,000
10bedrooms
6bathrooms
land 3.1ha

By William Pitt Sotheby's International Realty

Nearby
19

Property Otis (United States)

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.

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$429,000
4bedrooms
2bathrooms
land 15.6ha

By William Pitt Sotheby's International Realty

Nearby
40
Video

Property with garden Norfolk Historic District (United States)

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace & steam shower, 3 large ensuite bedrooms with fireplaces, playroom and laundry on upper floor. Ensuite studio above heated garage. Ownership includes all benefits of hunting, fishing, boating, hiking in this private community on pristine lake & pond. Available caretaking service make maintaining this beautiful home stress free. Enjoy year round peaceful lake area living on unique private estate in gorgeous Doolittle Lake Woods located 2 1/2 hours from Boston or NY. Agent Owned.

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$4,490,000
6bedrooms
8bathrooms
land 40.9ha

By William Pitt Sotheby's International Realty

Nearby
33

Property New Marlborough (United States)

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

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$388,000
3bedrooms
2bathrooms
land 1,659

By William Pitt Sotheby's International Realty

Nearby
33

Property with garden Norfolk Historic District (United States)

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.

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$595,000
5bedrooms
2bathrooms
land 1.4ha

By William Pitt Sotheby's International Realty

Nearby
35

Property with garden Hartland (United States)

Introducing: Fawns Leap, a masterclass in historic preservation. Following an exhaustive, $1.5 million meticulous restoration, this property offers a rare real estate dream: the undeniable charm and soul of an antique home, with absolutely none of the discomforts, drafts, or maintenance costs of one. Stripped down to the studs and thoughtfully rebuilt, the exterior boasts completely new sheathing, classic wood clapboards, and all new Anderson windows. Step through the bespoke mahogany front door into a newly created entry hall that welcomes you with warmth and elegance. The interior has been artfully reimagined for modern living while fiercely protecting its heritage. Original doors, pocket doors, and historic fireplace mantels were retained, and layers of old flooring were stripped away to reveal breathtaking, original wood floors throughout. The living room features a cozy propane fireplace and custom bookcases, flowing into a brilliantly reconfigured kitchen. Featuring custom cabinetry, new appliances, exquisite Taj Mahal Brazilian quartzite countertops, serving as a stunning centerpiece for entertaining. The meticulous attention to detail continues into the private spaces of this 3-bedroom, 3-bathroom home. It features two beautifully renovated bathrooms, plus a newly added, luxurious primary en suite bathroom with Calacatta marble, illuminated by skylights and a custom transom window. To seamlessly blend indoor and outdoor living, two smaller porches were combined to create an expansive, sun drenched three season porch that looks out over the grounds. Outside, the 1.25-acre property is an absolute sanctuary. Lush perennial gardens are framed by new split rail fencing and custom fieldstone walkways making a space where you want to linger on summer mornings. A rebuilt pergola and a two level back deck offer endless options for outdoor dining with guests. The outbuildings are spectacular in their own right: the middle barn was gutted and reimagined with four huge skylights and massive 12-foot windows salvaged from a Rhode Island yarn mill. An adjacent old barn was completely rebuilt into a secure, cement floored garage with a custom wood overhead door, brilliantly preserving the antique stonewalls and original timber beams. What truly sets this property apart are the invisible, structural upgrades that ensure decades of worry-free living. Every single system is brand new: electrical, plumbing, a high-efficiency hot air and central AC system. Come enjoy the enchanting lifestyle of Hartland. Right on the border of Litchfield County, it offers the very best in country living. Fishing in the nearby rivers, hiking in the Tunxis Forest. Moments from coffee and dinner in the darling town of Hartland which will transport you to a time of a slower pace and a simple ease.

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$795,000
3bedrooms
3bathrooms
land 5,059

By William Pitt Sotheby's International Realty

Nearby
43
Video

Property with garden North Canaan (United States)

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.

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$795,000
4bedrooms
3bathrooms
land 3,278

By William Pitt Sotheby's International Realty

Nearby
39

Property Great Barrington (United States)

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.

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$1,295,000
3bedrooms
3bathrooms
land 7,365

By William Pitt Sotheby's International Realty

Nearby
Contract pending
34

Property Winchester (United States)

A true vacation retreat on the shore of Highland Lake! Rare offering in exceptional condition ready for summer enjoyment. Central AC/heat with an open floorplan offering spacious family and entertaining opportunity. Folding glass doors to large lakefront deck with panoramic views of the water. Original house completely renovated inside and out in 2016, with recent stone patio and fire pit added and lakefront hot tub. Boathouse with full size refrigerator, granite countertop and ample storage at the shore front as well as sandy inlet for swimming and launching. Finished lower level for guests with bath walks out to the lake. Attic level with additional finished private office / rec room. Tucked off a private drive with expansive paved parking / boat storage area, this is the epitome of lake house living.

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$1,495,000
3bedrooms
4bathrooms
land 2,428

By William Pitt Sotheby's International Realty

Nearby
Contract pending
40

Property with garden Winchester (United States)

Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer appliances and farm sink, open floorplan greatroom with fireplace. Separate oversized two car detached garage with second floor and HVAC units for heating/cooling. Newer roof, deep water hydraulic boat lift, newer oil tank, newer lower composite decking, custom copper cupola, invisible dog fencing, rebuilt chimneys, fire/security/CO2 alarm system, generator hookup, newer basement dehumidification system, de-ice system for lift/docks, propane system for stove, fireplace, bbq grill.

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$1,595,000
5bedrooms
2bathrooms
land 2,388

By William Pitt Sotheby's International Realty

Nearby
50

Property Great Barrington (United States)

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.

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$3,500,000
5bedrooms
7bathrooms
land 5ha

By William Pitt Sotheby's International Realty

Nearby
39
Video

Property with pool Stockbridge (United States)

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?

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$1,695,000
6bedrooms
6bathrooms
land 1.6ha

By William Pitt Sotheby's International Realty

Nearby
30

Property Stockbridge (United States)

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.

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$752,000
3bedrooms
2bathrooms
land 486

By William Pitt Sotheby's International Realty

Nearby
40
Video

Property Salisbury (United States)

Meet Madeline. This historic 1840 New England farmhouse is an understated, in town masterpiece that immediately establishes a profound sense of place. Greeted by classic pillars and an inviting French blue front door, you are perfectly introduced to the timeless elegance that lies within. Step inside the center hall foyer and you are greeted by a classic center hall staircase. To your right, a sprawling living room is anchored by a warm wood-burning fireplace and features a gracious window seat that practically begs for a blanket and a good book. Just beyond, the dining room is generously scaled to host large gatherings with ease. The heart of the home is a thoughtfully designed kitchen that radiates warmth and function. Boasting expansive prep space, an eat in bar, a classic farmhouse sink, and wide-plank floors beneath hand-hewn beams, it offers a beautiful nod to the property's history. It flows effortlessly into the adjoining family room, creating a natural, inviting hub for friends and loved ones. Step outside to the bluestone patio, where indoor-outdoor entertaining becomes seamless. Spending summer evenings hosting barbecues or quietly reading in the private, lush backyard might just tempt you to stay in rather than walking to local culinary hotspots like The White Hart or Fern. When you finish exploring the gardens, re-enter through the dedicated potting room and connecting mudroom, the perfect landing zone for messy boots and fresh-cut flowers. Rounding out the main level is a graciously sized en-suite bedroom, a convenient half bathroom, and a cozy library featuring a second fireplace. Throughout this floor, exquisite architectural details will make your heart skip a beat: custom built-in bookshelves, graceful curved archways, and ornate hardware. Ascend the gracious staircase to the second story, where natural light floods into three perfectly proportioned bedrooms and a shared full bathroom. Climb the stairs once more to the third floor, and you will discover pure architectural delight: an additional full bathroom featuring a stunning clawfoot tub, perched so high it feels like a treehouse canopy. This level also offers a flexible bonus space, providing the perfect footprint for a home gym, creative studio, or private office. Outside, the level lot provides a beautiful canvas to expand the existing gardens. The location is truly unparalleled. Stroll to The White Hart for your morning coffee, or hop onto the adjacent bike path for a quiet, scenic nature walk straight into Lakeville. With immediate access to world-class hiking, skiing, and highly rated restaurants, you never have to compromise on amenities. If you are searching for an effortless, enchanting country retreat, Madeline is the one.

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$1,500,000
4bedrooms
4bathrooms
land 3,237

By William Pitt Sotheby's International Realty

Nearby
Contract pending
27

Property with garden New Hartford (United States)

Fresh, timeless and custom crafted. Build your dream home in the picturesque town of New Hartford. Beautiful, energy efficient 4 bedroom, 2 1/2 bath farmhouse Colonial on a private, serene 4.3 acre lot. This exquisitely appointed home boasts luxury, meticulous style and unparalleled craftsmanship in every detail. Spacious light filled kitchen with large center island opens to a lovely breakfast area and nice sized family room w gorgeous hardwood floors and gas log fireplace, perfect for hosting holiday events, family gatherings and more! Upstairs you will find the luxurious Primary bedroom suite w fabulous walk-in closet, luxe bath, double sinks and tile walk-in shower. There are also three good sized bedrooms and an additional media/game -anything you can imagine- room making this home a cut above the rest. CUSTOMIZE THE FLOOR PLAN! Construction has not yet started so there is plenty of time to make it your own. Whatever is on your wish list this sun filled, gorgeous 4.30 acre home site is your canvas. Country living at its best just minutes to Route 44 and the town center, where you will find boutique shops, great restaurants, the Farmington River. Just a stone's throw away from Ski Sundown and all kinds of outdoor recreation and fun. Live life to the fullest in the home of your dreams. Images are from renderings or photos of builder's previous homes, similar to what is planned. Still time to choose everything!

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$689,900
4bedrooms
3bathrooms
land 1.7ha

By William Pitt Sotheby's International Realty

Nearby
37

Property with garden Lenox (United States)

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.

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$4,850,000
13bedrooms
14bathrooms
land 1.2ha

By William Pitt Sotheby's International Realty

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