The agencies at Colebrook
These agencies offer a selection of luxury properties vente at Colebrook. Feel free to contact them for personalized assistance.
Enchanting Antique Dutch Colonial Estate with Carriage House and Barn. Nestled in a serene and private 51.2-acre haven, this stately home is a harmonious blend of historic charm and modern sophistication. As you traverse the meandering stone walls and explore the mix of sun-kissed meadows and whispering forests, you'll discover a world where time stands still, yet every modern convenience is at your fingertips. The property's outdoor allure is undeniable. Multiple walking or riding trails invite adventure, and the gardens, barn, carriage house and stone outbuilding offer endless possibilities for outdoor enjoyment. Step inside and be greeted by the warm embrace of rich hardwood floors, two fireplaces, French doors, and meticulously crafted woodwork that tell tales of yesteryear. The updated kitchen, equipped with a premium Wolf gas stove and a convenient butler's pantry, offers a perfect stage for culinary exploration. The living room, anchored by a cozy fireplace, formal dining room, and library, are infused with great natural light that dances across the spaces. The primary bedroom suite, a sanctuary of comfort, boasts its own fireplace, ensuring a restful retreat at day's end. Accommodate guests in style with four additional bedrooms, including a secluded guest room with a private stairway. Located in the heart of nature's playground in Litchfield county. Close to skiing, hiking, restaurants, and parks in Norfolk and Barkhamsted, and near the Farmington River.
…By William Pitt Sotheby's International Realty
Nearly 1,500 acres in Sandisfield, the Southern Berkshires. Miles of private trails for hiking, hunting, fishing, horseback riding; your own wilderness preserve featuring 134+ acres not in conservation with 1,489 feet of road frontage. Craft your legacy. 5 bedroom, 5 bathroom, timeless home built for this wildly beautiful place. Stand between your home, overlooking your private lake, and your barns. Turn 360 degrees—everything you see you could own. Pure sanctuary in the highest possible sense. Nearly 1,500 acres where Thorp Brook winds through marshlands, Seymour Mountain rises to 1,682 feet, and miles of trails beckon for every outdoor pursuit. The kind of American dream that exists now only because someone saved it.
…By William Pitt Sotheby's International Realty
Breathtaking water views and master craftsmanship await in this pristine Colonial offering nearly 3,000 SF overlooking serene Highland Lake. This entertainer's dream home opens from an inviting two-story foyer into an airy, open layout where the living and dining rooms are joined by a floor-to-ceiling fieldstone fireplace. The spacious dining room easily accommodates large gatherings and flows seamlessly onto a delightful screened-in porch to enjoy the calm, serene setting with distant lake views. The gourmet kitchen is a master craftsman renovation featuring custom white birch cabinetry, rich soapstone countertops, stone subway tile backsplash, a farmhouse sink with a view, and a Sub-Zero refrigerator. Dedicated home office off front foyer, mudroom, laundry room, and half bath complete the main level. Upstairs features an en-suite primary bedroom, two additional nice-sized bedrooms, and a full guest bath. Accessed via a private second staircase off the kitchen, the expansive 27' x 21' "Skybox" family room (finished over the garage in 2017) boasts its own heating/cooling system, surround sound, and live music performance hook-ups. Property is flanked by a magnificent stone wall, emerald green meadows including a two-stall run-in shed with tack room. Hardwood floors main level, bamboo engineered floors upper level, oversized 2 car garage, walk-out basement. New well pump 2020, new whole house generator 2023. EZ commute to NYC & Boston from this ideal retreat. Rare opportunity.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is move-in ready.
…By William Pitt Sotheby's International Realty
Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar. The glass wrapped breakfast room flows effortlessly into an expansive screened-in porch with a built-in grill. Here, the lake-facing wall opens completely to a covered patio, providing flawless indoor-outdoor lounging and dining, regardless of the weather. The 1st floor primary suite is a true sanctuary, featuring vaulted ceilings, a second property sourced stone fireplace, a whirlpool jetted soaking tub, and access to a private terrace. Ascend the sculptural staircase to find an art-lover's landing overlooking the great room, leading to four generously sized upper-level bedrooms - each with extensive custom cherry built-ins - alongside three full bathrooms and a relaxed loft. A media/game room, mudroom, laundry room, and temperature-controlled three-car garage complete the home's flawless functionality. The outdoor amenities rival any private resort. Spend long summer afternoons fishing in peaceful Winchester Lake, a 229-acre body of water celebrated for its untouched shoreline and superior bass fishing. Grab your kayak from the boathouse and head to the captivating stone inlet. Paddle out into the larger of the two coves to your own private island. Serve up a match on your private tennis court. Warm afternoons are best spent by the gunite pool and pool house, complete with a wet bar, full bath, changing room, outdoor shower, and a sauna-ready room. End the day roasting s'mores around the firepit. When the seasons turn, the estate transforms into a winter wonderland. Strap on your snowshoes or cross-country skis to explore your private trails and expansive meadows, go ice skating on the lake, or take a quick 30-minute drive to the local ski slopes. Katsura Lodge - a luxurious four-season lakefront estate settled in unspoiled wilderness, just over two hours from NYC.
…By William Pitt Sotheby's International Realty
At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the wild and scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood floors, working brick fireplace, cast-iron clawfoot tub, first-floor primary opening through French doors to a stone patio, stairs to lawn and river. Kitchen and dining open to a deck over the water. Quarry-granite three-car garage, studio cottage with grandfathered footprint, and a second river parcel with 19th-century mill history included. Flood Zone A12, elevation certificate available. The river is twenty feet from the back door. Not a view of the river, not near the river. The river, close enough that you fall asleep to it in summer and wake to it in winter, when the ice shelf forms along the near bank and the hawks work the open water downstream. This is the thing about 14 Roosterville Road that no description fully prepares you for: the Farmington is not an amenity. It is the address. The sellers transformed the interior thoughtfully and well. Wide softwood floors, exposed ceiling beams, and a working brick fireplace anchor the living room, which easily holds two seating areas. The kitchen was rebuilt from the ground up with a granite island, slate-grey open cabinetry, and windows on three sides that keep the hills and water present while you cook. It is the heart the house always deserved. The kitchen and dining room open onto a deck over the river. The first-floor primary bedroom opens through French doors to a stone patio, with stairs down to the lawn and the Farmington just beyond. Up the painted black-and-white staircase: three more bedrooms, a family room, and a full bath. Two full baths total, one with a classic cast-iron clawfoot tub, one newly tiled. Propane hot water heat through a Viessmann boiler. High-speed internet. Spring means trout stocked at the Clark Road Bridge, right at the property's edge, while hawks and bald eagles work the calm flat water below the house. Nights belong to the fire pit and the sound of the river under a sky without light pollution. Across the road, a neighbor's hay fields roll toward a long mountain view. The property abuts Army Corps of Engineers land on the river side, no development possible, ever, and connects without crossing private land to an old stagecoach trail and the climbing ledges of Hanging Mountain. This stretch of Roosterville Road exists because of two floods. The first came in 1938, the second in the twin hurricanes of 1955. Together they buried the old road that once ran through here and left this place at the end of a quiet dead-end, closer to the river than to the rest of the world. It is one of those rare cases where a natural disaster produced something worth keeping. The outbuildings are exceptional. The three-car garage is built of hand-cut quarry granite, the feather marks of the quarrymen's tools still visible in the stone. The Little House, a sweet clapboard cottage with a grandfathered footprint, has served as a painting studio. What it becomes next is entirely up to you: guest suite, Airbnb, home office, art studio, or something not yet imagined. Included in the sale is a second parcel just north of the Clark Road Bridge, once the site of a Trip Hammer Shop and Saw-Mill advertised in the Connecticut Courant in 1833. The old mill channels and stonework are still legible in the earth. It is a remarkable piece of history to walk, and a beautiful private place to sit by the water. This property is located in FEMA Zone A12. Flood insurance is required for mortgaged purchases and advised for all. An elevation certificate is available. In 1918, a young Italian immigrant named Dominic Campetti, who had once sailed back across the Atlantic to find his sweetheart Caterina Consolati and convince her to begin a life with him in America, purchased the old Elizur Deming Farm on this stretch of the Farmington River. Their descendants farmed it for years after. In the cellar, beneath a trap door in the corner of a first-floor closet, hard cider barrels once kept company with a 50-gallon press and loyal customers from miles around. The state police came. The Berkshire Evening Eagle covered it with evident local enjoyment. The trap door is still there. The river is still there. The next chapter is yours. Reach out to learn more about this historic and unique property! Read more about the area, the history, and its stories.
…By William Pitt Sotheby's International Realty
Introducing: Robin's Keep A nature lover's ideal country retreat. Speckled with quintessential New England stone walls and hopping robins, this property feels straight out of a storybook. Set just moments from the local swimming hole at Hartland Pond, the home includes deeded rights for kayaking, paddleboarding, and enjoying sweetly serene afternoons on the water. This home will tug at the heartstrings of any antique home purist. Welcomed by a generous wraparound porch, stepping inside reveals a breathtaking preservation of history. Solid wood doors, exquisite trim work, cast-iron radiators, and wide board wood floors perfectly encapsulate this circa 1820 timepiece. Updated with a classic, timeless sensibility, the home strikes a perfect balance between modern convenience and old house reverence. The completely reimagined kitchen features an ample island, modern appliances, and soaring ceilings where exposed timber beams add deep warmth and texture. Anchored by a cozy wood-burning fireplace, it is the ultimate gathering space for chilly autumn evenings. The formal dining room provides an elegant backdrop for entertaining, complete with French doors that open to the outside patio to continue your evenings under the stars. The adjacent living room is flanked by its own wood-burning fireplace and two large bookshelves featuring charming arched valances. For everyday function, the main level also includes a full bathroom and laundry, and a practical mudroom that connects seamlessly to the attached barn-offering abundant storage or the perfect workshop space to tinker. The upper level provides a quiet retreat, featuring three inviting bedrooms and an additional full bathroom complete with a soaking tub. West Hartland embodies the absolute best of small town New England living: a close-knit community paired with unparalleled natural beauty. Nature enthusiasts will thrive here, with renowned trout fishing on the West Branch of the Farmington River just moments away, plus endless hiking and kayaking trails that showcase Connecticut's rural splendor. A rare opportunity to own a piece of history in a true nature lover's paradise.
…By William Pitt Sotheby's International Realty
Enjoy year-round living in the West Hill Lake community! This contemporary cape with a very livable open floor plan, was completely rebuilt in 2003. Only the refinished wide-board flooring remains from the original home. Cathedral ceilings in the living room, loft, and primary bedroom, provide spaciousness and light. The soapstone wood stove warms the main level, and as the upper floor is open to the space below, its heat carries throughout the home, a cozy and efficient complement to the propane heat now serving the entire house. A 2-year young Generac generator provides peace of mind. The updated kitchen has a new gas range, and pullout storage was added to the cabinets, making cooking and organizing a breeze. A main level bedroom and full bath, offer convenience and ease, while upstairs, the primary features a full bath and walk-in closet. The versatile open loft works beautifully as a sitting room, office, or guest space. Best of all is the location. Pond Road residents enjoy shared access to a private dock just a few steps from the house, with no additional fees required. Launch a kayak, cast a line, or simply watch the sunset over the water. Beyond the dock, Brodie Park offers a public beach, picnic area, tennis and basketball courts, and a great playground. Whether seeking a peaceful weekend retreat or a year-round home, 24 Pond Road offers character, comfort, and water access all in one. Come see for yourself! Low interest VA loan may be assumable.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahogany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a possible in-law, wine cellar, a full bath, a tandem 2-car garage and a patio. An elevator which serves all 3 levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills
…By William Pitt Sotheby's International Realty
Escape to the quiet elegance of Cobble Hill Farm, a 12.96-acre Greek Revival estate that perfectly balances 19th-century soul with modern luxury. Available for the first time in over 48 years, this mint condition historic gem features sun-drenched rooms, original wide-board floors, and four stately fireplaces. While the period character is meticulously preserved, the home is designed for today's comfort with a recently renovated kitchen, family room, and primary suite, plus central air in the east wing. This is the ultimate sanctuary for the modern homesteader, offering endless potential for an organic farm, vineyard, or equestrian facility. The property boasts a 1,950 sq. ft. vintage barn with 8-10 stalls and a classic hay loft, alongside a 4.5-acre meadow ideal for grazing horses or livestock. Enjoy the tranquility of your private 7,000 sq. ft. spring-fed pond, perfect for summer swimming and fishing. Additional outbuildings offer space for a creative studio, home office, or rec shed. B&B approvals are in place. Located 2 hours from NYC and Boston, minutes from Ski Sundown, West Hill Lake, and the Farmington River for kayaking and fishing, yet a world away from the noise. Cobble Hill Farm is a storied heritage estate where land and light unveil a sanctuary of timeless elegance. Get ready to write your life story at this quintessential retreat.
…By William Pitt Sotheby's International Realty
A rare convergence of history, luxury, and opportunity awaits at this spectacular 1801 Colonial estate. Impeccably reimagined from foundation to roofline, this timeless residence on 31 forested acres offers the period elegance and contemporary comfort-plus a significant income-producing opportunity. Enter the gracious foyer to the formal living room and formal dining room, each warmed by its own fireplace, with access to a sun-drenched screened porch perfect for three-season enjoyment. An expansive new chef's kitchen with granite counters, walk-in pantry, and adjacent breakfast room creates an inviting hub for daily life. A convenient back staircase, laundry room, and powder room complete this exceptional first floor. Ascend the wide staircase to discover five generous bedrooms with lofty ceilings and all-new baths, plus flexible space ideal for an au pair suite or home office. Most systems have been meticulously updated-new wiring, insulation, and freshly painted interior ensure modern performance wrapped in historic beauty. Step outside to your private resort: an inviting in-ground gunite pool, meandering stream, and serene pond dot the expansive grounds. The detached two-car garage includes a large recreation space, workshop, and potting room. The income opportunity: A separate detached three-family residence has two updated units plus a studio. Near Route 8, Bradley International airport and shopping, winter skiing nearby and trout fishing on the Farmington River.
…By William Pitt Sotheby's International Realty
Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!
…By William Pitt Sotheby's International Realty
Meticulously renovated less than five years ago, this breathtaking waterfront home is absolute perfection. Nestled on 1.19 professionally landscaped acres, the property is thoughtfully designed to maximize its stunning natural setting. Upon entering, your gaze is immediately drawn through the open floor plan to a dramatic wall of windows framing panoramic water views. A striking stone fireplace pays homage to the site's original 1920s cottage, while the rest of the home has been completely rebuilt with exceptional taste and uncompromising quality. In addition to the large living room, there is a beautiful kitchen, dining room and breakfast room with custom wall of built-ins including wet bar, coffee station and wine coolers. A pantry, powder room and private office complete the first floor. The upper level features three generous en-suite bedrooms with soaring ceilings. The luxurious primary suite serves as a true retreat, boasting sweeping water views and a private Juliet balcony. Outside, an expansive wraparound deck seamlessly blends indoor and outdoor living. Follow the lovely stone walls and patio down to a charming, screened gazebo perched right at the water's edge. A detached two-car garage-complete with a dedicated potting shed and a versatile gym space-completes the property. Almost all of the systems are recent and there is even a whole house generator. This is a rare, turn-key waterfront dream that truly checks every box.
…By William Pitt Sotheby's International Realty
Perfectly-timed for summer in the Berkshires, this 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows that bring the beauty of the forest indoors. For effortless year-round comfort, the home is equipped with a brand-new pellet stove and high-efficiency mini-split units in every room for customized heating and cooling. The kitchen has been thoughtfully refreshed for the modern cook, featuring a brand-new built-in oven and microwave alongside stainless steel appliances. The three-bedroom, two-bathroom floor plan is supported by a septic system installed just three years ago, providing peace of mind for the long term. Designed for summer enjoyment, the outdoor space includes a deck with a direct propane line for easy grilling and a large screened-in porch featuring a projector screen for cinematic movie nights. Residents also enjoy full access to premium community amenities, including a private lake, beach, pool, club house, and tennis courts. This turnkey property is the perfect low-maintenance opportunity to start enjoying the best of Berkshire living the moment you turn the key.
…By William Pitt Sotheby's International Realty
This home is a STUNNER! Breaking ground early spring on an incredible new construction Farmhouse Colonial in Canton's picturesque, sought-after Bel Aire Lane neighborhood at the end of a tranquil cul-de-sac.This is your once-in-a-lifetime opportunity to build your dream home on 3+ glorious wooded acres surrounded by nature~peace and serenity abound.Gorgeous 3,750 SF modern farmhouse features 4 bedrooms, 3.5 baths, and a 3-car garage, showcasing unparalleled craftsmanship in every detail. The crown jewel? A stunning first-floor primary suite with cathedral ceiling, hardwood floors, spa-like bath with tiled shower and soaking tub, plus a spacious walk-in closet. Light & airy throughout w/ oversized Marvin windows, the chef's kitchen boasts an expansive center island, high-end cabinetry, and quartz countertops flowing into a sunny dining area. Spectacular great room features an 11-foot ceiling, gas log fireplace, and sliders opening to an enormous covered porch and patio-perfect for hosting holidays, family gatherings, and entertaining. Natural hardwood floors span the first level alongside a private office tucked behind the kitchen. Upstairs: fantastic loft, three generous bedrooms, two full baths, and a knock-your-socks-off media/exercise room. Cathedral and 9-foot ceilings add dramatic appeal. Construction hasn't started-there's plenty of time to make it your own! Convenient to town center, shops, fine dining, Ski Sundown, Bradley International airport & more.Build the DREAM.
…By William Pitt Sotheby's International Realty
HIGHEST AND BEST DUE TUESDAY, 9/29 AT 12PM Located in a convenient location, just minutes from shopping, dining, and Route 8, this 2-bedroom ranch-style home has been tastefully updated throughout. The newly renovated kitchen features stainless steel appliances, a large kitchen island, and a farmhouse sink. The main level is complete with a spacious living area, 2 bedrooms, and a shared full bathroom. Downstairs, a tastefully finished bonus room offers abundant storage or added living space, with the potential to add a half bath. The attached 1-car garage eliminates the need for street parking. Outside, the backyard is perfectly sized; enough room to enjoy the outdoors with minimal maintenance. Delivering move-in-ready convenience in a central Litchfield County location.
…By William Pitt Sotheby's International Realty
Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling residence boasts ten spacious bedrooms, a classic country kitchen, and sweeping living areas. Stroll the 7.7-acre grounds--past the guest house, pond, and gardens originally designed by Frederick Law Olmsted--down to your private dock on Lake Garfield. Ideally located near Tanglewood and premier skiing, and low Monterey taxes, this Berkshire gem is a rare invitation to reclaim a masterpiece.
…By William Pitt Sotheby's International Realty
Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life. French doors open to a stone patio, while an open staircase rises through the room to the upper level, adding to the home's storybook quality. A sun-filled pink living room offers a dreamy contrast - soft, light-filled and wrapped in windows overlooking the hydrangeas and surrounding woods. A pleasing counterpoint to the darker, more rustic great room, it is an inviting place to read, relax or gather. A remodeled kitchen combines form and function, with white cabinetry, stone counters, a farmhouse sink, center island and a stunning commercial-style range beneath a stainless-steel hood. The adjoining dining room creates an easy flow for entertaining. Four bedrooms are arranged in two separate wings, offering privacy and flexibility. The south wing begins with a first-floor bedroom and bath, continues upstairs to a second bedroom with a newly added bath, and culminates in a third-floor office tucked beneath the peaked roof. On the opposite side of the house, in the north wing, two additional bedrooms each enjoy their own bath. Thoughtful bathroom updates, including the addition of the upstairs bath, bring modern comfort while remaining true to the character of the home. The story continues outdoors. Hydrangeas spill across the front of the house, mature grapevines climb the arbor, and lawns fade into woods and wild garden areas. The west-facing hillside brings seasonal mountain views through the trees, along with places to dine outdoors, wander, garden or simply enjoy the quiet. Private and quietly tucked away, yet only about 15 minutes from Great Barrington, with access to Monterey's Lake Garfield town beach and close to the lakes, trails, and outdoor recreation that make this part of the Berkshires so appealing. Low Monterey taxes and high speed internet on site.
…By William Pitt Sotheby's International Realty
Tucked away on five private, professionally landscaped acres, this reimagined charcoal A-frame blends dramatic architectural style with refined modern living. Completely transformed from top to bottom, the residence features crisp new windows that flood the open interior with natural light, brand-new flooring throughout, and a brand-new kitchen designed for effortless comfort. The home's open layout flows seamlessly onto an expansive deck, perfect for outdoor dining or taking in the peaceful, scenic outdoors. Practical amenities abound with a spacious circle driveway for ample guest parking, plus a massive 1,200+ square foot detached 3-car garage with dedicated shop space-ideal for creators, hobbyists, or extra storage. Just two minutes from historic Falls Village-one of Connecticut's most charming small towns-offering cozy local eateries, immediate access to the Appalachian Trail, and the natural beauty of Great Falls. All the while, less than 30 minutes from Metro North train station!
…By William Pitt Sotheby's International Realty
Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings. A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite. Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs. Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck. The lower level adds even more versatility with additional living space, a wood stove for added comfort, and a full in-law apartment complete with kitchen, bath, and walkout access to a private deck, ideal for extended family or rental potential. Recent updates include a new roof (2024), boiler (Dec 2025), high-efficiency water heater, well pump, updated plumbing, and a new sink. The home also features leased solar panels, Pella windows, and wiring for an electric vehicle. Conveniently located near Jacob's Pillow and all that the Berkshires have to offer.
…By William Pitt Sotheby's International Realty
YANKEE BARN AMERICANA Post and Beam. Renovation coming into completion. Newly renovated and refreshed - ready for the next chapter. Lovely and charming post and beam cape with soaring ceilings, massive beams, and lower level in-law apartment (or recreation / guest area) with kitchenette. Extensive deck overlooking private rear yard and woodlands. Quick walk to Sunset Beach for fishing, swimming, boating, lounging. WOODRIDGE LAKE: Private Lake Community offering miles of shoreline, 4 beaches, clubhouse, fitness center, tennis, pickleball, pool, basketball and playground, boat launch and marina.
…By William Pitt Sotheby's International Realty
Goshen, CT- This 4 bedroom, two and a half bath Colonial offers classic New England charm with modern comfort. The inviting living room features a fireplace and hardwood floors, opening to a deck overlooking landscaped lawn and garden. An ideal setting for relaxing and viewing the sunsets. A fully equipped eat-in kitchen, with breakfast area, separate dining room and a convenient first floor office make daily living easy. Upstairs, the primary suite includes a private full bath, large walk-in closet. There are three additional bedrooms with generous space. Additional amenities include a two car attached garage and a peaceful setting on a quiet street. This well-maintained home offers the perfect combination of comfort, space and location. Nearby activities include Farmers Markets, Agricultural Fairs, miles of walking trails and nearby Mohawk Ski area for winter fun. Sale is contingent upon Seller finding home of choice. Property be sold "As Is".
…By William Pitt Sotheby's International Realty
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