The agencies at Winchester
These agencies offer a selection of luxury properties vente at Winchester. Feel free to contact them for personalized assistance.
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.
…By William Pitt Sotheby's International Realty
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.
…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
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
Tucked quietly on two acres of lushly landscaped grounds, this enchanting storybook home offers architectural character, privacy, and lifestyle. Inspired by French Normandy design, it is defined by a turreted entry, hand-laid stonework, and rich detail that feels both timeless and personal. Designed with its natural setting in mind, the home is set back and integrated into the landscape, creating a sense of peace and individuality. Inside, vaulted ceilings with exposed beams, stone fireplaces, stained glass and light-filled spaces create both warmth and scale. Each room has views of lovely trees and perennial gardens. The custom kitchen has been completely reimagined by a local designer, with fine finishes and thoughtful details balancing function with style. Opening effortlessly to the living and dining areas, it suits both everyday living and entertaining. The 1,000 bottle wine cellar adds a special touch. A private primary suite with fireplace offers a quiet retreat, while additional spaces provide flexibility for guests, work, or creative use. Outdoors, a heated pool, stone patios, a babbling brook leading to the koi pond and separate guest house create a private paradise ideal for company or quiet enjoyment. A bird watcher's dream, the property is alive with natural beauty in all seasons. Whether a full-time residence or weekend escape, you'll be just 30 minutes to the airport, a quick ride to Collinsville, the Farmington River, Ski Sundown and everyday conveniences.
…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
Welcome to Fresh Meadow Farm, a quintessential countryside sanctuary where 18th-century historic charm, seamlessly meets modern luxury. Set on 17.49 acres of pristine farm meadow, this 2704sf property offers the ultimate retreat for equestrian enthusiasts, nature lovers, or anyone seeking a private haven with gorgeous sunset views. Originally built in the 18th century, this home underwent a top-to-bottom renovation in 2007 preserving its historic character. Rich, gleaming hardwood floors flow throughout the home. A large light-filled great room serves as the heart of the home, perfect for large gatherings. The main floor also features a warm front parlor/living room, a country dining room and a chef's kitchen. Ideal for guest or main-level living, there is a bedroom and a full bath featuring a soaking tub. A highly functional mudroom with laundry and full bath, keep rural life organized. The acreage is thoughtfully designed to accommodate both agricultural passions and resort-style relaxation. There is a 7-stall barn and animal shed. Cool off in a 10x50 sparkling Gunite lap pool. Over 17 acres of open, usable farm meadow, offering privacy, endless skies and evening sunsets that paint the horizon. This property is a rare blend of history, functionality and timeless beauty. Close to golf, skiing, hiking, boating, shopping and fine dining. 2+hrs. to NYC, close to Litchfield historic green, Cornwall and the Berkshires.
…By William Pitt Sotheby's International Realty
Brenda McLean [email protected] 860-435-6700 WILLIAM PITT SOTHEBY'S - SALISBURY
…By William Pitt Sotheby's International Realty
BURLINGTON BEAUTY! Welcome to this gorgeous, custom-built Colonial at the end of a quiet cul-de-sac in the breathtaking, sought after Johnnycake Mountain Farm neighborhood. One-of-a-kind. This light filled, majestic, brick colonial has it ALL. Sun washed interiors, oversized windows, crown moldings and loads of lovely architectural details. Stunning family room addition 2008 boasts beautiful coffered ceiling, Brazilian cherry hardwood floor, custom stone fireplace and French doors that lead to the amazing, level, stone scaped inground pool and immense, private backyard. Primary bedroom suite offers a tranquil escape w fireplace, huge walk-in closet and spa bath. This is the perfect home for entertaining! IMMACULATE, pristine, one owner, with all the bells and whistles. Nearly 5 glorious acres of woods, wildflowers, emerald green lawns. Screen porch and lovely stone patio with stone seating wall, backyard is the perfect spot for prom pics, summer barbeques, dining al fresco each evening. Privacy abounds. If you love peace and tranquility surrounded by the sights and sounds of nature, then this is the home for you. Warm and welcoming. New architectural roof 6 months old, brand-new carpet, 1st floor den. Walking trails and a beautiful public park to explore on Johnnycake Mountain. Your very own private oasis to relax, unwind, live healthy. EZ commute to NYC and Boston, conveniently located near route 4 and town. Come experience this home. You will want to stay forever.
…By William Pitt Sotheby's International Realty
Nestled in a highly desirable cul-de-sac neighborhood, this pristine, custom-built Jeff Michelson home perfectly balances timeless sophistication with everyday livability. Thoughtful details and exceptional craftsmanship are felt immediately upon entering the two-story foyer. Tall ceilings, oversized windows with tranquil views, hardwood floors and custom woodwork run throughout. The main level features an open floor plan, work & formal spaces and incredible indoor-outdoor flow. The spacious formal living/dining room is perfect for large gatherings. The eat-in chef's kitchen includes premium finishes, island with prep sink, walk-in pantry and opens directly to a cozy family room with stone fireplace. The spectacular sunroom features floor-to-ceiling gas fireplace, wall-to-wall windows and deck and yard access. The upper level provides a thoughtful layout and flexible space. The primary suite is an airy retreat with tray ceiling, walk-in closet and ensuite bathroom. Three additional generous bedrooms include a guest suite with private full bath and two rooms with a shared full bath. Two additional versatile rooms-accessible via front or rear staircases-are ideal for a 5th bedroom, media room, playroom or home gym. The lower level offers 1600+ SF of finishable space. Beautifully landscaped 1.3 acres yet a short walk or drive to the best of Simsbury's public & private schools, destinations including Farmington Canal Trails, shopping & major thoroughfares-this home is a must see!
…By William Pitt Sotheby's International Realty
Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet, including a recently appointed lower level. Accommodations are lavish, with seven principal bedrooms, each distinguished by its own fireplace and six & a half sumptuous baths. Inside, discover character-filled living spaces designed for grand entertaining and intimate repose. A spacious open plan kitchen / dining / family room flows into the formal Dining Room with custom millwork adjoining the elegant Living Room and screened porch. Luxury amenities abound, including an elevator to all 4 levels, a serene spa, dedicated billiards room and a timeless wood-paneled library/study. The second floor hosts dual primary suites and four supplementary bedrooms, while the third floor is home to a dedicated bunk room and a state-of-the-art home theater. The finished lower level is an entertainer's dream, offering a spacious recreation room, climate-controlled wine cellar, wet bar, two additional fireplaces, gym area and a half bath. The estate's auxiliary structures elevate the property to a luxurious, multifaceted estate and gathering complex. Comprising a generous two-bedroom guest house, private one-bedroom caretaker's cottage, an ample five-bay heated garage, separate tractor garage and two dedicated greenhouses. Further amenities include a Lit Tennis Court, heated gunite pool incorporating a spa, private tranquil pond, an extensive network of secluded walking trails and meticulously manicured, professionally landscaped grounds. All while remaining supremely convenient-just five minutes from the center of Litchfield for shopping and fine dining. This extraordinary Butternut Brook estate presents a rare opportunity to acquire a premier Litchfield County retreat, serving as the ultimate elegant full-time residence or a peerless luxury weekend escape.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.
…By William Pitt Sotheby's International Realty
On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship. The Benjamin Tallmadge House is one of Connecticut's most historically significant residences and a rare opportunity to own a direct link to the founding of the American Republic. Built by Thomas Sheldon (possibly with builder Giles Kilbourn) and home, beginning in 1782, to Colonel Benjamin Tallmadge - George Washington's chief of military intelligence and the organizer of the legendary Culper Spy Ring - the house carries provenance that few American homes can claim. After Tallmadge's visit to Mount Vernon, he added the two elegant columned porches on the north and south facades, a personal architectural homage from one patriot to another that still defines the home's silhouette today.
…By William Pitt Sotheby's International Realty
Set on 1.4 acres in a desirable Avon neighborhood, this beautifully maintained Colonial blends classic architecture with a clean, modern feel and a highly functional layout for today's lifestyle. Thoughtfully updated and meticulously cared for, the home features upgraded insulation, a new roof (2024), and regularly serviced heating and central A/C systems. The main level showcases bright, open living spaces with hardwood floors and abundant natural light. A spacious living room and formal dining room each feature bay windows, adding charm and openness while maintaining a refined flow. The remodeled kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, wine cooler, and a casual breakfast nook. It opens seamlessly to the family room with fireplace and sliding doors to a large deck, ideal for effortless indoor-outdoor living and entertaining. A private office/library with built-ins and bay windows provides an ideal work-from-home space, while a flexible bonus room on the main level offers options for a media room, playroom, or additional lounge. Upstairs, the primary suite features a refreshed bath with an oversized walk-in shower. Additional bedrooms are well-proportioned and versatile. The walkout lower level adds approximately 450 sqft of finished space, ideal for recreation, fitness, or a guest use with additional storage. A move-in-ready home balances comfort, style, and functionality.
…By William Pitt Sotheby's International Realty
With great curb appeal at the end of a quiet cul-de-sac in one of Avon, CT's most desirable locations, this beautifully maintained Colonial offers the perfect blend of space, comfort, and location. Enjoy walking distance to Avon High School & Middle School, public pool, tennis courts, and pickleball, while also benefiting from convenient access to Hartford and an ideal midpoint location between Boston and New York City. Featuring 4 bedrooms, 3 full and 1 half baths, the home offers exceptional flexibility for modern living. The bright walk-out lower level includes a full bath and a potential 5th bedroom or guest suite with direct exterior access. Inside, the home showcases an open and inviting layout with hardwood floors, spacious living and family rooms with double-sided gas fireplace, a beautifully designed kitchen with sleek, contemporary cabinetry and large center island featuring induction cooking, plus generous entertaining spaces throughout. The expansive primary suite includes an updated bath and oversized walk-in closet. Outside, enjoy a large rear deck overlooking the private wooded setting and professionally maintained grounds. Additionally featuring underground utilities, irrigation, abundant loft storage in the garage, newly installed bluestone walkway, newly installed lower level flooring, freshly repainted interior spaces, and new roof installed in 2022. Don't miss this opportunity combining location, lifestyle, and flexible living space in the heart of Avon
…By William Pitt Sotheby's International Realty
Situated on a quiet cul-de-sac and abutting The Golf Club of Avon, this beautifully updated Colonial offers exceptional privacy, timeless character, and effortless everyday living. Surrounded by mature trees and adjacent golf course, the setting feels peaceful and secluded while remaining moments from area shopping, dining, and highways. Inside, the home blends classic New England charm with thoughtful updates throughout. The renovated kitchen features stylish white cabinetry, stone countertops, stainless appliances, generous prep space, and an open flow into the dining area and dramatic vaulted great room. Anchored by a stunning floor-to-ceiling brick fireplace, exposed beams, skylights, and soaring wood ceilings, the great room creates a warm and inviting centerpiece for gatherings and entertaining. The upper level includes a spacious primary suite with a beautifully refreshed bath and walk-in shower, plus an additional en suite bedroom, and 3rd bedroom with hall bath. Sun-filled formal and informal living spaces, hardwood floors, and flexible living areas provide comfort and functionality throughout. Outdoor living is equally inviting with expansive decking, lush lawn space, and tranquil wooded surroundings. Enjoy a rare opportunity to enjoy privacy, character, and luxury living in desirable Avon, CT. Located between New York City and Boston, the Greater Hartford area offers an incredible quality of life that includes local amenities and access to two major metro areas.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Located in the desirable Langdon's Quarter neighborhood, this custom-built home offers a smart layout, quality craftsmanship, and easy everyday living. A welcoming front porch w/ seating & ramp access overlooks the cul-de-sac. Inside, a bright two-story foyer greets you. To the right is a private office w/ French doors that could function as a guest room, followed by a formal dining room featuring wainscoting & a tray ceiling. To the left, the mudroom w/ custom cubbies connects to the 2-car garage & sits next to a full bath w/ shower. The back of the home is open & inviting, w/ a spacious kitchen offering granite counters, cherry cabinetry, stainless steel appliances & a large island w/ seating. A sunny breakfast area w/ sliders leads to a large stone patio and private backyard w/ mature trees. The kitchen flows into the family rm w/ a gas fireplace. Upstairs are 4 generously sized bedrms, including a primary suite w/ a large walk-in closet & full bath, plus a hall bath & convenient laundry rm. The finished LL features a large play & gathering area w/ a bathrm, ample storage & a staircase providing direct access to the garage. Addl. highlights include refinished hardwood floors, ample storage throughout & energy-efficient Carrier construction. HOA covers snow removal & landscaping. *** RECENT UPDATES include: 2025: Lenox heating system, Water heater, 2nd floor walk-in shower, washer & dryer, 2026: ECOBEE thermostates, refinished HW floors, 3 bedrooms freshly painted.
…By William Pitt Sotheby's International Realty
Welcome to Spring Path Farm! This 15+ acre gentleman's country estate is a serene and sophisticated retreat of exceptional quality. A private property with long driveway leads to a stately colonial, thoughtfully renovated and expanded, featuring 4 bedrooms, 4 1/2 baths, 7698 SF, 6 car detached garage, fabulous barn and outbuildings. Just a few wonderful features of this home include a beautiful view from every window, the deck off primary BR perfect for reading & relaxing, the back deck roomy enough for large gatherings and games and the lower level billiard and media room, great for family and friends. Enjoy the 4 stone fireplaces, gorgeous millwork, open meadows, gardens, blueberry bushes and perennials, stockade fences and meandering stone walls, ideal for equestrian pursuits, organic farming, or simply basking in the beauty of nature. The estate's main residence exudes timeless architecture, with attention to detail that harmonizes with the natural surroundings. Outbuildings, including the barn and stables include functional spaces for livestock and equipment, while the manicured gardens and grounds provide a picturesque backdrop for outdoor leisure and entertainment. This estate is a true embodiment of country sophistication, offering a lifestyle of privacy, comfort, and connection to the land. This home has been loved and meticulously cared for, waiting for the next dreamer. Invite your friends to visit. They will want to stay! It's perfect.
…By William Pitt Sotheby's International Realty
Privacy and elegance define this light-filled, 5-bedroom, 3.5- bath, plus formal office, builder's model home nestled in a sought-after Farmington neighborhood. Set on a generous almost half-acre lot and abutting protected public land, you'll enjoy the rare sense of perpetual privacy and natural surroundings. By blending architectural detail with effortless flow, the spacious layout excels for both everyday living and entertaining. The indoor space is complemented by over 600 sq. ft. of TrexTM deck and stone patio, plus mature, flowering plantings on all four sides of the house, supported by a programmable irrigation system. Upstairs, the primary suite is a true retreat featuring three walk-in closets - an exceptional and rare offering that provides unmatched storage and organization. In addition to the primary and three additional generously-sized bedrooms upstairs, this home includes a bedroom on the main level with its own ensuite bathroom, perfect for guest or family The partially finished basement adds flexible living space-perfect for a media room, gym, or play area-while still offering abundant storage. A whole house generator (2020) ensures peace-of-mind year-round. The garage includes built-in loft storage, plus features high ceilings to accommodate taller vehicles. A rare opportunity to own a private, elegantly appointed home in one of Farmington's most desirable settings!
…By William Pitt Sotheby's International Realty
Enjoy breathtaking sunsets atop Avon Mountain from this sophisticated 3,500+ sq ft modern colonial on over 4 private acres. Surrounded by stunning rock formations and natural beauty on the Avon/West Hartford line, this once-in-a-lifetime location offers the ideal balance of privacy and convenience. Construction begins early spring 2026-we're happy to walk the lot and share all the details. This thoughtfully designed home features a luxurious first-floor primary suite, three additional generously sized bedrooms, four full and one half baths, a gourmet kitchen, spectacular two story great room, upstairs loft and additional upstairs study. Quality craftsmanship shines throughout with high-end finishes, beautiful trim, and hardwood floors throughout. The sun-filled, open floor plan is perfect for modern living, and with everything brand new, you'll enjoy effortless, maintenance-free comfort. Classic New England clapboard siding adorns the exterior. The builder specializes in energy-efficient homes where no detail is overlooked. Prime location with close proximity to shopping, fine dining, award-winning schools, medical facilities, and outdoor recreation including nearby hiking and biking trails. NYC and Boston are just two hours away. Come build the dream!
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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