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Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.
…By William Pitt Sotheby's International Realty
Presenting a rare and wonderful opportunity to own two utterly charming antique cottages-each featuring 2 bedrooms and 1 bath, and situated on its own separately deeded parcel. This unique setup offers tremendous flexibility to offset your living costs: live in one while renting the other, maximize your income by renting both, or keep one and sell the other. Significant capital improvements have been made over the last few years, including a new shared drilled well, extensive tree clearing, a new septic system for one cottage and structural work where needed. There are new kitchens and updated bathrooms. Both homes are filled with historic character, boasting cozy wood-burning fireplaces and airy cathedral ceilings. Located in the heart of the Lime Rock section of Salisbury, the Airbnb, VRBO, and long-term rental potential here is exceptional. You are close to the historic Lime Rock Park racetrack, three prestigious area private schools, and endless year-round cultural and outdoor activities.
…By William Pitt Sotheby's International Realty
Nature Lover's Paradise in Washington close to Rumsey Hall Tucked away on one of Washington's most scenic, town-maintained dirt roads, this charming three-bedroom, two-and-a-half-bath Cape Cod home offers the ultimate retreat for those seeking peace, privacy, and an unparalleled connection to nature. Abutting the pristine wilderness of Steep Rock Preserve, this property is a true sanctuary, with the Shepaug River nearby, creating a peaceful soundtrack for daily life. Inside, the home is designed for easy, comfortable living with a layout that effortlessly balances warmth and sophistication. The inviting living room features a classic fireplace, perfect for gathering with close friends on crisp New England evenings. For quieter moments, the dedicated library offers a cozy haven where you can sink into a sofa surrounded by floor-to-ceiling built-in bookcases. The seamless flow of the main level makes both daily living and hosting guests an absolute pleasure. The exterior of the property is beautifully landscaped with perennial gardens, rewarding you with vibrant blooms and sweet fragrances all summer long. Step out onto the spacious deck to dine by candlelight under a canopy of stars, or simply enjoy your morning coffee while overlooking the quiet, wooded surroundings. With the Shepaug River just across the road, sounds of the river through an open window create a magical place to come home to.
…By William Pitt Sotheby's International Realty
Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete with an eat-in kitchen, a spacious living room centered around a classic wood-burning fireplace, and a versatile sunroom perfect for your home office or den. The 1.28-acre lot is a wide-open, level canvas just waiting for your landscaping vision (and maybe that pool you've always wanted!). With an unbeatable location steps away from the Sharon Farm Market, town lake, and local favorites like J. P. Giffords and Le Gamin restaurant, this is the fresh start you've been looking for. Don't wait-come see this Litchfield County treasure today!
…By William Pitt Sotheby's International Realty
Magazine-ready and meticulously maintained, this exceptional home is privately nestled on 1.81 acres of serene, natural beauty. Filled with natural light from oversized windows and soaring ceilings, the thoughtfully designed interior showcases timeless finishes, rich hardwood floors, and inviting living spaces anchored by two fireplaces. Offering four bedroom and 3.5 baths, the home also features a private walk-out lower-level suite with its own entrance an outdoor living area - ideal for multigenerational living, guests, a teenager, or income-producing Airbnb potential. A rare combination of privacy, versatility and timeless appeal.
…By Sotheby's International Realty - Greenwich Brokerage
Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. The primary suite occupies a private wing of the main level. A stone-and-gunite pool and pool house with full kitchen, plus two stone barns, complete the grounds, which also include hiking trails, open meadows, and a pond. The offering includes five additional unencumbered parcels in Connecticut and further unrestricted acreage across the state line in New York, a significant and rare landholding that opens the door to a multi-generational compound, a conservation legacy, or possible future development. Few properties in the region combine this scale of craftsmanship, privacy, and flexibility in a single offering.
…By William Pitt Sotheby's International Realty
Tucked on a hilltop in sought-after South Kent, this handsome Colonial offers the kind of privacy and view that rarely comes to market - 14+ acres of quiet woodland framing breathtaking sunset vistas over the Litchfield Hills. Inside, chic interiors balance classic New England character with a modern sensibility. The heart of the home is a true chef's kitchen with soapstone counters, an oversized island with seating, and a butler's pantry for effortless entertaining. It flows naturally into a glass-walled dining room, which in turn opens onto a bluestone patio and outdoor grill station, where the long mountain views take center stage. Both a cozy den and a living room anchored by a fireplace spill out to a screened porch, blurring the line between indoors and out. Upstairs, a serene primary suite is joined by two additional ensuite bedrooms, while the finished lower level adds a fourth ensuite bedroom, laundry room creating flexible space for family and friends, plus a two car garage. Rounding out the property is a handsome detached barn with four stalls, ready to become a party barn, studio, or return to its equestrian roots. A rare offering of privacy, view, and turnkey living in one of Litchfield County's most desirable areas.
…By William Pitt Sotheby's International Realty
A welcoming front porch is the perfect 'rocking chair' spot...to take a breath of fresh air and gaze out over the serene, protected pasture stretching across the road. With freshly painted spaces, this classic farmhouse seamlessly blends New England charm with modern comfort, offering incredible value in the heart of Kent. Inside, newly refinished hardwood floors gleam under natural light, welcoming you into an expansive open-concept living space where kitchen, dining, and cozy moments flow naturally together around a magnificent fieldstone fireplace. The adjacent formal dining room and living room offer additional entertaining spaces. The story of relaxation continues upstairs in the impressive primary suite, defined by a vaulted ceiling which creates a bright, airy sanctuary. Here, you'll find a spacious walk-in closet and an en-suite bath designed for unwinding, complete with a soothing Jacuzzi tub and separate stall shower. Two guest bedrooms and a full bath complete this level. Down below, a finished lower level with glowing light and elegant French doors offers flexible space for a home office, media room or guest lounge that leads right out to the yard. Equipped with a high-ceilinged, attached two-car garage offering plenty of extra storage or workshop potential, the property's true magic extends far beyond its walls. With thirty acres of open space directly abutting the rear of the property, you'll enjoy total privacy and endless natural views all just minutes from Kent's vibrant village center, local dining, art galleries, skiing at Mohawk Mountain, scenic hiking trails, and the Housatonic River. Experience the best of Litchfield County living, less than 2 hours from Manhattan!
…By William Pitt Sotheby's International Realty
This newly constructed 4 bedroom 3.5 bath modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled with seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude, there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting, huge deck & a delightful entertainment room with walk-out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace & a ton of ambiance. Paneled walls & a gas fireplace in the 1st flr bedroom/library add a level of comfort & warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony & absorb the feeling of en plein air. Private & public schools, train, medical facilities, riding trails, shopping, all within minutes. Enjoy hiking and biking trails, kayak, play, fish in our many lakes, rivers & streams. Rich in culture, our beautiful Litchfield Hills, Berkshires & the Hudson Valley have ample farm markets, country fairs & restaurants serving farm-to-table fare...just some of the perks. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively
…By William Pitt Sotheby's International Realty
Welcome to Lot 8 Willow Brook Drive! If your dream has been to build your custom home on a picturesque canvas of classic New England countryside, this property is ready to bring your vision to life. Offering 10 sprawling acres of peaceful, former cattle pasture, Lot 8 provides a gentle, easy-to-build landscape framed by open meadows and surrounding natural woodland. The lot benefits from lovely western exposure, capturing warm afternoon light and golden evening sunsets across the fields. Tucked on the land is the existing foundation of an old barn, offering a solid base with potential to be reutilized in your future building plans. This approved building lot is ready to develop with easy, clear meadows for your architectural vision. Underground power and utilities run right along Willow Brook Drive, and a survey/feasibility map with original percolation and soil data is available upon request. Bring your builder and let your imagination run wild on this magical Roxbury acreage!
…By William Pitt Sotheby's International Realty
First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar seating, opening to a sitting area that flows into a sunroom and out to a bluestone patio framing the view. A formal dining room with vaulted ceiling opens to the living room, anchored by a fireplace. A main level bedroom with private bath completes this floor. Upstairs, the primary suite features a vaulted ceiling opening onto a sleeping porch, with a private bath of its own. Two more bedrooms share a full bath on this level. The home was also expanded to include an ~800 sq ft separate guest apartment, currently used as an expansive home office. This area would make a wonderful guest space, with the two existing offices easily converted into two additional bedrooms. The space already includes a living room, dining area, kitchenette, and full bath. The lower level of the main house has been finished to include a media room and laundry, and the original two-car garage is now finished storage space, easily converted back if needed. A rare find in a sought-after location, just two hours from NYC.
…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
Picture starting your morning watching the sun rise over the water and ending your day with peaceful river views from almost every room in your home. Set on 2 acres along the majestic Housatonic river near Cornwall Bridge, 16 River Road has been completely transformed by a major renovation in 2024 into a modern waterfront sanctuary, while keeping its timeless antique character intact. Inside, refinished hardwood floors and classic antique detailing lead you to the open living and dining area, where a wood-burning fireplace creates a warm, cozy atmosphere. Large, new windows frame direct views of the river, pulling the beauty of the outdoors inside. For a closer look at the water, step out to the screened-in porch with its beautiful stone floor-an ideal setting for your morning coffee or evening wine. The brand-new chef's kitchen is a design masterpiece, combining custom cabinetry, quartz countertops, a bespoke stone backsplash, and a farmhouse sink. Equipped with a full suite of 2024 stainless-steel Frigidaire appliances (fridge-freezer, dishwasher, electric range, microwave, and hood), the kitchen also boasts a built-in wine fridge and a dedicated coffee station. Upgraded electrical systems with recessed lighting and dimmers allow you to set the perfect mood throughout. The main-level primary suite is your private oasis, complete with direct river views and an ensuite bath that rivals any spa. Indulge in the clawfoot tub, wash away the day in the massive walk-in shower, or get ready at the built-in dressing table and double vanities. Two upstairs bedrooms also feature direct river views, offering beautiful, scenic spaces for family or guests. A second full bath on this level has been given the full 'country chic' look. Convenient main-level laundry with a washer and dryer makes daily living effortless. Located in bucolic Sharon, Connecticut, just moments from the historic Cornwall Bridge and with all the classic country pursuits on your doorstep, including skiing at Mohawk Mountain just a 7 min drive away. This meticulously updated home seamlessly marries classic Litchfield County character with high-end modern conveniences, offering a truly unique turn-key waterfront lifestyle.
…By William Pitt Sotheby's International Realty
Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. An EV charger completes this home. Classic charm meets modern living in this tranquil escape.
…By William Pitt Sotheby's International Realty
Set back on a private 4.48-acre interior lot in a magnificent subdivision in New Milford, this updated Farmhouse Colonial features 6 bedrooms, 3 full baths, and 2 half baths across multiple expansive levels with an in-law apartment. The front porch opens into a bright entrance foyer with tile floors that extend into the elegant formal living and dining spaces, highlighted by classic crown molding and chair rail accents. The open-concept eat-in kitchen features custom maple cabinetry, granite countertops, tiled flooring, stainless steel appliances, and a dedicated pantry. The adjacent dining area leads directly into an expanded, stunning, sun-drenched sunroom featuring Bruce hardwood floors, double lighted ceiling fans, and a corner wall of windows with sliding glass doors leading to the deck, pool, and backyard area. Nearby, the family room offers wide-plank hardwood flooring, a ceiling fan, and a functional wood-burning stove. The main level is completed by a half bath and a decorated laundry room with built-in cabinets. A white spindle staircase leads to the upper level, which hosts five bedrooms and two full bathrooms, linked by a hardwood hallway. The primary bedroom suite includes lush carpet flooring, a separate dressing room with double closets, and an oversized primary bath featuring a jetted tub set beneath a palladium window and tray ceiling, a custom tiled walk-in shower, and custom cherry cabinetry. A secondary bedroom suite features a walk-in closet, stunning pool views, and a private half bath. Three additional bedrooms feature laminate flooring and are served by a central full bathroom on the upper level. The walk-out lower level boasts a private in-law apartment complete with its own dedicated exterior entrance, a private lower deck, and an interior staircase connecting to the main home. This separate living unit includes a kitchenette, dining and living area, full bathroom, double closets, and a legal bedroom with dual entry points. Outdoor living features a double-level deck overlooking a sprawling backyard with a fenced-in, newly surfaced Gunite in-ground pool equipped with a pool house, covered pool bar surrounded by stone patio pavers. Additional features include a built-in stone fire pit, a storage shed, and stone retaining walls bordering established gardens. 2-car attached garage on the main residence, alongside a 2-car detached workshop garage equipped with an air compressor, built-in workbenches, and overhead storage. The home includes a brand-new roof on both the main house and garage, a new central air conditioning system, generator-ready, and a full attic for extra storage.
…By William Pitt Sotheby's International Realty
Beyond stone entry gates, a long driveway leads to this 1958 midcentury home, set well back from the road on 7.11 acres in Bridgewater. Six fireplaces, exposed-beam ceilings, expansive windows and open living areas connect the interiors to long western views. The open-plan kitchen features a substantial soapstone preparation island with abundant storage, a full-size Viking refrigerator/freezer and a six-burner range with grill and plancha. A fireplace and adjoining breakfast area make it the natural center of the house. A separate dining room with fireplace and a light-filled living room with a built-in bar provide space for larger occasions. The main-level primary suite includes an office and walk-in closet. Its bath pairs two vanities with a large walk-in shower and a clawfoot tub positioned to take in the view. At pool level, additional bedrooms, a kitchenette, laundry, a den and sitting rooms provide flexibility for guests and relaxation. Outside, the heated swimming pool, stone terraces, covered seating and outdoor dining areas open onto broad lawns and flowering gardens. Apple, pear, plumb and peach trees mingle with mature willows, and stone walls define the grounds. The pond freezes into a skating rink in winter; in summer, the willows along its bank are the place to sit and listen to the frogs. A horse barn with water and electricity offers stabling, loft space, storage and a workshop, with a riding ring nearby. A three-car garage completes the outbuildings. From the kitchen fireplace to the poolside terraces, the home offers places to gather and watch remarkable western sunsets. Recent updates include: New Kitchen Renovation. Whole house painted New AC compressor Viking Fridge freezer Patio Bluestone Extensive drainage system Stonewalls Pool Heater Metal Roof 2015
…By William Pitt Sotheby's International Realty
Something very special awaits! This well kept contemporary home is privately set in a park-like 8 acre setting surrounded by woods, a meadow and low maintenance plantings. You enter through a lovely mudroom, stepping into the modern kitchen with a pantry and laundry and access to a pergola covered patio, or the living room with its vaulted ceiling and fireplace with dramatic floor-to-ceiling stonework. The house is bathed in light, having direct western exposure off the rear deck accessible from the living room and kitchen. Enter a window lined hall to access the main floor Primary Suite, a luxurious and light filled ensuite 19'x24' retreat added as an addition in 2013, complete with walk in closet, a private deck overlooking your own meadow and a dreamy primary bath. From the living room step out to the level patio and your gunite pool. Or go upstairs to the two upper levels. Level two has a full bath, a bedroom and another room currently set up as a den with its own private deck and fireplace that could easily become a bedroom. There's another bedroom ensuite with a private deck on the third level. There are two septics, one serving the original part of the house and one serving the addition. The oversized detached garage can house four cars. There is also a pond on the property near the driveway and the garage. There is a spectacular western view beyond the trees; bring your arborist to open it up! 18 minutes to the Metro North train, close to Kent, New Milford, Washington and all that Litchfield County has to offer - Great restaurants, galleries, hiking and arts.
…By William Pitt Sotheby's International Realty
Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range, through a generous dining area and into a living room anchored by a fieldstone fireplace. Step outside and relax or entertain on a back deck overlooking the lawn and surrounding forest. A powder room and laundry complete the level. Upstairs, a comfortable sitting area with a second fireplace connects two well-proportioned bedrooms sharing a full bath. The primary suite is a proper retreat: a handsome built-out office, a spa bath with soaking tub, and a walk-in closet done right. Outside, a classic red barn with metal roof adds character and utility. The Litchfield Hills at their best: two hours from Manhattan, with Kent's village life, Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain all within easy reach.
…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
Welcome to Hawksview, an extraordinary private sanctuary nestled amongst the trees with a warm and woodsy feel. Located on a private country road in the prestigious estate section of Kent, this stunning retreat offers low taxes with 26.7 acres of land in forestry (Forestry 490). Prepare to be captivated by amazing views from almost every angle of this home, which features soaring ceilings throughout. The interior boasts a chef's kitchen with granite countertops and gorgeous skylights with an adjacent dining area that feels like a greenhouse. The cozy, yet versatile layout, includes a primary suite with vaulted ceilings, a dressing room, deck access, and an ensuite bathroom with a steam shower and Jacuzzi tub. The living room beckons for gatherings around the wood burning stove and generous windows lend all season distant views of The Appalachian Trail, Macedonia State Park, and St. John's Rock Ledges. Outside, the wraparound deck invites you to entertain and follow the sun. With a lower level workshop and 2 car garage, one can enjoy fun projects right at home. An outdoor enthusiast's paradise, the property features private trails that lead directly to Cobble Brook Vista conservancy trails. Enjoy the ultimate private mountain retreat just 4 minutes to the center of Kent and 6 minutes to Kent Falls. This exceptional location is also just 20 minutes to Mohawk Ski Area (and a short drive to other nearby ski areas) and 20 minutes to Wassaic Station for easy train service to NYC Upstairs landing boasts a beautiful and bright work/office space. Loft/Den doubles as a 3rd bedroom.
…By William Pitt Sotheby's International Realty
Introducing: Penelope. This home unlocks a new tier of Lakeville living. Set in one of the town's most coveted, close to everything neighborhoods, it places the lake, town parades, bike path, and local dining right at your fingertips. The location is almost secondary to the house itself: this might just be the best-maintained home we've ever seen, with no detail too small to be thoughtfully reimagined. Inside, natural light floods the oversized living room, framing garden views where you can lounge on the couch and watch hummingbirds flit between flowers. The adjacent dining room provides a flexible space, accommodating a boisterous dinner parties just as easily as tea for two. In the kitchen, fresh paint, updated appliances, and pearl hexagon backsplash offer ample workspace for your resident chef. If your chef has unexpectedly retired, dinner at Fern or White Hart are just moments away. Updated floors and fresh paint enhance the main floor, anchored by a primary suite featuring generous closets. Attached is an elegantly designed bath with charming black and white penny tile. Two additional main floor bedrooms and full bath easily give you flexibility as guest quarters or a quiet home office. Downstairs is where you will likely gasp, There's more? Positioned right off a heated two-car garage that makes cold New England mornings officially a thing of the past, the laundry room is so cheery you'll actually volunteer for an extra load. A second living room with a wood burning fireplace creates an ideal hideaway, paired with a fourth bedroom and half bath that gives guests-or an ornery teenager-their own private floor with access to the backyard. The real surprise lies in the oversized gym area, lined with rubber floor mats and wall-to-wall mirrors. You don't even need a workout program for friends and family to officially label you a gym rat; when they see this space, they will just assume you have gone deep on the Peloton leaderboard and look for your Aura Ring to confirm their speculations. Outside, the grounds make the interior look like warmup material. A custom pergola frames a generous stone fireplace for outdoor entertaining. Thoughtful and stunning perennial gardens placed around the house. A secondary patio features a giant iron cauldron firepit-perfect for gathering friends on crisp autumn nights or convincing the neighborhood kids you've joined a coven. Convenient to Hotchkiss, Berkshire, IMS, Millbrook, the Appalachian Trail, and the local lakes, this is Lakeville living at its absolute peak.
…By William Pitt Sotheby's International Realty
Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive. with established flowering gardens, mature trees and plantings throughout the level yard. Currently used as a flower farm, the property offers plenty of opportunity for gardening and agricultural pursuits, with potential for horses as well. Several outdoor areas provide inviting spots for dining or enjoying the peaceful surroundings. An outdoor shower blends naturally into the landscape and complements the relaxed country lifestyle. A separate workshop with electric, water and its own front porch is ideal for hobbies, projects or studio use. The detached three-car garage/barn includes a large unfinished loft with further possibilities. Lovingly cared for over the years, recent improvements include exterior paint-house and barn, new boiler-2021 and a new asphalt shingle roof on house-2024. A truly wonderful home in a private country setting.
…By William Pitt Sotheby's International Realty
Nestled on a quiet cul-de-sac just moments from the historic Litchfield Green, this classic 1.19 acre Cape Cod offers a perfect blend of comfort and convenience. Step inside to discover a home defined by its thoughtful layout and bright, inviting spaces. The spacious, chef-inspired kitchen is a standout, featuring premium quartz countertops, skylights and a Sub-Zero refrigerator. The main floor boasts gleaming hardwood floors throughout, leading you into a sun-drenched living room anchored by a cozy wood-burning fireplace. For formal gatherings, enjoy the elegance of the freshly painted dining room or retreat to the cozy den-also featuring a fireplace - perfect for a quiet evening. The main floor offers excellent flexibility with a private home office and a convenient primary bedroom suite with a full bath. A true highlight of this home is the indoor pool, accented by sliding glass doors that seamlessly connect to the outdoors, allowing for year-round enjoyment. Upstairs, you'll find two generously sized guest bedrooms and a full bath. Additional features include an attached two-car garage with direct kitchen access, a paved driveway and a beautifully landscaped yard complete with a garden shed. Ideally positioned to enjoy all that Litchfield has to offer including fine dining, local shopping, the farmer's market, golfing, hiking trails and horseback riding. A wonderful opportunity to own a charming, well-appointed retreat.
…By William Pitt Sotheby's International Realty
SEASONAL VIEWS! Perched along a quiet country road and completely surrounded by the beauty of nature, this beautifully updated 2-bedroom, 1-bathroom home offers the perfect blend of modern luxury and peaceful rural living. Whether you are looking for a full-time sanctuary or a weekend getaway, this property delivers wide-open spaces and total serenity-all just minutes from town. The heart of the home features premium stainless steel appliances, sleek countertops, custom cabinetry, and a thoughtful layout designed for effortless entertaining and cooking. Step into a bright, airy living space framed by views of the surrounding landscape. The home boasts an inviting flow, highlighted by the stunning new kitchen that opens up to the main living areas. Both bedrooms offer cozy, peaceful retreats at the end of the day, accompanied by a well-appointed full bathroom. The detached 2-Car Garage with loft to Keep your vehicles protected from the elements, and utilize the expansive loft space above as a home office, artist studio, gym, or extra storage. Step outside onto your brand new, private deck. It's the ultimate spot for morning coffee, evening stargazing, or hosting summer barbecues against a backdrop of mature trees and wildlife. Outside, the acreage provides plenty of room to garden, play, or simply soak in the unobstructed views of the great outdoors. Schedule your private tour today and experience country living at its absolute finest.
…By William Pitt Sotheby's International Realty
Set on 2.8 acres overlooking Hall Meadow Brook, this 4-bedroom, 3-bathroom home offers exceptional single-level living with plenty of room to grow in a desirable Litchfield County setting. The open-concept living area features a wood-burning stove and a sunny bay window, creating a warm and inviting gathering space. The spacious dining area flows seamlessly into the kitchen and provides direct access to the patio, making indoor-outdoor entertaining effortless. The tastefully remodeled kitchen is equipped with stainless steel appliances, generous counter space, and abundant storage. The primary suite includes a walk-in closet and an updated bathroom featuring a jacuzzi-style tub and oversized shower. Three additional bedrooms and a full bathroom complete the main level. Downstairs, the partially finished basement offers flexible living space ideal for a cozy den, recreation room, home office, or gym, along with an adjoining full bathroom. A detached two-car garage with a finished attic provides even more potential for expansion, hobbies, or workspace. Outside, the back patio, complete with a dining area and hot tub, is perfectly suited for year-round entertaining. The covered front porch overlooks the open lawn and Hall Meadow Brook as it meanders through the property. Move-in ready yet offering ample opportunity to personalize and expand, this Norfolk property combines comfort, versatility, and the charm of Litchfield County living.
…By William Pitt Sotheby's International Realty
Discover the timeless appeal of this beautifully updated mid-century contemporary residence nestled in a peaceful, sought-after Litchfield Hills neighborhood. Spanning over 2,400 square feet, this home emphasizes clean lines, abundant natural light, and a seamless indoor-outdoor flow. The main level features an inviting open floor plan where the living room and dining area transition effortlessly into an updated kitchen. The architectural heart of the home is a dramatic, sun-drenched family room-the perfect setting for modern living and entertaining. Experience true relaxation on your private deck or within the expansive screened-in porch, designed to blend your interior space with the tranquil surroundings. The main floor offers effortless convenience with a generous primary suite boasting a private oversized bath, alongside two additional bedrooms-one of which serves as an ideal home office. Ascend to the second floor to find a stunning, expansive loft overlooking the living area; this versatile space is an inspiring canvas for a studio, media room, or creative retreat. The finished lower level adds practicality with a spacious mudroom, dedicated exercise room, laundry, and an oversized two-car garage. Experience this rare blend of mid-century character and modern functionality in Litchfield.
…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
Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been cherished both as a luxurious private residence and as a welcoming bed and breakfast. Today, it stands ready for its next chapter, offering multiple rooms across the premises and an incredible canvas for the next owner to bring their own vision and elevate it to its next level of brilliance. Location is everything. Situated right in the heart of the vibrant Kent Village center, this property offers unmatched walkability. Step outside your door and immerse yourself in the town's renowned culture-just a short stroll to world-class art galleries, gourmet restaurants, boutique shopping, local museums, and premier antiquing. Whether you envision a spectacular, expansive private compound, a boutique hospitality venture, or an elegant live-work space, the possibilities here are as vast as the home's rich history. Don't miss the rare opportunity to own a true piece of Kent heritage and define its next great era. Schedule your private showing today. Please note that slow moving Housatonic train service track is directly behind property. Field card reads reads 4 bedrooms 2.5 baths. Home has 7 bedrooms and 5.5 baths. Tenants in place 24 hours notice required
…By William Pitt Sotheby's International Realty
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