luxury house with terrace for sale Sharon, United States

Introducing: Blair. Sweet like sunshine, Blair sits perched on a hillside in highly desirable Lakeville. You don't even have to make it inside the front door to know this home has been deeply cared for. Greeting you in the drive is a hedge of bouncy, white-flowering viburnum. Walk down the bluestone path and the thoughtful gardening welcomes you: hydrangeas, boxwoods, peonies. The home seems to have just enough of everything. A Goldilocks of sorts, not too big, not too small, with all living space on one level. The living room features a wood burning fireplace flanked by built-in bookshelves. The blended space is large enough to accommodate a dining table for eight. The kitchen brings an air of ease and elevation, tasteful cabinets with ample storage, a propane range, and a separate bar area with a built-in wine fridge make for effortless meal prep and entertaining. The kitchen connects to a bluestone patio framed by a custom stone wall. Back inside, just off the kitchen, you'll find a half bath, laundry, mudroom, and attached garage. Blair offers a comfortable space to enjoy, just moments from the centers of Lakeville, Salisbury, and Millerton. Each with ample restaurant and shopping choices. Close to the area's beloved lakes, downhill and cross country skiing, hiking the Appalachian Trail, and private schools: Indian Mountain, Millbrook, Salisbury School, and Berkshire. Closing must be after October 15th, 2026

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.

Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects a formal dining room to an expansive family room with vaulted ceilings and a second fireplace, creating a seamless flow for entertaining. Outstanding indoor amenities include a private sauna near the kitchen and a dedicated staircase leading to a versatile upper-level study or exercise room. Another set of stairs from the main entrance leads to the second floor featuring 3 generous bedrooms and a luxurious primary ensuite retreat, complete with its own private dressing/reading room and a balcony overlooking the grounds and distant views towards the Catskills. Outside, a lovely wood deck on the main level leads to a swimming pool and a classic barn, making this secluded estate an extraordinary haven inside and out. Close to Cream Hill Lake, Mohawk Ski Area, hiking and biking trails, area private schools, farm to table restaurants, fly fishing on the Housatonic and other unique treasures in the Litchfield Hills. 2 hours to NYC.

Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite. In addition to the bedroom and bath, it includes a large living room with access to the outdoors. Upstairs, three additional bedrooms and two full baths plus a flexible extra room, ready to be transformed into an artist's studio, or a playroom.. The primary bedroom features two large walk-in closets and an en-suite bath. The property spans over nine acres. In true New England fashion, it includes meandering stone walls, and a red barn. Giving you every reason to explore. A fenced area surrounding the pool keeps all creatures, large and small, safely corralled. Located in the darling village of Cornwall. Home to Mohawk Ski Mountain, adored shops and restaurants, excellent fly fishing on the Housatonic, and the famous covered red bridge. Sage Hill is an elegant and graceful antique home, cared for deeply by her stewards of yesteryear. She now seeks her next steward in this lovely Litchfield County setting.

Western-facing sunset views over the Catskill Mountains—the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views. The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique "crow's nest." Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down. While the property feels like a completely private sanctuary, it is incredibly accessible to the best of the region. Located less than ten minutes away is the center of Millerton, New York, celebrated for its vibrant atmosphere, antique shops, local eateries, and The Moviehouse. Outdoor enthusiasts will love the immediate access to the Harlem Valley Rail Trail, offering 26 miles of paved trails from Wassaic to Hillsdale for walking, running, biking, and winter cross-country skiing. With the Metro-North train less than 20 minutes away for a seamless commute to Manhattan, and close proximity to Hudson, Northwest Connecticut, and the Southern Berkshires, this location is truly unmatched.

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!

This beautifully maintained 2-bedroom, 2.5-bath Lion's Head condominium offers comfort, style, and convenience. The inviting living room features custom shelving, a propane fireplace, and sliders opening to a private deck overlooking a peaceful wooded setting with southern exposure. The updated kitchen is equipped with stone countertops, a prep island, and high-end Bosch appliances, including a range and microwave/convection oven. A dining area with vaulted ceiling and skylight adds to the bright, airy feel. Upstairs, both bedrooms feature vaulted ceilings, including a spacious primary bedroom with ensuite bath and generous closet space. Laundry area is conveniently located on the upper level. Additional highlights include central air, engineered wood flooring, and attached one-car garage. Community amenities elevate the lifestyle with a pool and tennis court, and the central location allows for easy access to town. Recently paved roads and driveways throughout the complex reflect pride of ownership in this well-maintained and highly desirable association. Located near private schools, lakes, the Scoville Library, skiing, hiking, shops, restaurants, and Metro-North service at Wassaic.

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining.Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn.Step outside to your own private setting featuring a large deck - perfect for morning coffee or evening gatherings - and a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail - perfect for walking, biking, and enjoying the surrounding countryside.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Set on just under six acres along one of Salisbury's most scenic roads, The Bunker Hill House is a true one-of-a-kind property. A seasonal haven for accomplished artists since its construction in the late 1970s, the three-bedroom, two-bathroom home is defined by imaginative architecture and thoughtful design. Originally constructed using repurposed metal Agway barns, the home itself is an expression of creativity. At its center, a light-filled entry way connects the home's two wings. Skylights overhead fill the space with natural light, while French doors open to a private dining porch nestled among seasonal gardens. The south facing wing is split between two levels. Downstairs, a welcoming living room features a custom bow window, wall-to-wall bookshelves, and a wood-burning fireplace. Upstairs, the primary suite offers its own fireplace and an ensuite full bathroom. The northern wing centers around a bright kitchen with high ceilings, an eat-in dining area, and a window bench. Beyond, the library is one of the home's defining spaces, with custom floor-to-ceiling bookshelves lining three walls and a large picture window overlooking the front gardens. Across the hall, an octagonal bedroom opens onto a private porch, while an adjoining office leads to the home's third bedroom. Rising above it all is the octagonal viewing tower, where expansive windows frame sweeping views of the gardens, surrounding hills, and distant mountain ranges. Outside, the landscape has been carefully cultivated over decades. A fenced-in garden with raised garden beds, fruit trees, fern groves, and established perennial gardens makes the property both beautiful and functional throughout the seasons. As a final expression of the property's playful and creative spirit, a staircase climbs to the summit of "The Big Rock," revealing a new point of view- in many ways, perhaps. Offering exceptional privacy just minutes from the center of Salisbury, the property is within walking distance of the Lion's Head Trail and provides easy access to the area's celebrated lakes, dining, and shopping. Equal parts home, retreat, and creative sanctuary, The Bunker Hill House is a special home in a special part of the world. Offered As-Is.

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate "entertainment perch" for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef's kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

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.

"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor, The primary suite is a luxurious retreat with a spacious en-suite bath featuring both a soaking tub and shower. Two additional bedrooms with built ins each have their own baths, ensuring comfortable accommodations for family or guests. A family sunroom gathering room with a beamed ceiling adds to the home's functional living space. A separate hallway leads to a private guest suite complete with a large walk-in shower, a custom-designed closet, office, sitting room and it's own private entry area bathed in natural light thanks to expansive windows showcasing the stunning views. Additionally, there are (2) 1000 gal propane tanks, 2 laundries, sound system inside and out and a heated utility barn with it's own driveway. All of this, creates one of the most gorgeous estates in Litchfield County.

The Cub House Located in the coveted Twin Lakes area of Salisbury, The Cub House is all about possibility. Set on nearly six acres along a quiet gravel road, this property offers an ideal address, beautiful natural surroundings, and the chance to either improve the existing It features a functional layout with a comfortable kitchen that opens into a large living and dining room with a fireplace. The primary has an ensuite bath and the second bedroom and hall bath complete the main floor. There is also a covered porch and an open deck. The lower level has an additional semi-finished room, plus ample storage, laundry and a garage. The home offers a solid foundation for updates. Whether you're looking to modernize the existing structure, create a custom country getaway, or expand your footprint on the generous acreage, the possibilities are endless. Enjoy total seclusion surrounded by nature, while still being just minutes from lake recreation and town conveniences. Bring your contractor and your design ideas. Properties with this much land and privacy in this location do not come along often! Imagine crisp mornings on your porch, afternoons on the water, and evening walks in this coveted lake community. Dive into lake life, and never look back. Offered as-is.

The History: The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has housed many an ambitious project, and a sweet guest house nestled at the entrance of the land. The Main House: The seat of the property is a traditional colonial farmhouse, tastefully renovated and beautifully envisioned for the current era - while still respecting the home's history as it passed through a quarter of a millennium. Exquisite millwork lines every wall in the home, no less than five fireplaces are peppered throughout, and we mustn't forget the beautiful, wide-plank wood floors. On the ground floor, you'll find a large boot room with plenty of storage, a formal dining room, a cozy living room, a wallpapered powder, and the beating heart of the home - the monumental kitchen; a light-filled and dreamy space perfect for entertaining. The second floor has two large bedroom suites with a full bath each, three additional bedrooms, and another full bath. Each bedroom has a subtle but charming color palette, more extraordinary woodwork, and two of the bedrooms have fireplaces. The proportions of the rooms and the layout are well suited to a large family or those with frequent guests, with the two en suites each occupying their own corner of the house, and the three bedrooms and last bathroom in their own wing. The Grounds: Outside, the farmhouse has two 'faces' and two beautiful porches. Additionally, a large dining terrace bordered by stone walls sits conveniently off the kitchen. Strolling away from the main house, you'll find a wrought-iron greenhouse structure and a French parterre garden planted with herbs, lavender, and flowers. The Barn: The Hammertown barn, built in the early 1800s by the founding family of the property, has lived many exciting lives - from being home to elephants from the Barnum Bailey Circus in the early 1900s to its most recent iteration as the main outpost of a beloved furnishings and antiques brand. The barn's soaring beams and incredible staircase welcome you into the structure, where multiple rooms serve various purposes - including plenty of living space (the perfect place for a home theater), open, sprawling areas with soaring ceilings ideal for hosting large groups, and an abundance of utility, office, and storage space. The barn is fully serviced with electric, air conditioning and heat, and plumbing (including a bathroom). The Guest House: The two-bedroom, two-bath guest cottage was built to elegantly blend with the property's historic character and features multiple fireplaces and detailed millwork. The double-height great room's arched window floods the house with warm light, and French doors lead to the cottage's sweet outdoor terrace. The Surroundings Hammertown is just minutes from Pine Plains, less than fifteen minutes from Millerton and the Connecticut border, and two hours from New York City. The area is defined by some of the most beautiful country landscapes in the region, and is full of hiking trails, thriving local farms, and wonderful small towns and communities. As a marvelously well-serviced compound, Hammertown has incredible potential for those who also wish to explore live-work opportunities, having been home to multiple tasteful commercial ventures and events over the past several decades.

Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while remaining close to everything Kent has to offer. A spacious deck welcomes you into a bright, open-concept main level featuring generous living and dining areas, ideal for entertaining or relaxing. Upstairs you'll find a large primary bedroom and two additional bedrooms, all served by a full bathroom. Whether you're searching for a full-time residence, a weekend getaway, or an investment property, this home offers endless possibilities to make it your own. Major improvements provide peace of mind, including a year old roof, new windows, well, and septic system. Enjoy the convenience of walking to Kent's charming shops, restaurants, Kent Center School, and the renowned Kent School. Metro-North train service to New York City is just minutes away making this an ideal country retreat with easy access to the city. Don't miss this opportunity to own a home in one of Litchfield County's most sought-after communities.

This 4-Acre retreat is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. This exceptional property offers a rare blend of serene privacy, natural beauty, and limitless potential. The land sweeps gently into surrounding mature woodlands, creating a breathtaking backdrop of classic New England nature. Since its acquisition in 2021, the current homeowners have meticulously updated and enhanced every aspect of the home, bringing modern comfort and thoughtful improvements -for seamless, worry-free living. Inside, the home exudes warmth and sophistication: A spacious gourmet eat-in kitchen designed for both everyday meals and entertaining, featuring high-end appliances, ample cabinetry, and a welcoming coffee bar. Adjoining the kitchen is a sun room, which creates an airy indoor-outdoor flow. A large living room with generous proportions, ideal for family relaxation or hosting. Five well-appointed bedrooms, providing ample space for family, guests, or multi-generational living. Two distinct office spaces, offering flexibility for remote work, creative pursuits, or a dedicated study/library. The acreage offers endless opportunities for landscaping creativity: envision a custom home site with sweeping views, expanded gardens, a pool oasis, and a guest cottage-all while maintaining the peaceful, wooded seclusion that defines the area. Classic stone walls divide the grounds into inviting outdoor sitting and entertaining areas, with endless potential for custom landscaping, gardens, or expansions. Just 12 miles from the slopes of Mohawk Mountain Ski Resort, this location delivers easy access to winter skiing, hiking, and year-round outdoor adventures, making it an ideal spot for seasonal getaways or a full-time haven. Warren's proximity to Lake Waramaug and access to Warren town beach, fine dining, antiques, and cultural attractions adds even more appeal. Versatile and turnkey, this property suits a variety of needs: a private primary residence with room to grow, a luxurious seasonal retreat, or a substantial rental investment in one of Litchfield County's most sought-after towns. Priced at $1,025,000, this is a rare combination of updated luxury, natural beauty, and future potential.

Welcome to 68 Paxton Court, a stunning new construction completed in 2025 and privately set on a quiet cul-de-sac in the sought-after Woodridge Lake community. This modern farmhouse combines contemporary design with timeless New England charm, offering 3,350 sq ft, 5 bedrooms, and 4 full baths. Step inside to soaring ceilings, wide-plank hardwood floors, and oversized windows that fill the home with natural light. The open-concept main level is designed for both everyday living and entertaining, centered around a chef's kitchen with a large working island, custom cabinetry, and premium finishes. The kitchen flows effortlessly into the spacious dining and living areas. The private primary suite offers a spa-inspired bath and walk-in closet, while four additional bedrooms provide generous space for family and guests. The flexible lower level can easily be transformed into a media lounge, gym, office, or playroom. A three-car garage and efficient new systems add convenience and comfort. Life at Woodridge Lake is about more than just the home-it's a lifestyle. Residents enjoy a lakefront clubhouse, marina, four sandy beaches, heated pool, tennis and pickleball courts, fitness center, and year-round community events. Just minutes from Litchfield's shops and restaurants, Mohawk Mountain skiing, hiking, and the Berkshires, 68 Paxton Court offers the perfect blend of modern design, comfort, and recreation in the heart of Litchfield County.

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long views; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.

Step back in time and bring your vision to this classic 1870s Colonial, featuring original details throughout, perfectly situated on a lovely one + acre lot on a quiet country road. Flanked by mature pines and Flowering Hibiscus. The property offers a serene setting while being conveniently located near the charming village of Millbrook, NY. A unique opportunity for those looking to restore a piece of history and create a dream home in an unbeatable location. The main residence features three bedrooms and 1.5 baths, providing a solid foundation for renovation and modernization. Whether you're looking to preserve original character or modernize the layout, the bones of this home offer endless possibilities. In addition to the main residence, there is a guest house with two separate living areas and a garage/workshop space. Each living area has 2 bedrooms and a full bath. Perfect for extended family or a home office, this additional space adds significant value and flexibility. Set in a coveted location that combines privacy with accessibility, this property is ready for its next chapter. Bring your contractor and your creative ideas this house is just waiting to be restored to her formal glory! Close to multiple sporting clubs, like Orvis Sandanona, Mashomack Polo and Tamarack preserve. 90 Minutes to NYC. and 15 minutes to Wassaic train station.

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.

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.

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!

Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry, granite tile accents, and elegant granite countertops throughout. The spacious kitchen is equipped with a commercial- grade gas stove, perfect for cooking enthusiasts. Enjoy peace of mind with a fully waterproofed basement. Step outside to a spacious covered patio overlooking the beautifully backyard, creating the perfect setting for outdoor dining, relaxation and entertaining while enjoying the peaceful surroundings. Furniture available to purchase!