luxury house with terrace for sale Millerton, United States

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.

Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This is unquestionably the perfect entertainment perch which captures the beautiful long views of the valley and hillsides. Fabulous open floor plan inside, with vaulted ceilings in living room with stone fireplace, large dining area, and light and bright gourmet eat-in kitchen with high-end appliances. Primary bedroom also has vaulted ceilings, stone fireplace, and large walk-in closet leading to primary bath. Study off of Primary Bedroom. Second bedroom on main level has been recently reconfigured. Another great entertaining space is located downstairs including a large area perfect for games, exercise or media room with kitchenette. A THIRD bedroom was recently created near a recently renovated full bath. 3 car heated garage with massive storage space upstairs. 45KW generator. For the horse enthusiast, the property also includes a hay barn, paddock, 4 stall horse barn & tack room, equipment sheds and arena. Great riding trails abound. This exceptional property is move-in ready and utterly magical.

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.

Smith Hill Farm, set on over 112 acres, and surrounded by conserved land in Ancramdale is tucked away at the end of a peaceful country road with expansive views of the Taconic Range. This 19th century farmhouse, the home for two artists for over 50 years, is in a quiet and idyllic location with three ponds, a guest cottage and a massive, heated barn with numerous workspaces. The three bedroom, three full bath house has a primary bedroom on the first floor with a bath ensuite. Beautiful wood and Mexican tiled floors are throughout the house. The living room has a vaulted ceiling, an impressive wood burning fireplace and lovely views of the swimming pond. French doors open to a sunroom off the living room and on the other side, the kitchen has a convenient spot for casual dining, lined with vintage cabinetry and glass doors to the outdoor deck. The large dining room with custom bookcases and cabinetry, opens to a 480 square foot screened porch that overlooks a pond and has ample space for all day relaxing and dining. A convenient second full bath on the first floor has the laundry. Upstairs is a large family room, an office and a second bedroom with a large ensuite spa bathroom with a soaking tub, bidet, Mexican tiled shower, double vanities, Shaker style built in cabinetry and a sauna. The third bedroom has a second means of access with a staircase from the kitchen. Outside is a short walk to the barn with 3,000 square feet of heated workspace, gallery space, numerous offices, finished storage space, a racquet ball court, workshop and a full bath. The property also has a four bay carport, an additional three bay shed, a barn that once was the home for donkeys and a tennis court in need of repair. There is an automatic house generator in the event of power outages. Conservation easements are on the property. The guest cottage has been rented for many years and provides income but can be conveyed vacant. A spectacular country location but within walking distance to the Farmer's Wife Cafe for wonderful farm to table food. An area rich with farms, bucolic views and outdoor hiking. A short drive to Millerton, Pine Plains or Hudson and just across the border from Litchfield County and the Berkshires. Easy access to Metro North or Amtrak and less than a two hour drive from NYC. The Smith Hill Farm is a special and unique property with many creative opportunities and options for the next owners.

The best of both worlds: close enough to town for local shops and restaurants in moments, yet set high on Lincoln City Road with long views toward the distant Taconic Range. This darling neighborhood is steeped in local history. Lincoln City Road earned its name during the 1860 Lincoln Presidential Election, adding another layer of character to an already special setting. From the outside, Willa is a classic New England Colonial with charm and curb appeal in equal measure. Step inside, though, and the home takes on a more contemporary feel, with light-filled spaces and an easy, welcoming flow. At the heart of the home is the dining room, complete with gleaming hardwood floors, a wood-burning fireplace, and a wall of glass opening to the outdoors. Natural light pours in from every direction. The open dining area flows into an efficient kitchen with ample cabinetry, an electric cooktop, and wall oven, making it easy to entertain while staying part of the gathering. The oversized living room is made for board-game nights, watching the game, or simply settling in. A whitewashed chimney adds texture and character, while direct access to the deck extends the living space outdoors. The first-floor primary suite offers a private retreat, with a recently renovated bath featuring a double vanity, large tiled shower, and striking stone slabs. The walk-in closet is generously sized, with ample hanging space and custom built-in shelving. The first level also includes a flexible bonus room for an office or playroom, a renovated half bath, and an attached two-car garage. Above the garage, an unfinished second floor offers valuable storage or future potential. Upstairs, two additional generously sized bedrooms share a renovated full bath with a soaking tub and shower. Outside, the expansive lawn offers room for relaxing, gardening, and lawn games. Classic landscaping, including stone walls, hydrangeas, and peonies, frames the home beautifully. A large deck overlooks the rolling lawn and distant hills, creating an inviting setting for dinner and drinks with friends and family. Nearby, several renowned boarding schools include Hotchkiss, Indian Mountain School, Millbrook, and Salisbury. Salisbury is a year-round playground, with hiking along the Appalachian Trail, skiing at local hills, and swimming in nearby lakes. It is also home to the Salisbury Ski Jump, a beloved local treasure and winter activity.

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.

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home's timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

Uniquely beautiful doesn't do justice to this newly constructed home designed by Homewrights Development. It is in the midst of the final touches and ready for occupancy in the spring of 2027. On a 16-acre property accessed from a low-traffic road, the winding driveway bordered by white pines and fields ends on a modest plateau. Hayfields and trees play a large role in this setting. The property is contiguous with a 150-acre farm which provides the rolling hills, and Homewrights used the services of a renowned landscape designer to anchor the home and pool with a selection of elms, oaks, maples, and ornamental grasses, all thoughtfully situated. On a practical level, there is a 14-zone irrigation system to keep everything nicely cared for.This designer has also laid out a stone path to be installed, leading to the front door. The two-story home faces east to the Berkshires, south to the neighbor's hayfields; while the western elevation has a stone wall enclosed barbecue and a planned dining patio. The northeastern view is what truly takes the prize, with a 500 square foot bluestone paver loggia and post and beam construction by local Amish carpenters, it defines the term bucolic. Reminiscent of medieval monastic cloisters, it is perfect for solitary musings, but could just as well be the sight of joyful communal gatherings. Out of sight, through a mini-copse of maples is the path to the 70 x17' heated, saltwater, Gunite pool with electric cover, and cabana.The eastern elevation has an intimate covered porch, opening onto the main room through double doors of antique heart pine. An 'official' front door some twenty feet along the same plane leads into the foyer of the home. This 200 square-foot space sets the tone for spaciousness throughout the building. A radiant heated, natural cleft quartzite floor flows from there to a pair of ground floor bedrooms, connected by a full bathroom.A utility room in the other direction holds the extra fridge, a washer/dryer unit, sink, and ever so useful storage shelves all around. Beyond that is the control center of the house, a large room that calls out for gym equipment.But there's no question that the 50-foot long main room is the star of this show. With 17-foot high ceilings and a white stained eastern yellow pine floor, an eat in kitchen, dining room, and living room come together as one. The kitchen area, separated by a 10-foot limestone eating/cooking island keeps the cook in the action while giving them access to all mod cons. This includes a 36'' Wolf induction stove, Bertazzoni microwave, Sub Zero refrigerator, Thermador dishwasher and ample cabinet space.Beyond the kitchen area is a generous dining space anchored by a New England fieldstone fireplace. Everything flows effortlessly.For quiet reading or the inevitable desk work, there's a small den with a powder room at the kitchen end of the great room.At the top of the stairs you will also find a cozy secondary study, bring your vision for this space! Although, the main act on the second floor is the panorama offered by the large sitting room, also with a powder room. A very private primary bedroom is near completion, claiming the entire north end. It is planned to be separated only by opaque glass from a remarkable tile and glass shower, tub, and toilet.Maintenance contracts in place for all mechanicals and services of the residence, pool, and property bring peace of mind. Space, comfort, and privacy define this truly unique luxury home. Only 2.5 hours from Manhattan, 20 miles from the train station, and one hour to the nearest international airport. Shopping and dining await you in the nearby towns of Millerton and Hudson in New York or Great Barrington in Massachusetts. This property is in a prime location for all things outdoors, including skiing and hiking, but not far from necessities.

Set along a quiet country road, this exquisitely renovated Nantucket-shingle-style home offers a serene sanctuary framed by lawns, vibrant wildflower meadows, and sweeping views of the surrounding hills. Fragrant flowers line the stone steps leading to the front door where a gracious foyer awaits. This fairy-tale-esque entrance opens into a spacious kitchen with high-end appliances and wide-plank wood floors. Beyond the kitchen peninsula is a dining room that spills into the living room with a fireplace and cathedral ceiling. The main level features a refined primary suite with large windows and lovely sitting room, while the upper level hosts a sun-drenched bedroom with vaulted ceiling. Also upstairs is a lovely flex room with bookshelves and access to a private deck - ideal for use as guest space, office, den or gym. Additional workspace/sitting area is located at the top of the stairs. Outdoor living is central to the property, highlighted by a large screened porch with French doors off the kitchen that overlooks a crescent-shaped pool, perennial and pollinator gardens, and lush surroundings. A private path meanders through the fields connecting the main house to a modern 1 BDR guest cabin, creating an ideal haven for visitors seeking quiet elegance and natural beauty. Close to many area attractions: Sharon Audubon, Sharon Playhouse, and Lime Rock Park. Easy access to area private schools: Indian Mountain, Hotchkiss, Berkshire, Kent and Millbrook School. 2 hours to NYC.

Welcome to Forest's Edge. Set along a quiet country road traveled only by those with a reason to be there, this 1950s farmhouse presents that rare, elusive balance: complete sanctuary without isolation. Following a comprehensive, top-to-bottom renovation in 2021, every surface has been lovingly reimagined with an emphasis on quiet luxury and timeless craft. Arrival begins along a classic peastone driveway edged in Belgian block. A deep, welcoming front porch sets the scene generously scaled for classic Adirondack chairs, crisp afternoon breezes, and effortless entertaining. Inside, the main floor unfolds with natural light with windows surrounding the space. The living room serves as a cozy anchor, centered around a focal stone fireplace with a convenient propane insert and flanked by windows that invite sunlight to stream through all day. Just beyond, the dining area catches lovely views of the side porch stretching toward the pool. The kitchen is a beautiful balance of form and function: custom-paneled appliances, elegant marble countertops, a center island with an integrated breakfast bar, and a six-burner Wolf range equipped with a griddle and double ovens. Completing the main level is a powder room and a flexible front office that could seamlessly transition into a mudroom or playroom. The second floor hosts three spacious bedrooms, a full bath, and a dedicated laundry room that makes daily routines feel entirely luxurious. The entire third floor is devoted to the primary retreat, elevated high in the treetops for ultimate privacy. This sanctuary includes an expansive walk-in closet-easily tailored as a quiet reading lounge or private office-and a spa-inspired bath complete with a walk-in shower and deep soaking tub. Outdoors, the landscape honors the property's natural contours. Professionally designed perennial beds weave around a dramatic rock formation, while hydrangeas dot the open lawn. Tucked discreetly away from the main house, a tranquil pool and sun deck offer the ultimate private retreat for warm summer afternoons. A seamless blend of character and modern convenience, where no detail was too small to consider, and no expense was spared. Proven academic year and summer rental income property.

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.

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

Move right into this newly renovated 3 bedroom home in the charming town of Stanford. The open floor plan features one level living at its finest. Completely renovated from top to bottom in 2026, it is so fresh, the paint is still drying. Featuring a new roof, newly paved driveway, new gutters and gutter guards, new oak floors, new kitchen with island and Quartz countertops. All new appliances, including full size washer and dryer. The property is freshly landscaped, featuring new bluestone walkways and a back patio. Sunlight fills every window of this home, while everything is right within reach. Enjoy your morning coffee on the sun filled porch with all new tile beneath your feet. Looking out on your private back yard within one acre of land, and your refreshed two car garage, featuring closed-foam insulation and new metal roof, along with new doors and windows. All you need to bring is your furniture and your belongings. Convenient location 15 minutes from Millbrook, Rhinebeck or Pine Plains. 5 minutes to TSP and 90 minutes from NYC.

This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

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!

Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have 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 finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction. The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new siding, energy-efficient windows, spray foam insulation, new rafters, new doors, upgraded 200-amp electrical service, all-new plumbing, a new well pump, new 1,000-gallon septic system with leach field, new hot water heater, Mitsubishi two-zone heating and cooling system, and dehumidifier ensure years of low-maintenance ownership. Inside, engineered white oak floors flow throughout the home. The beautifully designed kitchen features quartzite and granite countertops, all-new appliances, and custom finishes, while both bathrooms have been completely reimagined with radiant heated floors. The exterior has been equally transformed with new siding, rebuilt stonewalls, bluestone walkway & patio, professionally engineered retaining walls with drainage systems, and thoughtfully designed outdoor living spaces overlooking the surrounding woodlands, creating a seamless connection between the home and its natural setting. Minutes to Rhinebeck Village, Rhinecliff Amtrak, acclaimed restaurants, farmers markets, and boutique shopping, this is a rare turnkey opportunity where every major improvement has already been completed—simply move in and enjoy the very best of Hudson Valley!

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.

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer retreat from New York City, 1 ½ hours' drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. It is rare and valuable and offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion, on its own deed, is 14,706 sq ft designed by James E. Ware in the late 1800's and the guest house, called the Bungalow, is 10,000 sq ft, was designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Barns and former Tennis pavilion. Altogether a complete and desirable many faceted domain. Additional Information: HeatingFuel:Oil Above Ground,

Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls that speak to the property’s agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en- suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulous—layered gardens, mature plantings, and curated outdoor moments throughout. A separate guest cottage with its own wood-burning stove provides space for extended stays or private retreat. The 1853 post-and-beam barn, equipped with electric and water, offers flexibility as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern systems—solar power, central air, and a whole-house generator—bring ease and efficiency. Minutes to Rhinebeck Village, Amtrak, and some of the region’s most sought-after dining and shops, yet entirely removed from it all.

Exceptional design and craftsmanship distinguish this stunning home. The single-level interior is warm, sophisticated and filled with natural light, with the kitchen, dining and living areas flowing together in one open space surrounded by specialty windows and French doors. Set on four private acres amid the highest peaks in South County, the home offers immediate access to premier hiking and protected lands. Locally sourced Massachusetts walnut floors, Scavolini cabinetry, Miele and Sub-Zero appliances, extensive custom woodwork, shoji-inspired glass sliding doors, and a dramatic stone fireplace wall speak to the quality and attention to detail throughout. A two-sided gas fireplace connects the living room and primary bedroom, which features rich woodwork and an en-suite bath with an oversized walk-in shower. Two additional bedrooms share a second full bath with a soaking tub. Downstairs, a large heated recreation room provides flexible additional space. A wraparound deck and screened porch extend the living space outdoors. Just beyond, a stream babbles year-round, and a private trail leads out from the home. An oversized heated two-car garage, radiant heat, central air, a whole-house generator and fiber internet add comfort and convenience, including the ability to work easily from home. The Appalachian Trail, Mount Everett, Bash Bish Falls and Alander Mountain are all nearby, with miles of protected land and exceptional hiking just outside the door. Quiet roads, spectacular dark skies and Mount Washington's low property taxes add to the appeal, while Great Barrington and New York City remain within easy reach.

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 separate structure with two living areas and a 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. Zoned residential Multi-family. 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.

A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room and the open kitchen features an extra large Liebherr refrigerator, a double oven and coffee station. There is a spacious pantry with additional storage and a wine fridge. You’ll find a home office and formal dining room. The primary suite is on the main floor, large with sliding doors out to a private balcony and hot tub. The bath is ensuite with double vanities, radiant heated floors and a soaking tub and there are two walk-in closets. You'll find two additional bedrooms on the main level, both well sized and connected by a jack-and-jill bath. Upstairs is a large sitting area currently used as a play room, an additional bedroom and a full bath, as well as a flex space which the current owners use as sleeping quarters. The 2,500+ square foot basement has fabulous high ceilings making it super usable, it’s set up as a home gym. A large screened in porch overlooks the backyard and the woods beyond, and there are raised garden beds ready for when the weather turns. An irrigation system has been installed which keep the gardens very low maintenance. There is an attached two car garage and the home sits in a neighborhood setting amongst other homes of a cohesive aesthetic. 11 Crimson Hill is a wonderful turnkey option just minutes to Rhinebeck village and Amtrak. Located in the Rhinebeck School District it is perfect for year round or weekend living.