luxury houses for sale Pine Plains, United States

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.

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region's most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

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.

For the first time in history, Mill Farm — Spanning more than 2,000 contiguous acres in Ancramdale, New York, — is being offered to the market. Almost all of the farm is surrounded by thousands of acres of adjacent protected conservation land, making it the only 2,000-acre working farm in the region, ensuring a level of privacy and ecological integrity that cannot be duplicated. Steeped in history, The Mill House dates back to the Revolutionary War era and the Livingston family, and is the conversion of the famed Grist Mill “Defiance,” a rare surviving landmark of early American industry that established the region’s first foundation of commerce. At its core is the Mill House, an approximately 5,600-square-foot architectural treasure set directly on the Punch Brook Stream, where the water flows through the home itself to power its historic hydro turbine mill system. There is a waterfall set close to the Mill House that is an ever present living feature of the environs, as it is closely visible from nearly every room. Adjacent, the former Mill Keeper’s House has been reimagined as a private movie theatre, blending centuries-old character with modern indulgence. Crest Lane, an approximately 3,500-square-foot masterpiece, stands as a second architectural jewel, featuring a windowed living room with sweeping views across the valley. Beyond these primary residences, the property includes 8 single-family homes, including four newly renovated cottages, each on its own deeded parcel, offering unmatched flexibility for family, guests, or future investment. The two main residences, the Mill House and Crest Lane, are connected by a three-mile internal gravel road system. The land itself is a defining asset. This is arguably the largest working farm within two hours of New York City, with organic-certified hay production, fertile valley floors, and rising elevations to both the east and west that frame extraordinary views. Rare 18th-century barns, including a remarkable Dutch Barn, stand as enduring testaments to America’s agrarian history. An active windmill system still feeds water to various points across the farm, while aquifers and tributaries ensure abundant water availability. Recreational and ecological value are equally profound. The farm contains more than 18 miles of perfected, drivable trails that interconnect every corner of the property, creating a network for horse riding, exploration, and access to resources. Three miles of the untouched Punch Brook, a designated New York State trout stream, run through the property—a pristine waterway under private stewardship. The farm is also home to documented bobcat habitats and study areas in partnership with Panthera.org. Its eastern boundary adjoins a vast conservation bird sanctuary, ensuring uninterrupted natural surroundings and extending the feeling of total seclusion for thousands of acres in every direction. Mill Farm uniquely combines agricultural productivity, historical resonance, and ecological significance. With its unmatched scale, legacy, and proximity to New York City, it represents an opportunity that exists nowhere else in the Northeast — a living landmark, never before available on the open market.

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.

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!

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.

In the heart of Millerton, where charm, history, and community come together, this distinctive 1870 residence offers approximately 2,888 square feet of warm and gracious living space. Thoughtfully expanded in 2008, the home features four bedrooms, two full baths, and a conveniently located half bathroom on the first floor, blending original character with spaces designed for modern living. The addition introduces a beautifully scaled, light-filled living room with hardwood floors, multiple windows, and a wood-burning brick fireplace. Generous yet welcoming, it is a natural gathering place for quiet evenings at home, time with family and friends, and effortless entertaining. The primary bedroom is a retreat of its own, distinguished by high ceilings, beautiful proportions, and a second wood-burning brick fireplace. Three additional bedrooms provide space for family, guests, a home office, or creative pursuits, while the finished basement adds valuable extra living space for recreation, work, or relaxation. Outside, a covered front porch welcomes you home, while the rear deck, private backyard, and bluestone patio with a third brick fireplace create inviting spaces for morning coffee, outdoor dining, and relaxed evenings beneath the trees. Millerton’s cafés, restaurants, shops, The Moviehouse, village park, and the Harlem Valley Rail Trail are all within walking distance. Rich in character and thoughtfully expanded, this special home offers historic beauty, modern comfort, and the ease of life in a close-knit village community.

Early house with charming changes. All updated. Overlooking stream and pond. On 13+ acres. Meadows and woodland walks. Charming old apple orchard. 3 bedrooms, primary bedroom on ground floor. 2 baths. Fireplace in living room. Swimming pool.

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.

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality—from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

Experience the best of upstate living in this recently renovated single-family home, designed for comfort, entertaining, and relaxation. Perched high on a quiet country road, this expansive 3,280 sq. ft. residence offers sweeping views of both the Catskill and Berkshire Mountains. Inside, natural light floods the open living spaces, highlighting hardwood and ceramic tile floors. The chef's eat in kitchen is equipped with a 6-burner 48 inch Viking stove, generous counter space, and opens to a formal dining room--ideal for hosting guests. The spacious living room features a cozy propane stove, perfect for chilly evenings. A luxurious first-floor main suite includes a spa-inspired bathroom with a soaking tub, walk in shower, bidet, and breathtaking mountain vistas. Three additional bedrooms and two laundry areas provide flexibility for larger households or guests. Step outside to manicured patios, mature fruit trees, and a 6-person hot tub on the inviting wrap-around deck overlooking the panoramic scenery. Investors and weekenders will appreciate the successful Airbnb history, turnkey condition, and desirable location. With a two-car attached garage, one bay currently used as a gym area, an expansive basement waiting for your vision, generator, 2 brand new central ac units, 2 furnaces, and over 3+ acres to call your own, this home offers privacy, serenity, and potential. Whether you're seeking a primary residence, a getaway retreat, or an investment opportunity, this remarkable property is ready to exceed your expectations. Schedule your tour today and embrace the peaceful luxury of country living.

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.

Welcome to an exceptional Hudson Valley retreat, offering unparalleled space, comfort, and recreational amenities across 56+ private acres. This stunning 6 bedroom, 6.5 bath estate is the ultimate compound or a lucrative opportunity for investors seeking a proven Airbnb performer. Nestled in a secluded setting, the property features a swimmable pond with its own docks and bridge, plus scenic trails perfect for snowmobiling, hiking, and cross-country skiing--all from your own backyard. Designed for gatherings and entertaining, the grand open-concept living, dining, and kitchen area is anchored by a dramatic stone fireplace with a propane stove insert. The chef's kitchen is outfitted with two refrigerators, two ovens, a five-burner stove, and a wine fridge--ideal for preparing feasts for a crowd. An expansive laundry room boasts three washers and six dryers to handle large groups with ease. The indoor heated pool, personal gym, and game room, complemented by a second cozy fireplace with propane stove insert, ensures endless indoor fun, while two private cabins offer exciting renovation potential. Updated mechanicals, on-demand propane hot water, a whole house generator, and a detached two-car garage with its own well provide peace of mind and convenience. Property outfitted with 8 kayaks and a paddle boat. Sub-dividable acreage allows for future expansion or investment flexibility. Whether seeking a weekend sanctuary, a multifaceted compound, or a high-performing rental, this extraordinary property offers boundless possibilities for relaxation, recreation, and return.

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

Luna Sloop Cottage. Tucked into the hillside, this enchanting 2 bedroom bungalow with water access is the perfect wooded sanctuary situated near Mudge Pond. From the moment you step inside, you are enveloped in warmth by the gorgeous wood features that stretch across both the floors and in the distinctive ceiling mouldings, showcasing classic New England craftsmanship. The heart of the home is a beautiful open living and dining area centered around a rustic fieldstone fireplace, creating an inviting, cozy atmosphere perfect for crisp autumn evenings or peaceful winter nights. Beyond the main living space, a large, heated enclosed porch expands your square footage and offers an incredibly versatile bonus area. Flooded with natural light and usable all year round, it serves as the perfect sunlit home office, art studio, or peaceful secondary lounge overlooking the trees. Just outside your door, the magic continues. This location is perfect for outdoor enthusiasts, where you can easily launch your canoe or kayak for a quiet morning paddle, fish, or simply soak in the lakeside tranquility. Melding secluded privacy with easy access to Sharon's historic town center, this very special property is a rare find and ready for its next chapter. Minutes to the Sharon Land Trust hiking trails, farm to table restaurants, and endless outdoor activities - biking, skiing and much more. Close to area private schools. 2 hours to NYC.

From the moment you turn down the long, meandering driveway, you can sense you are approaching something truly special. Arriving at Water's Edge, on 13 private acres, the home with its classic barn, charming outbuilding, and circular drive initially presents a modest front, but an incredible surprise awaits. The true gravitas of this property reveals itself the moment you step outside. The home is perfectly oriented to draw your eye to the magnificent backyard, where the pristine waters of Lake Wononpakook serve as your direct backdrop. Here, a private dock stretches out into the water as kayakers gently float past. Transitioning inside from the water, a beautifully rounded, private stone patio leads into a quintessential screened porch, the exact spot where, let's be honest, you'll be spending most of your evenings. Inside the main residence, the exceptional level of care and detail that went into its construction is immediately apparent. Built just 30 years ago, which we affectionately refer to as a new build here in Litchfield County, the interior offers a highly flexible floor plan. The main level features light filled common spaces, including a dining room and a living room, both oriented to frame the lake views and anchored by a cozy wood-burning fireplace. The kitchen is a natural gathering hub, complete with ample counter space for meal prep and a generous breakfast bar for entertaining. Just beyond, a thoughtful back pantry area offers additional built-in cabinetry storage alongside a full laundry and mudroom space. The front foyer makes a dramatic first impression with soaring ceilings and expansive walls designed to showcase artwork of great scale. To one side sits a bright home office featuring built-in desks and large windows that flood the room with natural light. A grand staircase invites you to the upper level, where you'll find a truly showstopping family room or library. Defined by soaring ceilings, a propane fireplace, and custom built-in bookshelves, the space immediately tempts you to grab a book and stay awhile. The main floor also thoughtfully hosts a second lake facing office, a comfortable guest bedroom, and a full bath. Accessible via a separate staircase for ultimate privacy, the primary en-suite bedroom is both functional and charming. It features a wood-burning fireplace, built-in storage, and some of the most captivating elevated lake views in the entire house. The large en-suite bath is beautifully appointed with dual pedestal sinks and a soaking tub. Two additional unique bedrooms round out the second-floor accommodations, each boasting integrated built-in desks and storage. Outside, a level, manicured lawn wraps around the residence. The classic barn provides excellent storage while effortlessly checking the I have a house in the country, so I need a barn box. Directly adjacent, a private sport court stands ready for the basketball enthusiast in your life. Completing this exceptional compound is a secondary detached outbuilding. Fully equipped with both heating and air conditioning, it offers the ultimate flexible escape-ideal for a private fitness studio, a workspace, or simply a place to hide when the entire extended family decides to visit your spectacular new lake house.

From the outside, it reads as disciplined and architectural. Clean volumes, smooth wood clad planes, a composition that recedes into the landscape.Inside, it does something entirely different.The Langridge opens into a sequence of spaces that are expressive, layered, and intentionally unconventional. Color, pattern, and form are used with confidence. There is a point of view here. Not minimal, not neutral, not trying to fit in.The main living space anchors the home with 25 foot ceilings and a scale that allows the interiors to fully play out. Light moves across the room throughout the day, catching different textures and surfaces, shifting the experience from morning to evening. A fireplace with a floor-to-ceiling zellige tile facade adds warmth and contrast against the polished concrete floors (radiant heated of course). The layout includes three bedrooms and three baths, all ensuite, along with a separate guest apartment that creates real flexibility for hosting, work-from-home or extended stays. A lofted upper level overlooks the great room and can function as additional guest space, a studio or home office.The entry sequence moves through a sheltered courtyard, where the architecture begins to open up and hint at what is happening inside. A four car garage is fully integrated into the structure, keeping the exterior composition clean and uninterrupted.Out back, the home transitions to a stone terrace and inground, heated gunite pool with integrated hot tub, set within a protected space carved into the woods, and connecting you to the surrounding forest. It is a private, contained environment designed for long days outside.What makes this property compelling is the contrast. The exterior is calm and controlled. The interior is expressive and individual. For the right person, that tension is exactly the appeal. The Langridge offers something far more specific than a neutral new build. It offers identity.Set in Tivoli, with easy access to the best of the Hudson Valley, but positioned off the beaten path to feel distinctly its own.

1900 Farm House Homestead on 6.9 Picture-Perfect Acres Enjoy 6.9 sprawling, gently sloping, sunlit acres of cleared meadows, mature landscaping, and Indian Lake Creek framing the back boundary line of the property. This gentleman's farm is fully set up for equine enthusiasts and homesteading. The impressive multi-use barn features two horse stalls, a chicken coop w/eight coops, hayloft, ample space for tractor, storage, & equipment. Barn is outfitted w/electricity & water & there is a run-in on each cleared meadow, plus 2 sheds. Back entrance to a large mud room/pantry area with washer/dryer leads to an open LR/DR/kitchen area combining rustic charm with beams, vaulted ceiling, new appliances, ceiling fans & an abundance of natural sunlight complimented by sky lights. An additional Family Room/Office w/hard wood floors and a Full Bath on main level. Upstairs are 4 Bedrooms & a 2nd Full Bath. A heated storage room separates the house from a 2 car attached, heated garage that includes a brand new, never used generator. Numerous cultural & recreational activities for every season - Sharon Playhouse, Lime Rock Park Racetrack, Mudge Pond, Hiking Trails, Ski Slopes & prestigious Private Schools. Open, enchanting vistas & many more amenities to experience in the precious NW corner of CT. 15 minutes to Metro North. Bring your horses, goats, & chickens & start a homestead, or simply enjoy the peace & beauty of the wide-open acreage. This turn-of-the century gem is ready for you

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.

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.

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.

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.