luxury real estate for sale Milan, United States

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.

Built in 1787, this wonderfully preserved Hudson Valley farmhouse carries more than two centuries of history with an ease that feels remarkably livable today. Original details remain at the heart of the three-bedroom, two-bath home, set on just shy of 5 acres: wood floors, period hardware, a Dutch door with distinctive patty-pan hinges, exposed structural elements and a generous fireplace anchoring the main living space. These early details are complemented by a thoughtfully updated kitchen that feels clean and understated while remaining sympathetic to the architecture. Light moves beautifully through the house, while a generous screened porch extends the living space outdoors—a relaxed place for summer dinners, morning coffee and long afternoons overlooking the surrounding landscape. Outside, mature trees and established plantings frame the farmhouse, while an impressive original three-bay barn adds another layer of history, character and possibility. And while the setting feels wonderfully removed, it is anything but remote. Bard College and the center of Red Hook are just minutes away, with Rhinebeck and Hudson both within easy reach and Amtrak service from Rhinecliff providing a convenient connection to New York City. What makes this property particularly compelling is what hasn’t been erased. The craftsmanship, patina and wonderful irregularities of an 18th-century farmhouse remain, balanced by the comfort and simplicity of a home meant to be lived in now. A rare opportunity to become the next steward of a Hudson Valley farmhouse dating to 1787—Dutch door, patty-pan hinges, original barn and all.

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.

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.

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.

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.

132 Decker Road is a stunning Colonial farmhouse of classic proportions. Built c1870 and set on five lush acres of field, forest and water, the property overlooks 100 acres of beautiful protected land. Enjoy your own personal swimming pond complete with a swim platform and pastoral farmland views. The location in southern Columbia County is noteworthy for its lovely neighboring estates, quiet country roads and close proximity to Hudson. Feel like you're a world away, but the wonderful shops and restaurants of Hudson are just down the road, and acclaimed restaurant Stissing House is your local pub. Inside, original details abound-- wide-plank floors, hand-hewn beams, and uncharacteristically high ceilings for a house of this age. The country kitchen has a Viking range, SubZero refrigerator and an indoor parilla for grilling over an open flame. The large and lightfilled living room is anchored by a wood burning fireplace, and you'll find a formal dining room & large study on the first floor. Upstairs there is a lovely primary suite with a full bath and a walk-in closet. Down the hall you'll find three additional bedrooms and a second full bath. The attic space has been finished for creative work and leaves room for future expansion. Outside, the magic continues with a spring-fed swimming pond, meadows, private trails, and a huge barn-like garage that could easily be converted into a guest cottage, studio, or gym. 132 Decker is a fabulously authentic farmhouse, beautifully maintained in the original farmhouse tradition, sweet as can be, less than two hours from NYC and 20m to Amtrak.

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.

Twenty-One North Road was built in 1894. For nearly half a century, it was home to its most recent owner, who served for a time as mayor of Tivoli. Its five-color exterior palette, at once playful and understated, was one he chose and painted himself. The vines he tended still run along the wraparound porch, and a mowed path leads through the property to Stony Creek. The house sits on 2.21 acres in the village of Tivoli, with four bedrooms and one-and-a-half baths. Inside, the rooms are gracious without being grand, with floor-to-ceiling windows in the front parlor and two marble mantels, each with its own pattern and ornament. There are wide- and narrow-board floors, pocket doors, built-ins, and other details that reveal themselves as you move through the house. The property runs all the way to Stony Creek and continues onto the far bank, with a mowed path to take you there. At the water's edge, a small cascade runs over stone. Beside the house is a two-story outbuilding with electricity, a workshop/garage on the first floor and walk-up storage above. Its windows were salvaged from a 19th-century church. And then there's Tivoli. On Broadway, people walk for coffee, fresh bread, dinner, dessert in a cup or a cone, and late-night cocktails. Kaatsbaan Cultural Park is right in the village, Bard is just down the road, and Red Hook, Rhinebeck, Rhinecliff and Hudson are a short drive away. A 19th-century beauty, on more than two acres, with Stony Creek at the end of a path, in the coolest village around.

Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck. Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s beauty. With scenic trails, winding backroads perfect for biking, and endless hiking nearby, it’s an ideal setting for outdoor enthusiasts. Whether your vision is a modern architectural masterpiece, a timeless country estate, or a serene escape, this land provides the ultimate canvas. Just minutes to the vibrant Village of Rhinebeck, where farm-to-table restaurants, boutique shopping, and Amtrak access await, this property offers both seclusion and convenience. Opportunities to own Hudson Riverfront property in Rhinebeck are exceedingly rare—don’t miss the chance to bring your dream lifestyle to life in the heart of the Hudson Valley. Board of Health Approved. Survey Available.

Big views in Clermont from this 7.63 acre parcel. Drive a private drive through a former train trestle, creating a dramatic entrance to this primo buildable lot. BOHA approved for in ground septic and a survey is available. The home site commands complete privacy with the Catskill Escarpment visible from a western facing design. Currently, a healthy meadow of native flowers with good tree lines surrounding the property and an elevation that is completely inviting. Situated between Red Hook and Germantown NY, this spot enjoys the Columbia County rural nature while being completely convenient to all that these Upstate hotspots have to offer from lunch at Ottos in Germatown or dinner at Bridgitte in Red Hook. Fifteen minutes from both Hudson and Rhinebeck and a short drive to both Amtrak stations. Build your Upstate farm to table dream house.

Ulster Landing is a storied & magnificent former Livingston estate established in the early 1800s, perched on 34 acres above the Hudson River with far-reaching views & more than half a mile of river frontage. Down a long, winding driveway lies the historic and remarkably well-preserved main house. On the 1st floor, the formal living & dining rooms have exquisite views of the river & are connected by the original arched doors. French doors line the living spaces, opening to the home's wraparound porch & overlooking the surrounding gardens & bluestone dining terrace. Inside, the deep berry-red kitchen was a painstaking collaboration between a local craftsman & the home's designer, with elaborate millwork, an AGA range, multiple restored historic pieces, & ample pantry & appliance storage. The family room, office, library- complete with built-in bookshelves & a characterful indigo Antoinette Poisson wallpaper, and full bath/powder room completes the first floor. The grand staircase twists around, meeting the second-floor landing & the best view in the house, framed by two large windows, the top of which disappears into the home's 'tower'. There are two distinct wings on the second floor - the owner's wing & the guest wing, each with its own staircase & landing. The owner's wing is home to the primary suite & a kid's suite. The primary features vaulted ceilings & large arched French doors that lead out to a balcony. An expansive dressing room with built-in closets & a fireplace and primary bath with freestanding soaking tub facing the Hudson, & an alcoved toilet & shower complete the suite. Down the hall from the primary bedroom is the colorful kid's room with striped Swedish wallpaper & a walk-in closet. The two-toned kid's bath has a claw-foot tub with a shower surround. Second-floor laundry & a large linen closet complete the owner's wing. A long balcony runs along the entire guest wing, offering access via French doors in the double guest suite & the single guest room. The double room features vaulted ceilings, an extra-large walk-in closet, & a full bath. The single room has detailed millwork & playful wallpaper, with its accompanying bathroom down the hall. The home is not short on functional yet tasteful utility spaces, with the ground-floor rooms converted into a laundry room, gardening mudroom, pantry & walk-in refrigerator, as well as significant storage space. The laundry & flower room is painted a deep ochre color, with ample built-in cabinetry, an XL utility sink, open shelving for vases, & two sets of high-capacity washers & dryers. The gardening mudroom has exposed historic brick walls & access to the surrounding herb & flower gardens, wood storage, & the exterior potting station. Ulster Landing, with its 34+ acres, possesses a particularly dynamic landscape, with several rolling wildflower meadows, centuries-old flowering trees, winding walking trails, & a pebble beach along the Hudson River. The heated gunite pool, spa, & surrounding bluestone terrace sit perched on top of a hill overlooking the river, with an outdoor shower & a concealed storage room built in below. The circa 1800s barn, with a long bay currently acting as a garage, still contains much of the property's original maintenance & horse-drawn carriage equipment. Up the driveway towards the property's entrance are the Playhouse & the Gatehouse. The Playhouse, a light-filled mid-century cabin, features a large living space, a kitchenette, a full bath, & a separate room that serves as a gym but could easily be used as a cousins' bunk room, art studio, office, or an overflow guest space. The Gatehouse is original to the property & is currently a charming one-bedroom cottage, ideal for caretakers, staff, or guests. The home is minutes from Kingston's historic district, 15 minutes from Saugerties, Rhinebeck, Red Hook, Tivoli, & the Rhinecliff Amtrak train station, a half hour from Hudson, & just over an hour & a half from New York City.

471 Church Avenue | Lot 1 | Germantown, NY | 7.95 Acres The best of the Hudson Valley is within easy reach from this picturesque 7.95-acre parcel in Germantown. Set along a quiet country road and offering Board of Health approval, Lot One presents an exceptional opportunity to build a country home in one of Columbia County's most desirable locations. Here, peaceful rural living comes with remarkable convenience. Hudson, with its celebrated restaurants, galleries, shops and Amtrak service to New York City, is approximately 15 minutes away, while Rhinebeck Village is just 20 minutes in the opposite direction. Tivoli and Germantown's charming hamlet are also close at hand. A beautiful setting, generous acreage and an enviable location between two of the Hudson Valley's most sought-after destinations. A rare opportunity to create something entirely your own.

471 Church Avenue, Lot 2 | Germantown, NY | 8 Acres Part of a rare offering of three distinctive parcels along a peaceful country road in Germantown, Lot 2 encompasses eight acres of beautiful Hudson Valley landscape and offers an inviting opportunity to build something entirely your own. With Board of Health approval already in place, the property provides a wonderful starting point for a thoughtfully designed country home--private enough to feel like a true retreat, yet remarkably convenient to the best of the region. Perfectly positioned between Hudson and Rhinebeck, both approximately 15-20 minutes away, the property offers easy access to restaurants, galleries, shops, farmers markets and Amtrak service while retaining the quiet, rural character that makes this corner of Columbia County so special. Whether considered individually or alongside the neighboring parcels, Lot 2 presents a rare opportunity to put down roots in one of the Hudson Valley's most sought-after settings

471 Church Avenue, Lot 3 | Germantown, NY | 11.8 Acres The largest of three beautiful parcels at 471 Church Avenue, Lot 3 offers 11.8 acres in the heart of sought-after Germantown. Striking rock outcroppings, old stone walls and a charming water feature give the land a wonderful sense of character and place. Private and peaceful, the property offers an exceptional canvas for creating a country home thoughtfully connected to its natural surroundings. Mature landscape and generous acreage provide a sense of seclusion while remaining close to the vibrant communities, culture and beauty that define this special corner of the Hudson Valley. A rare opportunity to own a substantial piece of land in Germantown and create something entirely your own.

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.

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.

Set on just over three private acres in one of the Hudson Valley’s most sought-after towns, 249 Old Saw Mill is a house with extraordinary presence. Conceived as a contemporary interpretation of the vernacular barn structures that define the surrounding landscape, the home feels both grounded and transportive—architectural in form, yet deeply soulful in execution. Clad in charcoal-stained wood, the house reveals itself quietly. Inside, the mood shifts immediately: hand-troweled plaster walls, wide plank floors, reclaimed beams and millwork, stained poured concrete, antique doors, richly layered textiles, and globally sourced furnishings create interiors with unusual depth and warmth. Every surface feels considered. Every room carries a distinct sense of atmosphere. At the heart of the home is a dramatic open living, dining, and kitchen space anchored by a wood-burning fireplace and framed by expansive windows that draw in light throughout the day. The kitchen balances rustic materiality with modern function, while the adjoining covered porch extends living outdoors for long dinners and slow summer evenings. The layout offers three beautifully private en suite bedrooms, including two exceptional primary suites on the second floor, each with its own balcony overlooking the Catskills. Both are designed as true retreats, with open mountain views and spectacular sunset vistas that shift with the seasons. One suite is centered around a wood-burning fireplace, creating a particularly memorable sanctuary in colder months. Spa-like baths feature freestanding soaking tubs, vintage-inspired fixtures, and a tactile mix of stone, wood, and plaster. A lower-level media lounge adds an entirely different mood—moody, cocoon-like, and ideal for movie nights, work, or overflow guests. Practical features including a heated two-car garage, outdoor shower, and integrated firewood storage have been handled with the same thoughtful attention to design as the primary living spaces. Properties like this rarely come to market in Germantown. Equal parts architectural statement and deeply livable retreat, 249 Old Saw Mill offers something increasingly hard to find: a home with genuine soul. Just 5 minutes to the center of Germantown, 15 minutes to Hudson, and 20 minutes to Rhinebeck/Amtrak.

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 Rhinecliff House begins with its setting, just steps from the Rhinecliff train station and a short drive into the Village of Rhinebeck, where mornings can start with a walk for coffee and end with a seamless trip back from the city. It is a place where Hudson Valley calm and everyday access to NYC naturally meet. Inside, the home unfolds with a sense of ease and possibility. Currently arranged as a two family residence, it offers flexibility that adapts to the way you want to live. The first floor moves comfortably from a formal dining room to a welcoming family room, with two bedrooms, a mudroom, and a rear porch that opens to a fenced yard, a space equally suited for quiet living or generating rental income. Upstairs, three additional bedrooms create room for extended stays, multi generational living, or a simple investment setup. Whether kept as is or thoughtfully reimagined into a single family home, the layout invites your vision. Set on approximately 0.84 acres, the property feels unexpectedly expansive for such a convenient location, made even more compelling by the inclusion of the adjacent parcel formerly known as 410 Rhinecliff Road. Together, they create a broader sense of space and possibility that is rarely found this close to the train and village. Recent upgrades, including a brand new HVAC system and a new roof, bring a sense of ease and reliability. Beyond the main house, a detached garage, positioned on the former 410 parcel and also with a new roof, offers another chapter waiting to be written, whether as a studio, workspace, or creative retreat, with the added flexibility that comes from its placement on the additional lot. With nearly an acre of land, there is space here to grow, to garden, to gather, or to shape something more. The Rhinecliff House is not just a home, but an opportunity to create a lifestyle defined by flexibility, scale, and connection to one of the Hudson Valley’s most sought after settings. And though you're not on the water, the river breeze reminds you it's never far.

Escape to your own private Hudson Valley sanctuary where rolling pastures, sparkling water, and endless possibilities await. Set on nearly 38 breathtaking acres, this extraordinary property offers the perfect blend of country living, equestrian excellence, and entrepreneurial potential.At the heart of the property sits a welcoming three-bedroom ranch home, perfectly positioned to overlook a picturesque one-acre pond and the surrounding countryside. Whether enjoying your morning coffee with panoramic views or relaxing beside the pond, every day feels like a retreat.The property has hosted an equestrian center and is fully equipped for horse enthusiasts The main barn features six stalls, three attached turnout paddocks, a feed room, tack room, wash bay, tack-up stall, and a spacious hay loft. A second barn includes two oversized stalls with run-in sheds and a fenced pasture, providing exceptional flexibility for boarding, training, or private equestrian use.Adding to the property's unique appeal is a charming off-grid cabin, offering a peaceful escape for guests, a creative studio, or a secluded retreat immersed in nature. Nearby, a pond-side pavilion creates the perfect setting for outdoor entertaining, intimate gatherings, yoga retreats, or simply enjoying the tranquil surroundings..Rarely does a property offer this level of versatility while maintaining such a peaceful, picturesque setting. Whether your dream is centered around horses, hospitality, recreation, or simply embracing the beauty of the Hudson Valley, this property is a place where those dreams can become reality.A 3D Walkthrough Tour is available in the digital Lookbook or by request.