luxury house for sale North Chatham, United States

Set along one of the most beautiful roads in Columbia County, this extraordinary country property offers a rare convergence of architecture, design, and landscape. Surrounded by 13 gorgeous acres of rolling hillside and forest, the setting feels both cinematic and deeply peaceful. Just beyond, the road is famously home to the Chatham Sheepherding Company's iconic complex of vernacular barns and agricultural buildings, lending the area a distinctly historic and pastoral character that is increasingly difficult to find. This is a home with true soul--restored and refined with remarkable sensitivity. The interiors were led by a House & Garden UK 100 designer, and that level of design fluency is immediately apparent. Every decision feels intentional, creating spaces that are quietly luxurious, deeply livable, and impossible to replicate. Throughout the home, original character is honored and elevated through exceptional materials and thoughtful detailing. Wide-board antique pine floors run throughout, grounding each room with warmth and patina. Even the smallest elements were considered: Forbes & Lomax brass switches punctuate the walls like jewelry--subtle yet unmistakably luxurious. Lighting by Workstead brings sculptural warmth to the interiors, while Lefroy Brooks bathroom fittings introduce a quietly classic sensibility rooted in craftsmanship and timeless design. The living spaces unfold with intimacy and grace. A richly layered library wrapped in custom shelving invites slow mornings and long evenings. A stunning music room, anchored by a grand piano and bathed in soft natural light, feels both elegant and welcoming. The kitchen and dining spaces are especially compelling--bright, beautifully composed, and effortlessly functional, with bespoke cabinetry, marble surfaces, and seamless connection to the outdoors for summer dinners and quiet morning coffee. The home offers three bedrooms plus a flex space, allowing for a variety of uses--guest quarters, office, studio, or media room. Each space has been designed with extraordinary sensitivity to proportion, light, and texture, resulting in interiors that feel collected over time yet perfectly resolved. What makes this property so exceptional is not simply its beauty, but its atmosphere. It possesses that elusive quality of the very best country houses: sophistication without formality, design without excess, and luxury rooted in authenticity. A truly rare offering--an extraordinary design-forward retreat on one of the county's most storied roads, immersed in the timeless beauty of the Hudson Valley.

Dating to around 1770, this pre-Revolutionary Dutch Colonial is among the oldest surviving homes in the historic hamlet of Old Chatham. Set on 8.5 beautifully restored acres, the property feels less like a single residence than a small historic compound, complete with a 19th-century barn and carriage house, an original ice house, a saltwater pool, and even a thoughtfully repurposed 1968 Airstream serving as its pool house. Beginning in 2017, the current owners—both architects—undertook an extraordinary restoration that respected the home's remarkable age while quietly transforming it into an exceptionally comfortable modern residence. Rather than reinventing the house, they carefully uncovered it. Original timber framing was revealed, wide-plank pine floors restored, and the proportions of the eighteenth-century rooms returned to their original clarity. A later addition now houses a beautifully understated kitchen anchored by Wolf, Sub-Zero, and Bosch appliances, along with a sitting room and mudroom that feel entirely in keeping with the home's evolution. Upstairs, two spacious bedrooms are complemented by beautifully renovated en-suite baths, while a library occupies what was once a 1930s porch addition. Every modern system has been thoughtfully addressed, including all new electrical and plumbing, ground-source geothermal heating and cooling, and a standing-seam Galvalume roof designed to last for generations. Even the carriage house has been outfitted with an EV charger. You'll find Marvin windows and sprayfoam insulation. Outside, the landscape has been reimagined with the same level of restraint and care. Dry-stacked stone walls, native plantings, meandering paths, and garden terraces recall the timeless character of an English country garden while framing the property's collection of historic buildings. What makes this home so compelling, however, isn't simply the caliber of the renovation—it's how little attention the renovation calls to itself. Every decision feels inevitable. Original beams, centuries-old brick fireplaces, luminous painted floors, and beautifully scaled rooms coexist naturally with contemporary comforts, creating a house that feels authentic rather than preserved. It is exceptionally rare to find an eighteenth-century home that has been restored with this level of architectural discipline while remaining so warm, livable, and unpretentious. Nearly 256 years after it was built, this remarkable Old Chatham property feels as relevant today as it ever has.

Escape the hustle of city life and discover Bellavista Country Estate, a grand 12,000-square-foot Georgian brick residence set on over 25 private acres in the foothills of the Berkshires, ideally situated between the Hudson River Valley and the Berkshires. Offering 6 to 9 beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, and both a fully stocked eat-in kitchen and a formal dining room, the estate blends elegance and comfort with ease. Recreation and relaxation abound, with a spacious in-ground pool, a serene pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, guests enjoy a full gym, a game and entertainment room with arcade favorites, a home theater, a library of hundreds of books, and a finished attic, while a 4,500-square-foot barn with foosball, ping pong, and bar space provides additional room for gatherings and events. Perfect for weddings, anniversaries, family celebrations, and private retreats, Bellavista also offers access to private chefs, caterers, and event planning support, with every detail—from fiber-optic internet and full-house generators to weekly pool and grounds maintenance—thoughtfully attended to. Since 2011, the estate has been a successful luxury rental for vacations and retreats, equally suited to private full- or part-time residence, a hybrid work-from-home escape, or an unforgettable destination getaway. Just minutes from Chatham, Hudson, and Kinderhook, and a short drive to Lenox, Stockbridge, and Great Barrington, the estate is surrounded by farm-to-table dining, art galleries, organic markets, and the renowned Crandell Theater, with easy access via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, or Albany International Airport.

Don't miss an opportunity to own one of the most stately and desirable properties in the historic and charming Village of Kinderhook, the former hometown of Martin Van Buren, the Eighth President of the United States. Tucked in the center of the historic district, steps from the Village Square, sits a grand early Nineteenth Century colonial, on 1.3 private acres, which harkens back to a bygone era. The eighteen room home's distinctive features include a large front porch, nine over six windows, seven mantels, period moldings, vintage hardware, soaring ceilings, shiplap, built-in cabinets and bookshelves, and beautifully refinished classic wood floors. The owners have maintained the historic character of the home while updating the kitchen and baths to provide functionality and modern conveniences. The first floor is ideal for entertaining. Enter through the original eight panel front door to find the center hall complete with refinished narrow wood floors and a classic staircase with newel post. To the left of the entry hall is a huge parlor with large windows, hardwood floors, and beautiful woodwork. The hardwood floors, woodwork, and large windows continue into the adjacent formal dining room with original crystal chandelier. To the right of the entry hall is another large room with narrow board floors, vintage woodwork, and large windows, including a splendid bay window which floods the room with light. An impressive gathering room with architectural details, wide board floors and a crystal chandelier anchor the space at the rear of the entry hall. Also on the first floor is an eat in kitchen with vintage coffered ceiling, large pantry with hosier and open shelving, full laundry room with farm sink, half bath with classic tile floor, a spacious bedroom with period lighting and wide board floors, a separate dressing room with built-in cabinet, a mudroom, a heated screen porch, and an office with separate entrance. The second floor contains an immense primary bedroom with double closets, two additional large bedrooms with walk-in closets, and an ensuite bedroom with separate dressing room with vanity. A bath with a marble floor, updated shower, and period vanity service the three front bedrooms. The ensuite bedroom is serviced by a private bath with a marble floor, shower, and soaking tub. The ensuite can also be accessed by a private back staircase. There is a walk-up attic for ample storage, and a two-story mortise and tendon barn suitable for a workshop, additional storage or as a two-car garage. The private lot consists of 1.3 grassy acres of flat land with gardens, shade trees, and lots of wide-open spaces. There is ample room for a pool. The property is convenient to Hudson, Chatham, Albany, Troy, the Catskill Mountains and the Berkshires and easily accessible by car or train to New York City and Boston. It is a short walk to restaurants, coffee shops, a seasonal farmer's market, the post office, churches, art galleries, shops, parks, a museum, a garden center, an orchard, a yoga studio, the Kinderhook Creek boat launch, the Hudson River Valley Greenway, and all of the wonderful activities, concerts and events that make the Village of Kinderhook such a special place. Seize the opportunity to own a truly special property in a truly unique place before it is too late. Call to make an appointment for a private showing.

OPEN HOUSE on Saturday, August 1 from 11-1 Built in 1739, this Kinderhook Village house is one of the oldest in Columbia County. It would be ideal as your upstate weekend retreat or a full-time home. Surrounded by lush vegetation, vines, and trees, the property has a private lawn suitable for a small garden. Additionally, there is a one-car garage with a gardening shed attached. The house retains most of its original wide-plank flooring, molding, cabinets, and many of its closets and doors. The galley kitchen area looks forward to your creativity and individual design. The first floor features two parlors (or a parlor and a bedroom) a freshly installed full bath, a dining area, a three-season porch and a galley kitchen. Upstairs are two more bedrooms, another full bath, and an area currently used as a laundry space. This charming hideaway is an easy five-minute walk to the Village of Kinderhook's Town Square with its coffee shops, 4 restaurants, book store, bagel shop, seasonal Farmer's Market and Post Office. The Kinderhook Memorial Library off the square is a wonderful meeting place for children and adults of all ages. Kinderhook is 2 -1/2 hours from NYC, 25 minutes from Albany, and 15 minutes to Hudson, NY. The Hudson Amtrak station has eight trains daily to/from NYC's Penn Station. Please come to Kinderhook and discover this charming getaway!

On one of the most scenic country roads in the County, Willow Branch Farm, a 19th century farmhouse on over 53 acres has been transformed by the noted architect owner into a stunning property with Catskill views and sunsets. The Italianate three bedroom house is surrounded by a traditional English style landscape with a picturesque pond that delights the eye. Inside, 10 foot tall ceilings, wood floors and large windows bring in light and views throughout the day. Enter through original 19th century carved doors into the foyer. To the right, the expansive living room has a bay window to take in the view, floor to ceiling windows and a gas fireplace with an exceptional 19th century French Portoro black marble mantel. French doors open to the north porch. The spacious kitchen and dining room combine for the perfect place for cooking and entertaining. Custom rift and quartered white oak cabinetry hides a convenient coffee area and pantry space. A walnut topped island contains an induction cooktop and ample storage underneath. Top of the line appliances include a Sub-Zero refrigerator, a Bosch dishwasher, refrigerated drink drawers in the coffee station and two full size, convection wall ovens hidden behind a custom designed cabinet. A wall of floor to ceiling glass doors open to the west porch with dramatic views and sunsets throughout the year. Grass cloth walls, an English Wilton carpet and a 1940's French chandelier make for a very cozy library or ''Snug.'' The back hall, with a black basalt stone floor from Waterworks and antique 1920's pendant lights, leads to a large pantry and a separate laundry room with storage and a sink. The mud room, with double closets, hooks for hanging and a convenient bench, has a side door for easy access to and from the outside. The screened porch at the end of the hallway, which overlooks the pond and property, is ideal for summer relaxing and dining. A custom-built staircase with walnut bannister spindles and a hand tufted wool runner leads to the second floor. The primary bedroom has spectacular views facing west, a walk-in closet and en suite marble tiled bathroom. Off the hallway are two guest rooms, each with their own bathroom. The tower room with 16' ceilings is the ideal office or workspace. Bespoke details are throughout the home including St. Jude and Christopher Farr wallpaper in the bedrooms and first-floor half bath, all bathroom and kitchen fixtures and tile from Waterworks, many Vaughan and antique lighting fixtures, and all custom cabinetry. Outside, the barn has been redone with a new roof, concrete floor, plumbed for a bathroom, space for cars or workshop on the first floor and an impressive, high ceiling space on the second floor that can become guest space, extra living, studio, or work space. Beautifully restored original columns and decorative brackets line the north and west porches. Modern improvements include a new standing seam metal roof, buried power lines, energy efficient geo-thermal heating and cooling, new insulation, full house generator, Lutron lighting, motorized window shades, irrigation, sound, and security systems. The property is on two parcels. There is a separate 4-acre parcel of vacant land can be built on for a guest house, an, investment property, or sold. Just a few miles from the Hudson River and only minutes to the historic Village of Kinderhook with restaurants, bookstore, wine shop, Jack Shainman gallery, library, orchard, and the Empire Trail for walking or biking. Twenty minutes to Chatham Village. Just 30 minutes to Hudson's vibrant Warren Street and Amtrak. An easy drive to Albany Airport. Willow Branch Farm is the perfect blend of location, history, elegant design, and modern updates.

This serene 5-acre property boasts open meadows and mature trees, offering a tranquil retreat that feels a world away, yet remains highly accessible to the best of the Hudson Valley and Berkshires. Its proximity to the Taconic State Parkway and Interstate 90 ensures an easy retreat from both New York City and Boston. Locally, you'll delight in the charming town of Chatham's cafes, restaurants, bars, and a burgeoning art museum scene, with Queechy Lake just a 10-minute drive away. Popular destinations like Hudson and Great Barrington are also easily reached in just 35 minutes. Inside, discover the ease of single-floor living, featuring a spacious living room with a high vaulted ceiling and a warming wood-burning fireplace. The perfectly updated kitchen is both tasteful and functional, complemented by three generously sized bedrooms and two full bathrooms. The full-footprint basement, partially finished, presents an excellent opportunity to create additional bedrooms, home theater or even a self contained inlaw suite. True to its agricultural surroundings, this perfect home is perched above grounds that are mostly flat and highly versatile for a variety of activities. A charming chicken coop is discreetly tucked behind a 1.5-car garage, inviting you to embrace the farm-to-table lifestyle of the area. A barn sits across the field behind the home providing a bucolic view and awaits your vision for an art studio, guest house or stable. Truly a fantastic value for those looking to find peace of mind in their own private Hudson Valley oasis.

This is an original 1911 Hudson River Arts and Crafts Cottage with an architecturally sensitive 2006 addition. The home is consistent with the design principles of Downing & Davis. Andrew Downing was a landscape architect and author of the book Cottage Residences (1842). Along with architect Alexander Davis, their design principles for river cottages and villas defined Hudson River architecture from the mid-1880s to the 1920s. For rural cottages, their concepts emphasized ingeniously arranged floor plans that harmoniously blended the architecture with the natural landscape. The result was compact, convenient and comfortable homes that fit into and complemented their surroundings. One of the signature elements of this style was orienting the home such that its front faced the Hudson River. This home is true to those design elements, being sensitively located to take best advantage of the property’s impressive easterly views, including the Hudson River, Berkshires and Green Mountains. The property is historically significant, originally owned by Pieter Bronck and was in the Bronck family from the 1700s to the early 1900s. Known as the “First Bronck Farm,” it was originally improved by a two-story stone house (circa 1800), referred to as “Bronck House.”Its ruins are still visible on the property. In the1800s, Bronck House was the home of Teunis B. VanSlyke and his wife, Judith Bronck. In the 1970s, the property was purchased by James A. Warren, an attorney, whose family was prominent in Greene County in the early 20th century. James’ father, Leonard, was the founder and president of the NationalBank of Coxsackie.. , The house, pool and outbuildings are situated in roughly the center of the property, providing complete privacy.

Designer Nick Spain reimagined this early c1800 home, sited on the historic river road connecting Hudson and Stuyvesant. Formally known as The Garrett Stickles House, recalling the prominent family that built this historic home, a four year renovation under Spain’s artful eye kept the fabulous original details intact— its wideboard floors, leaded glass sidelights, and classic six-over-six windows, juxtaposing them with modern finishes like the floor-to-ceiling glass wall in the kitchen overlooking the pastoral yard, a large concrete sink basin in the master bath & a sleek woodstove tucked into an alcove in the dining room. The center hall residence is classic in its proportions and exciting in its design, you’ll find a wood burning fireplace in the living room & a small office tucked into the back. There are two upstairs wings— one houses a guest room and the other an additional bedroom and the primary suite. The bathroom is adorned with unlaquered brass fixtures from Waterworks, handmade tiles and a double vanity. The extensive renovation went well beyond aesthetics— the chimneys were rebuilt, the roof, windows (top of the line Marvins) & septic are new, the electrical service upgraded and there is a full house generator. You’re just 15m to Hudson proper and Amtrak, as well as the charming & historical village of Kinderhook. The Garrett Stickles House has been published in Wallpaper and Upstate House, it is a fully turn-key home that both design lovers and old house aficionados will enjoy. Just 2.5h north of NYC.

Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape.Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable artistry, craftsmanship, and thoughtfully integrated modern systems. Triple-paned Austrian-engineered windows and sliding doors flood the interiors with natural light while providing outstanding insulation and quiet, and looking out onto your own private field.Major upgrades include new James Hardie concrete siding, a new roof, updated electrical and plumbing systems, new water pump infrastructure, all new split-unit heating and cooling systems, and solar panels, creating a home that is both highly energy efficient and deeply considered.The main living spaces blend warmth, texture, and refined modern design. Wide plank white oak flooring runs throughout the upper levels, while the living room centers around a dramatic floor-to-ceiling fluted marble wood-burning fireplace. The adjacent dining area includes a built-in entertaining station with an ice maker and wine fridge, ideal for hosting gatherings large and small. Walls of glass open directly onto a generous new cedar deck designed for seamless indoor-outdoor living. Complete with a hot tub, outdoor shower, grilling area, and sunny lounging spaces, the private deck overlooks rolling pastoral fields, creating a private outdoor setting equally suited for entertaining, quiet mornings, or evenings spent soaking under the stars.The kitchen pairs clean contemporary lines with stone countertops, custom cabinetry, a walk-in pantry, handcrafted emerald green Zellige tile, and Fisher & Paykel appliances. Bathrooms continue the same elevated approach, featuring marble finishes, Zellige tilework, and spa-like details including heated floors and a heated towel rack. The primary en suite bedroom is a true retreat, complete with a lofted living space overlooking the main open floor plan living area, a double walk-in closet, and tranquil woodland outlooks.The walk-out on grade lower level offers substantial additional living space ready for customization, with architectural plans available for future completion. Anchored by a wood-burning stove, the space could easily accommodate additional bedrooms alongside media, guest, spa, or studio space.Outside, mature trees and wooded landscape, and the year-round creek create a peaceful and immersive setting. A garage with space for three vehicles adds practicality to the property's thoughtful design. Only five minutes from the village of Chatham, the property offers rare privacy and natural beauty without sacrificing access to the region's most beloved towns, restaurants, and cultural destinations. Hudson's celebrated Warren Street, with its restaurants, galleries, boutiques, and Amtrak station, is under twenty minutes away, while the Berkshires' cultural and outdoor destinations, including Great Barrington, Lenox, and Tanglewood, are all within easy reach. New York City is reachable in just over two hours by car or train. Chicory Hill House delivers sophisticated country living with privacy, design, and a high level of finish at every turn.

This quintessential 19th century four bedroom farmhouse with a classic front porch, on over an acre of land, boasts impressive Catskill Mountain and sunset views. Only minutes from Hudson, the house, built in 1860, and now beautifully restored with wood floors throughout, has an expansive great room that includes the kitchen, a living area and a banquette for casual dining. The center island has a convenient prep sink and a breakfast bar for more seating. The room is perfect for cooking and entertaining with space for everyone. A wood stove warms the room and radiant heated floors in the banquette area keep feet warm in winter. Maple wood counter tops with mahogany trim are throughout the kitchen, a classic porcelain farm sink overlooks the garden, a subway tile backsplash and a high performance six burner gas stove for discerning cooks. Glass doors open to the bluestone patio and gardens, easily combining inside and out. A convenient pantry and laundry room off the kitchen offers ample storage. A separate dining room has space for formal dining and on the other side of the hallway, the light filled living room has a wood stove. The original staircase leads to the second floor with four bedrooms and two full baths. The primary bedroom has a vaulted ceiling, an office nook, a private dressing room and a wonderful en suite bathroom with a tiled walk-in shower and clawfoot soaking tub with views of the garden. A loft area can be opened in the primary bedroom creating an additional private space. Outside, the gardens have been meticulously tended with raised beds for vegetables, perennial plantings, native species, stunning gabion stone walls and a built-in fire pit for chilly evenings. An important historic heritage sugar maple tree graces the fenced back yard along with black walnut trees, ornamental cherry, hydrangea, forsythia, magnolia, mulberry, white pines and a lovely orchard of apples and peaches. The front porch wraps around the house and provides the ideal spot for relaxing with a summer breeze and wonderful distant views of the Catskills and vibrant sunsets. A vintage garage has space above that could be work or creative space. A well-maintained house with a standing seam metal roof on the main part of the house, new asphalt shingled roofs, a Buderus boiler, a new hot water heater, a water filtration system and an automatic generator for summer or winter storms. A beautiful country home in an ideal location on the historic Old Post Road that linked NYC to Albany. A short drive to historic Kinderhook Village, Art OMI sculpture park, Chatham Village, farmstands, restaurants, shops, Hudson and Amtrak. Just over two hours to NYC.

Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view. The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor three bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort. Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, its prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.

Surrounded by rolling farmland, sweeping Catskill views, and spectacular sunsets, this historic Columbia County farmhouse offers the quintessential Hudson Valley retreat. Dating to the late 1700s or early 1800s, the home sits on 1.5 private acres along a quiet country road, bordered by more than 500 acres of adjoining pastureland where cows often graze. With no neighboring homes in sight, the setting offers a rare sense of privacy, beauty, and tranquility just 2¼ hours from New York City. Rich in character, the home retains many original architectural details, including exposed beams, wide-plank hardwood floors, and historic craftsmanship throughout. Thoughtful updates provide modern comfort while preserving the warmth and authenticity that make historic homes so special. The spacious country kitchen features a breakfast bar and adjoining dining area, while the inviting living room is anchored by a wood-burning fireplace. A first-floor primary bedroom includes a renovated en suite bath, and a flexible additional room can serve as a guest bedroom, office, library, or studio. Upstairs are two additional bedrooms and a large updated bath with a classic clawfoot soaking tub. Outside, enjoy quiet mornings on the rocking-chair front porch and evenings on the rear deck and patio overlooking open fields, distant Catskill peaks, and unforgettable sunsets. Mature trees and established landscaping frame the property, while a large garden with raised beds and drip irrigation offers ample space for growing flowers, herbs, and vegetables. Recent improvements include a Buderus boiler, an energy-efficient mini-split AC system, and a brand-new roof installed in 2026. A two-car garage barn provides additional storage and convenience. Ideally located near Hudson (15 min), Kinderhook (7 min), Chatham (15 min), Art Omi (5 min), Hawthorne Valley (20 min), farm stands, orchards, hiking trails, swimming holes, and skiing destinations, this special property captures the very best of Columbia County living.

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom residence enjoys breathtaking, uninterrupted views across the Catskill Mountains and Hudson Valley, offering spectacular sunsets, endless skies, and extraordinary stargazing from the privacy of your own mountaintop retreat. Thoughtfully designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen appointed with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, a handsome butler's bar, and exceptional custom cabinetry and built-ins handcrafted by renowned local artisan Vormer Cabinetry of Hillsdale. Superb craftsmanship is evident throughout, complemented by high-performance insulated Pella windows that enhance comfort and energy efficiency while framing the spectacular views. The dramatic great room is anchored by a striking stone fireplace with a reclaimed wood mantel, while a marble gas fireplace with a wood mantel creates an inviting atmosphere in the den. The spacious primary suite enjoys magnificent views and is complemented by an open spa-inspired bath, laundry, and generous closet space. The spacious two-car garage offers abundant storage for outdoor equipment, bicycles, paddleboards, and kayaks, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and the region's exceptional outdoor recreation. Modern conveniences include app-controlled security cameras and heating and cooling systems, allowing effortless remote management of the home. Outdoor living is equally impressive, with expansive decks and patios positioned to capture the extraordinary views, multiple barbecue and fire pit areas, and a heated saltwater swimming pool creating an exceptional setting for entertaining or quiet relaxation. A charming pool house with its own outdoor grilling patio extends the outdoor living experience, while the walkout lower level opens to an additional stone patio and fire pit--another spectacular vantage point from which to enjoy unforgettable Catskill sunsets beneath expansive evening skies. Raised garden beds, ornamental flower gardens, and fenced vegetable gardens with programmable drip irrigation provide an ideal setting for growing vegetables, herbs, and flowers. Flexible living space offers additional guest accommodations, while a backup generator provides year-round peace of mind. An additional five-acre parcel is included in the sale, presenting an exceptional opportunity to construct a guest house, studio, office, or other accessory structure, subject to approvals. Located within an exclusive community with privately maintained roads, the property offers exceptional privacy while remaining just minutes from Chatham, Hudson, and the Berkshires. Enjoy easy access to acclaimed dining, boutique shopping, yoga and Pilates studios, organic markets, farm stands, theater, antiquing, and renowned cultural destinations including Tanglewood, Jacob's Pillow, Stockbridge, Lenox, Egremont, Great Barrington, and the Shainman Gallery. Convenient to the Taconic State Parkway, Interstate 90, New York City, Boston, and Albany International Airport, this remarkable residence offers the very best of Hudson Valley luxury living.

Rare opportunity to own an enchanting horse farm in the heart of Columbia County. A historic Hudson Valley 1840s center hall Colonial farmhouse sits on over 20 stunning acres of rolling fields, fenced paddocks with water troughs and run-in sheds, a horse barn with a large hay loft and 8 stalls + an additional 3-stall pony shed that could be used as a chicken coop, garden beds, mature trees, a supplementary living space above the garage with a full bathroom, and a charming wooden bridge over a clean spring-fed creek where wild watercress grows. Prime farmland with 3 fields on the property currently leased to neighboring Hawthorne Valley Farm. Step from the L-shaped porch into the bright house filled with character, featuring exposed wood beams, vaulted ceilings, original moldings and wood floors, 2 wood-burning fireplaces, 6 bedrooms including a spacious, first-floor primary bedroom with an en suite bath and a private entrance, 4.5 bathrooms, wet bar, 10' ceilings, plaster walls, window seats, flagstone patio, mudroom. Recent improvements include a brand-new generator, fresh paint, new laundry with a new LG clothes dryer, and recessed LED lighting. This equestrian property is in an idyllic countryside setting and mere minutes from everything one might need in terms of culture, social life, sports and schools for children. N earby Hudson and Rhinebeck offer fine shopping and dining. There's certainly no lack of things to do and places to eat! Take your pick of farm-to-table restaurants, farm stores, farmer's markets, bookstores, bars, cideries, distilleries, hikes, art galleries, antique stores, and more.

Living and working in Albany comes with the architectural advantages of having an enduring historical legacy and if you imagine yourself ensconced in a Victorian era Italianate as if you are living in a Henry James novel, then this listing is perfect for you. This gorgeous 1860’s residence, situated on a generous 1.5 acre lot, vaunting nearly 4200 square feet of living space with soaring ceiling heights throughout, breathtaking French windows with historic wobbly glass, hardwood floors, 6 marble fireplace mantles and so many more exquisite details, is fully restored to preservation standards. There are 5 bedrooms and 3.5 bathrooms with scale to grow and the kitchen is pleasantly renovated with room for a breakfast table. Roam from room to room in evening attire or bring in an Upstate rural design firm to bring the halls down to a human scale and claim the manse as your own. East Greenbush isn't just a neighbor to Albany; it is considered a preferred residential partner located just 5 miles across the Hudson River, and residents enjoy a 10-minute drive to downtown Albany. You get the peace of a leafy suburb without the typical commuter fatigue. East Greenbush serves as a gateway. It offers immediate access to I-90, which connects you to the New York State Thruway, and is only 5 miles from the Albany-Rensselaer Amtrak Station—one of the busiest rail hubs in the country.

Haas Hill is a rare opportunity to own an expertly envisioned, sprawling country compound on 148 pristine acres amidst the verdant foothills of the Catskill Mountains. The Setting The lush acreage is home to three structures originally built in the late 1940s and all recently renovated: a 2,700 sq ft main house, a two-story cottage with a full bath and kitchenette, and the large pool house/cabin with a loft, full bath, and kitchenette. The land is populated with an in-ground pool, a fenced wildflower garden, a barn, many mature gardens and trees, and acres and acres of rolling hills and ecologically diverse forests. The Main House The main house is overflowing with natural light and charm, with a layout designed to serve rest and play equally; large primary living areas and a spacious, inherently social kitchen are a frequent entertainer's dream, while the cozy family room, tucked-away office, and serene bedrooms with far-reaching views of the surrounding landscape offer a quiet respite for a family. When you enter, you're greeted by the mudroom, with slate floors, wood paneling, a long peg rail and bench for everyday storage, and an extra-large closet for coats and sports equipment. Through a sliding door is the utility room, with laundry, a worktop and shelves, and a large utility sink. The kitchen features brand-new appliances, a beautiful charcoal AGA range, a hand-painted tile backsplash, terracotta radiant-heat tile floors, and ample built-in storage, including a pantry. The built-in breakfast nook in the corner of this space looks out onto the pool and an ancient Catalpa tree, and a door from the kitchen leads out to the back deck's dining area. Flooding with light from morning until evening, the double-height living-dining room centers around an original fireplace with built-in wood storage. Completing the ground floor is the powder room, a wallpapered office, and a more intimate family/media room. The second floor has the most commanding views on the property, with unobstructed views from the primary suite of the Mid-Hudson Valley's prominent hills and mountains. The wallpapered kids' room, an additional full bath, and a charming guest room round out the second floor. The Cottage Down a meandering stone path from the main house lies the two-floor cottage, with beautiful pine floors, exposed wood beams, a kitchenette and full bath, and ample living, sleeping, and storage space. The Cabin Just around the corner from the pool area is the cabin - a charming space with green-painted floors, shelving and peg rails throughout, and vaulted ceilings with thick wood beams. Currently used as a pool house and for sleepovers by the youngest generation, the cabin can also be easily remixed into an art studio, office, or additional (grown-up) guest quarters, and features a kitchenette with abundant storage, a full bath, and a cozy loft. The Surroundings While you won't need to leave your own grounds to get a healthy dose of nature and adventure, the surroundings are filled with opportunities for long, scenic hikes, boating trips along the Hudson, skiing in the Catskills, jaunts through fruit orchards, and many other outdoor pursuits. The nearby town of Coxsackie is home to a perfectly-stocked General Store (Coxsackie General), our favorite spot to grab a delicious bottle of wine (Reed Street Bottle Shop), a delightful antique store/bar/creative collective (UnQuiet), and a beloved supplier, maker, and curator of delicious Italian goodies (Via Ravioli). Haas Hill is just a few minutes from the town of Coxsackie, 15 minutes from the village of Catskill, 30 minutes from Albany International Airport, 30 minutes from Hudson (and Amtrak), and just under 2.5 hours from New York City.

A Rare 1781 Carriage house Awaiting Its Next Chapter. For the buyer who sees beyond the present moment—this is not simply a house, but a piece of early American architecture waiting to be stewarded forward. Built in 1781 as part of a historic estate, this original carriage barn offers the rare chance to restore, reinterpret, and reimagine a structure that has stood for nearly two and a half centuries. The ground floor, with kitchen, bath, great room has a grand fireplace and three separate bedrooms. The space offers many potential uses. The second floor, a huge loft with open layout, cathedral ceilings, exposed beams. . Tucked behind a landmarked, estate-style entrance, and approached via a private drive opposite the original limestone Federal mansion, this converted carriage barn sits quietly on 2.7 pastoral acres in New Baltimore—just minutes from Exit 21B of the New York State Thruway, making it an effortless escape. After some TLC, the property would make it a perfect retreat, AirBnB property, or full-time residence. Original details include pine floors, hand-hewn beams, forged hardware. Time has left its mark here in all the right ways.

Set on 4.7 beautifully landscaped acres with distant views. This impeccably maintained home offers generous space, thoughtful craftsmanship, and remarkable indoor-outdoor living. Located just minutes from so many of the Berkshires' most beloved attractions, including only 15 minutes from the main gate at Tanglewood, this Richmond property also boasts easy access to major traffic routes connecting you conveniently to both New York and Boston. Your ability to enjoy the region's culture, adventure, and cuisine starts right here.

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pond front residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher and Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. This rare offering blends natural beauty, modern comfort, and the coveted Fern Hill lifestyle in an ideal location. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

Why build when you can move right into this beautifully upgraded 4 BR, 2.5 BA home in the highly regarded Bethlehem School District? Built in 2019 and thoughtfully enhanced since, this impeccably maintained home blends modern style, comfort and a convenient Delmar location. The first floor features hardwood floors, a gorgeous kitchen w/ quartz countertops, new backsplash, upscale appliances & walk-in pantry, opening to a spacious great room w/ gas fireplace. A flexible playroom/office, mudroom & stylish half bath complete the main level. Upstairs are 4 generous bedrooms, 2 beautifully finished full baths & convenient 2nd floor laundry. Outside, enjoy a fully fenced backyard oasis w/ expansive Trex deck featuring lighting, gated access & storage, plus a shed, play space & raised organic gardens. Numerous custom upgrades throughout make this home truly move-in ready including smart home updates & a full house generator. Walk to Farmer's Market, Hamagrael Elementary & Delmar's Four Corners with restaurants, shopping & highways just minutes away. Modern, polished & stylish, it's truly Delmar living at its best!

Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large windows that look out onto the property. Glass doors open onto a small porch that leads to the backyard. Enjoy days and evenings relaxing or entertaining outdoors with the fire pit, stone patio and the clawfoot tub converted into an outdoor shower. Upstairs are three bedrooms and a full bath. The large primary bedroom has double closets. Additional finished space adjacent to one bedroom could be used as an office, playroom or studio space. Finished space in the basement contains a cozy den, an exercise area, the laundry with a utility sink and a separate storage room. Two car garage opens directly into the kitchen and a convenient first floor half bath. EV/RV chargers. Just minutes to Beebe and Harvey Mountain State Forests with thousands of acres for hiking, many local ski options, Tanglewood, Berkshires cultural offerings and Chatham Village restaurants, shops and movie theater. A short drive to Hudson and Amtrak. Come visit this charming home in an ideal location!

Come see everything this charming Victorian home in the country has to offer. Set on 2.5 acres, this beautiful property blends turn of the century charm with thoughtful modern upgrades throughout. Original pine floors, detailed trim work, and a stunning curved staircase speak to the home's early 1900s craftsmanship and timeless character. Upstairs, you'll find three spacious bedrooms and an additional full bath. The fully finished attic offers flexible extra space perfect for a home office, artist studio, movie room, guest space, or possible fourth bedroom. Enjoy morning coffee on the lovely front porch while taking in the privacy and open space surrounding the home. Additional highlights include a whole house generator and walking distance to LaHoff Brewery, a laid back local favorite set inside a restored 1900s barn. Conveniently located just 20 minutes to Hudson, 30 minutes to the Catskills and Albany, and approximately 2 hours to NYC. Recent upgrades and additions include brand new appliances, six Mitsubishi mini split systems for efficient heating and cooling, and a 10x20 lofted barn shed offering additional storage. Thoughtfully maintained and full of charm, this is the kind of Hudson Valley property that feels equally suited for full-time living or the perfect weekend escape.

Opportunity awaits with this well-maintained two-family home in an unbeatable location, just a short walk to the Four Corners, library, shops, restaurants, and everything the town has to offer. Perfect for owner-occupants, investors, or multigenerational living. The first-floor apartment features 3 bedrooms, 2 full bathrooms, and direct access to a full basement, providing excellent storage and additional space. The second-floor apartment offers 2 bedrooms, 1 full bathroom, and access to a walk-up attic with great storage or future expansion potential (subject to approvals). Both units have separate utilities, making ownership and management easy. Whether you're looking to generate rental income or live in one unit while renting the other, this property offers flexibility, convenience, and an exceptional location in one of the area's most desirable neighborhoods.