luxury real estate for sale Kinderhook, United States

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

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.

Built in 1974 by an engineer, this mid century modern residence resembles a French chateau in concept yet retains all the modern flourishes true to the period. Once two identical houses then combined employing steel beam construction, the symmetry inside soothes the soul of the connoisseur but it is the 12’x 60’ lap pool and accompanying screened pool house that grabs the attention. Surrounded by hedges of hydrangeas and a tidy boxwood garden that lends to the European flair of this property, florals fall over all the edges of the sensational long lawn while providing a tucked-in experience of privacy. This 3 bedroom 2 bathroom house boasts lofty, two story atriums with dramatic, modern glass windows with vertical mullions casting inviting sunlight over the living spaces while the whole house white painted interiors add a lightness of being within all the rooms. The open kitchen with its mid mod mosaic tiles offer the clean lines you come to expect from this architectural specimen while also being warm and entertaining. This property is especially good at throwing parties as it lends itself to both indoor and outdoor lifestyle activities with patios in both the front and back lawns. Stuyvesant NY is a scenic, rural town tucked away in the northwestern corner of Columbia County. It is defined by its pristine agricultural landscape, deep-rooted Dutch history, and striking waterfront geography along the eastern shore of the Hudson River, all the while enjoying its unique proximity to the village of Kinderhook NY. Shop for CSA farm to table foodstuffs at Samascot just 5 miles away or hit up the Chatham Berry Farm for your groceries and never step foot into a box store again. Dining out in the evening is provided by the many lovely Kinderhook hotspots.

With beautiful views of the Hudson River, this enchanting 19th-century Carpenter Gothic cottage in the historic hamlet of Stuyvesant is a rare combination of architectural character, thoughtful design, and an extraordinary sense of place. Distinguished by its steeply pitched rooflines, delicate Gothic detailing, and beautifully proportioned windows, the home retains the romance of its origins while offering the ease of contemporary living. Inside, a restrained palette of warm whites, dark painted floors, and carefully considered finishes creates an atmosphere that is both sophisticated and inviting. At the heart of the home, a double-sided fireplace connects the living spaces, lending warmth and intimacy to rooms filled with natural light. The bright and airy kitchen pairs simple white cabinetry and soapstone countertops with a farmhouse sink, Wolf gas range, and Liebherr refrigerator. Beautifully updated bathrooms provide a pleasing contrast to the home's historic character, including an upstairs bath with a luxurious soaking tub. A spectacular vaulted second-floor living room and studio is among the home's most memorable spaces, with soaring ceilings, a distinctive quatrefoil window, and incredible views of the Hudson River. Equally suited to creative pursuits or quiet afternoons, it offers a wonderful sense of separation from the main living areas. Outside, a wide and gracious porch overlooks the gardens, the Hudson River, and the Catskill Mountains beyond. Spectacular sunsets over the river are a nightly ritual, best enjoyed from the porch, whether dining outdoors, entertaining friends, or simply taking in the view. Thoughtfully updated while preserving its architectural integrity, the house strikes a beautiful balance between historic charm and contemporary comfort, with a standing seam metal roof and central air conditioning among its modern conveniences. Just a short drive from Kinderhook and Hudson, this is an exceptional Hudson Valley retreat in one of the region's most picturesque riverfront hamlets.

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.

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.

Welcome to 8 Prospect, situated on one of Coxsackie Village's prettiest streets. This stunning 3-bedroom Craftsman style home blends original early 20th century character with the space and practicality of modern 21st century living. Inside, you'll find oversized doors, high ceilings, original hardwood floors, custom woodwork, built-ins, and a charming window seat showcasing the artistry of another era. A butler's pantry connects the kitchen to the formal dining room, while generous bedrooms and large closets provide plenty of room to spread out. The house comes with a spacious basement for storage and outside there's an expansive two-car garage. This location is hard to beat. From 8 Prospect it's a quick walk to the Hudson River, Riverside Park, public boat launch, farmers market, and the village's growing collection of shops, restaurants, and gathering places. Get your produce and groceries at the General Store, grab coffee and a good book at Shipwrecked Coffee & Books, enjoy dinner at Patrick Henry's Waterfront Tavern, or Che Figata, or stop by Coxsackie Creamery for delicious ice-cream. Community events like Music in the Park and programming at The Wire Event Center add to the village's ever-growing appeal. With the New York State Thruway just 10 minutes away, Albany International Airport 30 minutes, and Hudson Amtrak Station 20 minutes, the best of the Hudson River Valley is within easy reach--including golf, hiking, and nearby ski resorts. 8 Prospect embodies a gracious village home in an enchanting Hudson River town--equally well suited to everyday living, weekend escapes, and making the most of everything the Hudson River Valley has to offer.

With lush rolling hills, long-stretching meadows, & the beautiful Kinderhook Creek running through it all, this heavenly slice of rural idyll quickly became home to grist mills, thriving trade businesses, & large farms. The largest section of the house, as it stands today, was likely built onto the original home at the turn of the 19th century by the Rider family, with the scalloped trim & other decorative millwork added towards the end of the 1800s. The entire property marks key architectural innovations & tendencies across hundreds of years - both the barn & the farmhouse sit on beautiful, thick fieldstone foundations, with exterior elements dating from the 1700s to the early 1900s, & stone foundation ruins on the grounds remain from the original covered bridge that once connected the north & south sides of the Kinderhook Creek. Inside the house, two-foot-wide floorboards, hewn beams, & painstakingly restored Shaker hand-built cabinetry tell the story of the home’s first 100 years & its earliest inhabitants. In a much nearer timeline, the home & barn (the guest house) have been expertly restored, preserving many of the structures’ most beautiful historical details with just the right amount of modern intervention. The owners worked with beloved interior design firm Jersey Ice Cream Co. to add additional texture & warmth to both buildings, from plastering the walls in their signature plaster finish to adding beautiful millwork throughout & building out plenty of surplus storage using carefully selected reclaimed wood that aligned with the home’s vintage.The main house has three bedrooms & two full baths, with abundant living & entertaining spaces. The kitchen, with its beautiful butter-yellow AGA, is inherently social in design & filled with light. The dining room & living room sit off the kitchen, & the 3-season screened-in porch serves as a warmer-weather extension of this open living space. Tucked towards the back of the house is a cozy family room with beadboard walls & a fireplace. The laundry / utility room, a full bath, & a mudroom complete the ground floor.Upstairs are three large, bright bedrooms & a full bath with striking wood paneling & a deep soaking tub. The bedroom with vaulted ceilings has direct access from its own stairwell, perfect for guests. The 1,200 sq ft barn is a genuine marvel, with double-height ceilings, immense beams, & light flooding through it in the most exceptional way. The large open living space has a wall of French doors to the exterior bluestone patio, & a fully serviced kitchen, full bath, & loft make the structure a perfect guest house & entertaining space, in addition to the endless possibilities for an artist or creative. A beautiful, salvaged triple soapstone farm sink is undoubtedly the kitchen's masterpiece & a nod to the property’s agrarian beginnings. A few steps beyond the barn, tucked toward the back of the land, is a sweet studio, currently used as a potting shed & workshop, with the potential to become an office, additional guest or entertaining space, or a future poolhouse. The grounds at Malden House are the perfect piece of Riders Mills & its magical landscapes - tall trees & lush gardens abound, dry-laid stone walls are peppered throughout, bluestone dining terraces skirt both the farmhouse & barn, & a stone & sand pathway winds down through a forest of ancient trees & daffodils to a cleared beach along the property’s 500 feet of Kinderhook Creek frontage. The creek has many a swimming hole for wild summer dips, & the quiet dirt road that continues past to the house is perfect for long walks amidst the neighboring hills & fields. Surrounded by some of the prettiest homes & views in the Hudson Valley, Malden House is minutes from Chatham & Kinderhook, just half hour from Hudson & Great Barrington, & 2.5 hours from NYC.

Where the road ends. This 173 acre parcel runs adjacent to the Hudson, with majestic views up and down the river and to the Catskill Mountains beyond. One of the largest available on the Hudson River, this rare, undeveloped slice of heaven is available for the first time in over twenty years. Watch the barges pass by on their way to New York, witness the storms blow over the mountain range, see the glow of the lighthouse in the distance as dusk sets in and the eagles fly over the landscape. An incredible, once in a lifetime opportunity abutting large swaths of forever wild land to the south and east. Just 10m to Amtrak and all that the vibrant city of Hudson has to offer from its farm-to-table restaurants, burgeoning hotel scene and antique troves. Developable and subdividable. 2.5h to NYC.

True quiet country roads are increasingly rare--and land offering this degree of privacy and seclusion is rarer still. This wooded, unimproved parcel, adjoining 171 Old Gale Hill Road in East Chatham, offers an estimated 1,186 feet of road frontage along an unpaved and quiet gravel road and an exceptional opportunity to claim a peaceful corner of Columbia County surrounded by nature. The gently rising terrain ranges in elevation from approximately 1,030 to 1,122 feet, creating natural contours, varied woodland scenery and intriguing possibilities for thoughtfully sited improvements. Explore the land's potential for responsible timber harvesting, hunting, camping and other recreational pursuits--or envision building the private country sanctuary you have always dreamed of. Although tucked away from traffic and noise, the property is conveniently located approximately 11 miles from Chatham Village, 10 miles from the hamlet of New Lebanon, 19 miles from Pittsfield, 26 miles from Hudson, 135 miles from New York City and 140 miles from Boston. This is land for those who value stillness, privacy and the freedom to create something entirely their own—a rare opportunity to enjoy an authentic country setting along a truly quiet road, within easy reach of the Hudson Valley and Berkshires.

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.

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.

If you love to drive long gravel roads through maplewood forests dotted with antique farmhouses and barns, we have this offering located in the corner of Columbia County that serves mountaintop views across the Hudson Valley. The impressive drive into the property through the gate is uphill past three meadows ablaze in native wildflowers across three seasons and through its own maple stock. The residence is a J.L. Ramirez, Architect PC (NYC) designed and built 4 bedroom 2.5 bathroom 3200 square foot center hall colonial with an open downstairs floor plan, high ceilings on both floors, grand porches on both front and back with sunlit, expressive Pella paned windows highlighting the Catskills to Berkshires views surrounding this tippy top sited spot. The estate, constructed in the year 2000, has 89 acres in total, with 20 acres mowed and lovingly maintained over 25 years to provide a lawn for lounging and entertaining. Afternoon breezes and birdwatching become the cocktail hour calling with a built in bar for service. The kitchen, with its bank of paned windows and buzzed by hummingbirds all day long, is adorned with heirloom custom cabinetry that is passed through the generations whether the countertop material de rigueur changes or not. A flock of turkeys wanders by and the yellow warbler works a tree branch while you stir bolognese for the evening supper and star gazing is absolutely magnificent from this spot. The house includes an office downstairs currently used as the media room, a mudroom with a floor of native stone off the kitchen, a wood burning fireplace and a barn. All of the bedrooms are off the center hall upstairs and all 4 enjoy good size proportions with the primary on the rear en suite. Situated in the quaint hamlet of East Chatham, this residence enjoys proximity to Chatham village and the Old Chatham Country Store with its delightful, local fare menu, the Massachusetts attractions of Stockbridge including the talent featured at Tanglewood and the convenience of I-90 to Boston or Maine at hand.

Welcome to Red Rock House, a remarkable architectural compound privately set on 16 acres in the historic hamlet of Red Rock in East Chatham, New York. Designed by Anmahian Winton Architects with landscapes by Studio Reed-Hilderbrand, this extraordinary retreat seamlessly blends contemporary design with the surrounding natural landscape, creating an exceptional sanctuary. A winding driveway through the forest leads to the main house and guest house, both clad in darkened cedar wood with latticed privacy screens that blend effortlessly into their surroundings. A bluestone pathway connects the structures, leading to a terraced pergola with multiple seating areas, a wood-burning fireplace, sweeping meadow views, and a 60-foot heated saltwater pool. Just beyond, a secluded cottage overlooks a rushing creek, while a woodland trail leads to an elevated treehouse-perfect for yoga, meditation, or quiet reflection. Spanning three levels, the main house is a masterclass in modern minimalist design. Crisp white interiors create a gallery-like backdrop for art while framing spectacular four-season views through expansive walls of glass. A stone-paved foyer leads to a dramatic loft-like entertaining space anchored by a double-height living room with floor-to-ceiling windows overlooking the treetops. Nearby, a cozy lounge with a wood-burning fireplace opens to a wraparound terrace cantilevered into the forest. The windowed chef's kitchen with center island flows seamlessly into the dining area and features Vermont Danby marble countertops, abundant custom cabinetry, premium appliances by Wolf, Sub-Zero, and Miele, plus a balcony overlooking the pool and meadow. A tasteful powder room completes this level. A sculptural staircase leads up to the private primary suite level, an airy retreat filled with natural light. The king-sized bedroom includes a sitting area with a gas fireplace and a spa-like bathroom with double vanities, a rain shower, and a deep soaking tub for two. A spacious dressing room with custom built-ins offers exceptional storage, while a hallway with a laundry closet leads to a comfortable media room featuring a fireplace and custom bookshelves. The walk-out lower level opens directly to the pool and includes two bedrooms, a study, and a full bathroom. These flexible spaces can also serve as a gym, home office, or studio. A large mechanical room is also located on this level. Privately positioned from the main residence, the contemporary guest house offers bright open living spaces, oversized picture windows, two spacious bedrooms, a full bathroom, and a kitchenette. Below, a two-car garage provides abundant storage and a Tesla charging station. The entire compound is meticulously maintained and offers exceptional privacy and premium amenities, including multi-zone HVAC, radiant heated floors, custom architectural lighting, a central vacuum system, and a 22KW generator for the ultimate in comfort and security. This unique and remarkable offering is ideal for those who appreciate world-class modern architecture and are seeking a true refuge from the world outside. Though completely immersed in nature, the property sits just 10 minutes from the town of Chatham and 25 minutes from Hudson and the Berkshires, with easy access to renowned restaurants, farmers markets, Tanglewood, P.S. 21, and the highly anticipated Art Omi Pavilions. Red Rock House: not just a home, but a holistic and restorative experience!

Welcome to DREAMLAND. Set along a quiet country road, this exceptional 22 acre parcel offers the rare combination of privacy, curated natural beauty, and effortless access from New York City. Just minutes from the Taconic State Parkway, the property is ideally positioned for seamless weekend escapes or full-time living. A sun-drenched open meadow—perfectly oriented for southern exposure—creates an ideal setting for a modern country estate, while a network of winding, tree-lined trails invites exploration through a landscape of mature hardwoods, including striking 200-year-old oak trees and historic stone walls. The setting feels both expansive and intimate, a 5 acre building site offering the opportunity to design a home that fully captures the surrounding natural beauty. Located moments from the renowned Hawthorne Valley School and its celebrated farm store, and within easy reach of the cultural richness of the Berkshires, this property places you at the intersection of nature, design, and lifestyle. Skiing, art, and dining are all nearby, while the vibrant riverfront city of Hudson is just 20 minutes away. A rare opportunity to create a legacy property in one of the Hudson Valley’s most sought-after settings—where architecture, landscape, and lifestyle come together seamlessly. BOHA, Driveway permit, survey

Far reaching Catskill Mountain views are the signature features of this Mercer Mountain development in East Chatham. Situated in the rolling Taconic Mountains between the cultural corridor of the Berkshires and the breathtaking views of the Catskill Mountains is the prestige neighborhood of million dollar plus homes called Mercer Mountain. In the ever so popular Columbia County of the Hudson Valley, this offering is a generous 12.5 acre buildable lot with 6.5 acre homesite and a 6 acre zoned 2 auxiliary building sight (barn and pool or guesthouse and barn) directly across the road near the apex of Mercer Mountain Road with substantial western views of the Windham Blackhead Range of the Northern Catskill in the distance. The home site has already been blasted for you and your architect's vision and the panorama awaits in this already well established community. We are priced to allow for engineered septic required for all Mercer Mountain lots. Located between Lenox (shop Guidos!) Massachusetts, Tanglewood nights and Chatham, New York and its farm to table lifestyle. Convenient to both NYC and Boston.

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.

The Philmont Collection combines established rental income with the opportunity to increase revenue by leasing the remaining vacancies. Seven buildings comprise 27 rented or rentable apartments in the Village of Philmont, offering investors scale within a compact Hudson Valley village setting. Currently operating at a profit and offered at 2,995,000 dollars, the collection provides immediate income with further leasing upside. The portfolio includes 62 Main Street, 20 Church Street, 5 Church Street, 3 Church Street, 3 Elm Street, 7 Canal Street and 5 Elm Street. The October rent roll reports 21 leased apartments and six vacancies, with current scheduled rents totaling approximately 336,933 dollars annually. Leasing the remaining apartments at ownership's projected asking rents would add approximately 109,200 dollars in annual rental revenue. Clustered within a few walkable blocks, the properties support convenient management and access to village amenities. Capital improvements include extensive work at 62 Main Street: updated apartments and bathrooms, facade restoration, insulation improvements and conversion from central oil heating to individual electric systems. Current operations use DoorLoop for leasing, rent collection, maintenance coordination and tenant communications. Historic architecture and proximity to Hudson, Amtrak, the Taconic State Parkway and the Hudson Valley's dining, cultural destinations and outdoor recreation add to the portfolio's appeal. Rent rolls, financial statements, parcel information and supporting materials are available upon request. Scheduled and projected rents are not guaranteed collections. Unit counts and occupancy are ownership-reported, and occupancy is subject to change. Purchasers should independently verify unit counts, permitted configurations, rental status, square footage and financial performance.

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.

Welcome to Four Mile River House, where water is a way of life. This four-bedroom, three-and-a-half-bath contemporary post and beam home in Athens sits right at the river's edge, sand and shoreline giving way to a waterfront with room to dock or moor a boat. Built in 1997, the home spans roughly 3,458 square feet across two main levels, a finished lower level, and a third-floor crow's nest. Sunrise over the river, fishing before breakfast, the current always in view; this is waterfront living in its truest form. The property abuts state land and the Four-Mile Point Preserve bird sanctuary, so the privacy is permanent, not just a moment in time.The interior is a masterpiece of post and beam design, with hand-hewn beams, cathedral ceilings, and a gracious entrance foyer carrying the character throughout. The main level features radiant heated stone floors quarried in South Africa and a floor-to-ceiling stone fireplace that warms the room. The formal dining area opens through two sets of French doors onto an expansive deck, framing sunrise views over the water. Opposite the fireplace, a chef's kitchen offers top-of-the-line appliances, a new Invisicook countertop, a center island, and custom cabinetry with a pantry.Upstairs, wide hardwood floors lead to a primary suite with a spacious bath and its own fireplace, joined by two more bedrooms with river views and a guest bath. A third-floor crow's nest crowns the home with 360-degree views. The finished lower level adds a recreation room, full bath, and a large bedroom or office, with French doors leading out to a covered patio and grounds. Recent systems include central air conditioning, forced air and radiant heat run on propane, and 200+ amp electric service, along with a two-car garage and driveway parking.Outside, a private fenced oasis unfolds across the property's 1.62 acres: tiered stone walls, mature flowering trees, and a cascading waterfall fountain with the potential to become a luxurious pool for the next owner. Approximately 250 feet of shoreline includes a cliff and a private beach on the Hudson, bordering state land on two sides, with river views from nearly every vantage point on the grounds. Clad in clapboard and six-inch stone veneer, the home settles into its landscape, and the adjoining preserve draws local birders for its osprey and cedar waxwing sightings.Located a short distance from Hudson, Albany, and the Catskills, the property offers easy access to dining, shopping, culture, and the outdoors. Commuters will find the Amtrak station in Hudson connects directly to NYC, and with Manhattan just over two hours by car, this is rural peace with real accessibility, equally suited to a full-time residence, country retreat, or vacation rental. Real river frontage, permanent privacy, and room to dock a boat: land like this doesn't change hands often.

Overlooking ten acres of city-owned green space, this passive house is just two blocks from the best restaurants and shops that Hudson has to offer but a world away. The site is entirely unique within Hudson, the terraced yard is exceptionally private and overlooks pastoral fields, and a small waterfall out back can be heard from the house. The backyard is enveloped by trees, this is one of a few in-town locations where you'll find no neighbors in sight. Built c2015, the incredibly efficient home has 3 bedrooms and 2 full baths spread out over two stories. The main living space is an open kitchen and living room, both walk out onto the deck where one can enjoy the outdoors right in Hudson proper. On the lower level you’ll find radiant concrete floors. The home is clad in COR-TEN steel siding and the European windows are triple-pane. Outside, stone walls terrace the yard, there is a built-in grill/firepit, a large storage shed and off-street parking. This incredibly unique location offers in-town convenience and proximity to nature— it is truly the best of both worlds.

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.

A very early Hudson home built c1790 likely in the Federal style, 102-104 North Fifth Street was converted into a striking Italianate at the turn of the 19th century. The beautifully ornamental porch is a fabulous place to take in the charming block, and the striking facade is adorned with bracketed cornices typical of the Italianate style. Just blocks to Warren Street, Hudson’s main drag, the neighborhood is residential and quiet. You have a large backyard with a patio, a 6ft fence for privacy, and lovely & mature plantings. Inside, the proportions are as elegant as the exterior, with high ceilings and wide spaces. The kitchen is open, grounded by a center island, and you’ll find large common spaces and small quiet nooks. An office sits at the back of the house, and you’ll find a gas fireplace clad in brick in the living room. A magnificent curved staircase has its original banister, a work of art, and upstairs you’ll find three bedrooms. The primary is ensuite, lovely and large with a soaking tub, separate shower, and double vanity. There is off street parking lined with cobblestone walls, and the double lot offers wonderful outdoor space. A wonderfully quiet corner just a 3m walk to the center of town and all that Hudson has to offer with its renowned restaurants & antique shops, and just up the road from the Amtrak train station. 102-104 North Fifth is completely turn key & done to a wonderfully high standard, just 2.5h north of NYC.

On one of Hudson's most coveted blocks, this distinguished Italiante has been reimagined with uncommon discipline and exceptional craftsmanship. Behind its beautifully restored façade, original architectural details have been preserved with remarkable care while every modern intervention feels thoughtful, timeless, and entirely at home within the house's historic framework. The experience begins the moment you enter. A gracious foyer, anchored by tile floors, an elegant staircase, and soaring ceilings with intricate plaster medallions and moldings, sets the tone for the home beyond. Throughout, the renovation strikes a rare balance—honoring the building's nineteenth-century character while introducing contemporary comfort with restraint and confidence. At the heart of the home is an extraordinary kitchen designed for both everyday living and effortless entertaining. Marble surfaces wrap the space, complemented by a concrete farmhouse sink, unlacquered brass fixtures, custom cabinetry, and a professional-grade range beneath a sculptural hood. Just beyond, a built-in banquette creates an inviting dining space flooded with natural light, while French doors open directly to the rear terrace, seamlessly connecting indoor and outdoor living. Formal and informal living spaces each possess their own distinct personality. The front parlor showcases restored period plasterwork and one of the home's original fireplaces, while additional gathering spaces offer warmth, intimacy, and flexibility for entertaining or quiet evenings at home. Rich textures, carefully chosen wallpapers, and sophisticated lighting create interiors that feel layered rather than decorated—elegant without ever becoming precious. The private quarters continue the home's quiet luxury. Three thoughtfully designed bedrooms are complemented by beautifully appointed bathrooms finished in marble, bespoke millwork, and timeless fixtures. Throughout the home, every material selection reflects an unwavering commitment to quality and longevity. One of the home's most unexpected luxuries is its exceptional collection of supporting spaces. A beautifully designed mudroom with custom built-ins includes a dedicated dog wash, elevating everyday function into something genuinely special. A richly appointed office wrapped wallpaper offers an inspiring place to work from home, while additional flexible living areas provide space for a media room, library, or guest accommodations. Outside, expansive covered porches invite slow mornings and long summer evenings, their intricate Victorian brackets serving as a reminder of the home's architectural heritage. Mature landscaping creates privacy while framing multiple outdoor spaces for dining, lounging, and entertaining. Few renovations achieve this level of cohesion. Every decision—from the restored millwork and historic detailing to the custom cabinetry, natural materials, and carefully curated finishes—feels intentional. The result is a home that honors its past while offering every comfort expected of contemporary luxury living. This is not simply a beautifully renovated Italianate. It is a house that has been deeply understood, meticulously restored, and thoughtfully brought forward for its next century.