luxury real estate for sale North Chatham, United States

Welcome to Hardwicke Farmhouse. Set on more than eight private acres along a private country lane, this extraordinary property has been meticulously renovated from the studs up, integrating four centuries of architectural heritage and crafted throughout with the finest materials. The result is a fully turnkey home set within a reclaimed landscape of stone terraces and walls, wildflower meadows, spring-fed ponds, and historic barns, each element in quiet dialogue with the architecture it surrounds. The original structure dates to the 1740s, rooted in the Dutch and early American traditions that shaped this region. A gracious Greek Revival center hall followed in the 1840s. The crowning addition was designed by John Mesick, founding partner of MCWB Architects and celebrated contemporary of I.M. Pei, a masterwork of glass, stone, and iron, with a silo-inspired great room that dissolves the boundary between interior and landscape.Inside, the historic rooms feel intimate and grounded. Hand-hewn beams, wide plank floors, restored hardware, and Dutch doors reflect the home's early roots, while new windows flood each room with natural light. Morning light drifts through the front parlor and dining room, both anchored by wood-burning fireplaces. Beyond, the Mesick addition opens into a dramatic great room with an inglenook fireplace and sweeping views of the pool, barns, and fields. The fully rebuilt kitchen features all-new appliances, cabinetry, and fixtures, and shares this airy modern space with a dining area, creating a natural flow for long meals, gatherings, and quiet mornings observing each season. Newly added bedrooms and baths include two primary suites: a spacious ground-floor suite ideal for single-level living or guests, and a private upper retreat. Each primary suite features a double-vanity bathroom, and all bathrooms have been fully renovated with high-end details including a steam shower, Zellige tiles, and designer fixtures and finishes throughout.The home offers gracious gathering spaces and quiet corners to retreat to, with additional rooms providing flexibility for offices, studios, or guests. All new plumbing, electrical, and updated HVAC systems ensure modern comfort throughout. Outdoors, the landscape has been completely restored: a new in-ground pool and stonework rebuilt from scratch, trees and gardens newly planted, and the spring-fed pond dug out, cleaned, and stocked. The pool anchors a main terrace of multi-level dry-stacked stone walls designed for entertaining, each level opening to sweeping views of the grounds, the woodlands, and the western sky. Wildflower fields and spring-fed ponds frame the property across every season, drawing a pageant of native life throughout the year.Though you'll pay taxes on only 8 acres, you'll live as though you own the entire landscape, 700 surrounding acres of protected farmland, visible in every direction and safe from development. The sole property on its lane, you'll enjoy absolute privacy. Kinderhook, Chatham, and Hudson are all within easy reach, and Albany International Airport is about thirty minutes away. Daily life here is shaped by quiet countryside, nearby farms, local dining, and easy access to the best of the Hudson Valley.

Experience the best of country living on Brookfield Farm Lane. This exceptionally well built, light filled, five bedroom home on 3 acres is quiet and secluded with a serene swim pond but just minutes from Kinderhook and Chatham Villages. The expansive great room has an impressive double height ceiling, beautiful wood floors and seamlessly flows into the dining area and kitchen. Glass doors lead to the four seasons sunroom and large deck beyond. The kitchen has Bosch double ovens, a Sub-Zero refrigerator, Asko dishwasher, a gas cooktop and a stunning copper hood. A large pink granite topped island connects to the dining area for easy entertaining and large gatherings. The expansive first floor primary suite has a bath with shower and a separate soaking tub with wonderful outdoor views, a wall of closets, wood floors, a desk area for work from home and a door that opens onto to the outdoor deck. Insuring privacy, two additional bedrooms and a full bath are on the other side of the house. A nicely finished lower level has two more bedrooms, a bath with shower and a cedar lined closet. The very large family room with a gas fireplace is ideal for a media room, a den or overflow guests. The unfinished area of the lower level is great for storage with easy exterior access. On the main level, the four seasons sunroom with radiant heated floor provides comfortable year round enjoyment of the outdoors even in winter. The multi-level outdoor deck, easily accessed from the living room or dining room, offers warm weather entertaining, outdoor dining under the charming pergola or a soak in the hot tub. A wonderful spring fed pond, stocked with koi and bass, beckons for swimming, fishing or a lazy float on the water. A classic gazebo by the pond is the perfect spot for evening drinks or dinner and then gather around the firepit. The attached two car garage provides a convenient side entrance into the kitchen, laundry area and half bath. Geo-thermal heat and air conditioning provide energy efficient year-round comfort. Beautiful flowering trees and perennial plantings are throughout the property--dogwood, magnolia and apple trees. An adjacent two acre parcel of vacant land is available for purchase, if more acreage is desired. A quiet retreat but just minutes to Kinderhook Village for Samascott Orchard, the Empire Trail, Farmers Market, Jack Shainman's gallery The School, Morningbird for breakfast and the OK Pantry's delightful gifts. Or, just minutes in the other direction to Chatham Village restaurants, shops, cheese store, bookstore, and movie theatre. A short drive to the excellent restaurants, shops, and galleries in Hudson, along with Amtrak. An easy drive to the Capital District. Two and half hours to NYC or Boston.

OPEN HOUSE Sunday, May 24 from 12-2 If you are looking for a move-in ready village farmhouse in Hudson Valley's Columbia County, you have found it! This gut-renovated home in charming and desirable Old Chatham is perfect for a weekend or full-time residence. There are 3 bedrooms (2 primary!), 2 ½ retiled, replumbed and rebuilt bathrooms, a huge dressing room with custom built shelves and clothes racks, a wood burning stove, formal dining room, gourmet kitchen and closets everywhere. The new washer and dryer are conveniently located on the 2nd floor. This home features a brand-new Wolf Stove, Bosch refrigerator and dishwasher, quartz kitchen countertops and gorgeous custom solid wood cabinets, farmhouse sink, thermally efficient windows, new wrap around deck and site-specific water filtration system. The hardwood floors have been stripped, sealed and coated throughout the entire house. The entire exterior of house was stripped, sanded and painted in 2025. The roof was repaired / replaced as needed in 2025. The basement features a freshly- poured concrete basement floor, a Beckett furnace installed in 2017, and hot water heater installed 2017. 23 Frog Alley awaits its new owners. Come see it. Call listing agent Richard Byrne at (646) 342-7125 for information and to schedule a showing.

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.

OPEN HOUSE Saturday, June 6 from 9AM to Noon 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 home 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, historic sites, 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 Listing Agent Richard Byrne at (646) 342-7125 to make an appointment for a private showing.

Fall in love with 28 Hudson Street, a fully renovated ~2,000-square-foot side-hall Colonial just steps from the Village Square in the heart of Kinderhook. Bright, sun-filled, and thoughtfully updated, the home blends modern comfort with deep respect for its historic character, offering a peaceful retreat at the center of vibrant village life. A detached 20x25' two-car garage with a finished 735 SF studio, complete with a full bath and private entry, brings the total finished square footage to approximately 2,591 SF, inclusive of both the main residence and the barn studio. A modified open floor plan enhances light, flow, and everyday functionality while preserving the home's original integrity. The stunning kitchen and dining area form the heart of the home, ideal for both daily living and entertaining. The kitchen features all-new, state-of-the-art appliances including double wall ovens, a gas range, and refrigerator, along with generous counter space for serious cooks. A full wall of windows opens to the lush, newly landscaped backyard, creating a seamless indoor-outdoor connection. Professionally designed landscaping provides year-round interest and strong curb appeal. Mature and newly established plantings frame the property, while western and southern exposures offer lovely views of the neighboring pond and warm afternoon and sunset light. The main residence offers three comfortable bedrooms and one and a half baths, complemented by thoughtful storage and well-designed living spaces throughout. A charming path leads to one of the property's most special features: a beautifully renovated studio barn and spacious two-car garage. The approximately 25' x 20' studio overlooks open fields and the pond beyond and includes a three-quarter bath--perfect as a guest suite, artist's studio, home office, or private retreat. The garage offers exceptional storage with extensive shelving. Recent improvements throughout the property reflect a clear commitment to quality and ease of living. Highlights include a fully reconstructed asphalt driveway; a custom mudroom with Pella windows, cubbies, and shelving; a renovated upstairs bath; zoned high-efficiency heating and cooling; custom solar and roller shades; a rebuilt stone wall; refreshed lawn areas; and a new hot water heater. Enjoy walkable village living just moments from restaurants, cafés, wine bars, the library, and local shops. Kinderhook is known for its rich history, creative energy, and strong sense of community, with easy access to farm-to-table favorites, local orchards, and seasonal farmers markets. Despite its central village setting, the location offers convenient access to the Taconic State Parkway, I-87, and Albany International Airport, with Hudson, Chatham, Albany, the Catskills, and the Berkshires all close by. A quiet, sun-filled retreat with landscaped grounds, pond views, and a separate studio barn with its own bath, 28 Hudson Street offers the rare combination of village walkability, privacy, and refined country living. A true gem and an absolute must-see.

An architecturally significant c1830 Federal home walkable to the charming village of Kinderhook. Sited on a large one acre corner lot, this stunning historic residence has been beautifully restored and you’ll find beautifully preserved original details throughout. Two fabulous rooms flank the front entrance hall, both with soaring ceilings, wood burning fireplaces with antique marble mantels, soaring ceilings, crystal chandeliers & crown molding. One is used as a barroom/breakfast room with extensive built ins, and the other a light filled family room with a bay window overlooking the yard. The kitchen is at the center of the home, you’ll find custom cabinetry, classic marble countertops, and a stunning La Cornue range. The kitchen opens into the dining area with a woodburning fireplace surrounded by custom built-ins & walls of windows. The scale of each room is classic in its proportion, large and gracious. The primary suite takes up half of the second floor, a wonderfully expansive stretch of walk-in closets, a full bath with a soaking tub & separate shower, and a newly installed sauna. There is a wood burning fireplace in the bedroom. Two more bedrooms & a full bath complete the second floor. On the home’s third floor you’ll find a gym, a full bath and an office, and a media room & playroom make up the lower level. Outside, the grounds are private and beautiful with a large swimming pool, gardens & sprawling lawn. The roof is a stunning slate. The two car garage is attached, and there is a small barn. 34 Broad Street is the personal home of a notable interior designer, it is both impeccably designed and perfectly buttoned up with a new roof, generator, and many other upgrades. Just 2.5h to NYC but a world away.

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep southern-style covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator. Formal gardens and secret gardens are a masterclass in landscape design and laid out to elicit curiosity and showcase the season's full vibrancy of color, while the surrounding hayfields offer a timeless rural counterpoint. Cool off in the pool or dine al fresco at the pool pavilion - an historic barn transformed into an inviting retreat complete with changing room, full bath, kitchenette and garden room. The second floor of this original timber framed structure offers space for one's future vision. Nearby, is the head house garden complex with gardener's office, workroom, garage and glass conservatory, imported from England - all supporting the estate's fenced in perennial/vegetable garden. Further down a gravel lane is a private two-story 2,900 SF guest house/caretaker's cottage renovated into a 3-bedroom, 2-1/2 bath home, perfect for family or on-site management. A few of the property highlights include a 35-zone irrigation system, landscape lighting showcasing the arboretum quality plantings, multiple back-up generators, high speed internet and connectivity and a property security system. Deep Acres is a rare and complete estate, timeless in its design and masterful in its execution. A Hudson Valley treasure, ready to be experienced.

Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature, light, and craftsmanship exist in harmony. Custom-built to evoke the grace and authenticity of a 200-year-old estate, the home blends timeless architectural detail with thoughtful modern luxury. The interior unfolds with a balance of openness and intimacy, offering spaces that feel both grand and warmly livable. At the heart of the home is an expansive chef's kitchen featuring honed Vermont Danby marble countertops, Kennebec cabinetry, a spacious pantry, and top-tier appliances, including a grand-scale luxury Thermador refrigerator and plumbed Wolf steam convection oven. The kitchen flows seamlessly into an oversized casual dining area and family room, ideal for relaxed daily living and entertaining. More formal rooms include a gracious dining room, refined reception or music room, and a light-filled sunroom with fireplace. Radiant in-floor heat warms the office, kitchen and mudroom, living room and entry, and dining and music rooms, while the sunroom is served by baseboard hot water and the upper level is divided into two zones for comfort and efficiency. Nordic matte white-washed reclaimed Southern pine floors, artisan-crafted twelve-over-twelve windows, and hand-forged wrought-iron hardware lend warmth and authenticity. Five wood-burning fireplaces, including two moss-lined stone fireplaces, add character and comfort, while limestone bath tiles and a spa-like primary bath elevate everyday living. The home is fully networked with Ethernet and Wi-Fi throughout and includes multiple office spaces, abundant storage, a private guest suite, and additional guest accommodations. The estate is exceptionally well equipped for both daily living and entertaining, with a professional six-burner Garland range with salamander, griddle, grill, and dual ovens, two Bosch dishwashers, Viking bar and wine refrigerators, and twin Sub-Zero refrigerators in the basement providing generous additional cold storage. A drop freezer, water softener, bar sink filtration, high-capacity range hood, Vermont Castings wood stove, and split system in the office enhance comfort and functionality. Outdoors, a newly constructed gunite pool by Scott Pools is surrounded by an expansive granite patio with upgraded coping that remains cool underfoot. The pool features dual heaters, swim shelf, swim-out step, discreet lap lane, and premium cover. In spring, the lawn will be refreshed and the pool area styled with elegant furnishings, oversized planters, and Tucci umbrellas. The land itself offers rolling fields, woodland trails, fruit trees, and a fenced apiary with mature beehives. With generous road frontage and multiple driveway access points, the property provides enhanced privacy and flexibility. Raised-bed vegetable and herb gardens near the kitchen reinforce a lifestyle rooted in beauty, sustainability, and abundance. Additional amenities include a twenty-four by twelve garden shed, Level Two EV charger, Goshen-stone patios and walkways, a CeDur roof, and buried 400-amp electrical service. Security and Nest systems with cameras are in place for peace of mind. Despite its serene setting, the property is conveniently located to Albany, Troy, Saratoga Springs, Hudson, Chatham, Rhinebeck, Lenox, and Stockbridge, offering access to dining, culture, boutiques, and year-round recreation. Whether hosting gatherings or savoring solitude amid open land and endless views, this exceptional estate offers a rare and deeply satisfying way of living.

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.

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.

Welcome to this well-maintained 3-bedroom, 2 full bath home offering comfort, functionality, and key updates throughout. The roof is just 7 years old, providing peace of mind, and several newer windows enhance energy efficiency and natural light. The kitchen features stainless steel appliances (excluding the oven), perfect for everyday living and entertaining. A newer hot water heater, only 1 year old, adds to the home's value, while central air ensures year-round comfort. Don't miss the opportunity to own a move-in ready home with important updates already in place!

Welcome to Cricket Hill Farm-a circa 1949 country home set against sweeping Catskill Mountain views, this home offers the rare opportunity to create your own Hudson Valley retreat. Privately sited with a beautiful front lawn, mature trees, and a gorgeous bluestone patio designed for outdoor dining and summer evenings, the setting alone is worth the drive. Inside, the three-bedroom, two-bath home is filled with character, including hardwood floors throughout and a wood-burning fireplace that anchors the living space. The seller has already gutted the kitchen, opening the space and creating a true blank canvas for the next owner to design and renovate to their taste. The bathrooms are also ready for updating, making this an ideal opportunity for someone with vision looking to bring new life to a well-loved home. A detached one-car garage adds convenience, while the mountain views and established landscape create the kind of setting that's hard to replicate. An authentic Hudson Valley fixer with soul, views, and endless possibility.

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.

17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout. Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat. Quiet, peaceful setting just minutes from local amenities and 2.5 hours from NYC, with easy access to the Berkshires, Hudson, and Chatham. A rare opportunity to build on a scenic, development-ready parcel in a sought-after location.

Welcome to 13149 NY 22, Canaan, NY 12029—a beautifully updated 3-bedroom, 1.5-bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single-level layout provides comfortable flow between the bright living spaces and the three well-sized bedrooms. Recent improvements include a brand-new roof, ensuring years of worry-free ownership. An attached two-car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings. Whether you're downsizing, seeking a weekend retreat, or looking for a low-maintenance full-time home, this ranch delivers a perfect blend of comfort, style, and practicality.

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.

Welcome to this spacious & well maintained townhome in sought after Chadwick Square. The first floor features an updated kitchen, open floor plan, stone fireplace & new luxury vinyl flooring. Brand new plush carpeting leads to the second floor with 3 spacious bedrooms, 2 full bathrooms (including ensuite), along with bonus storage area and plentiful closets. The current owner has updated practically every feature of this home in the last few years: First fl ½ bath ('25), refrigerator ('24), stove ('22), dishwasher ('17), washer/dryer ('19), roof ('19), skylight ('19), furnace & HVAC ('19), floor coverings ('25-'26). HOA fee includes pool, tennis & pickleball courts. Easy access to highways, shopping, schools & restaurants. Top rated Bethlehem schools; Hamagrael Elementary.

Welcome to Cannondale Compound. Set on 20 private acres with far-reaching mountain views, this 7,300-square-foot architectural retreat is ideally suited for large gatherings. Designed with soaring modernist lines and exceptional craftsmanship, the home offers multiple living and dining areas, seven bedrooms across two connected wings, expansive porches and balconies, and both indoor and outdoor pools. Outdoor highlights include a hot tub, pool house with bathroom, pavilion, garden, and a fully enclosed treehouse for summer overnights, along with deeded Queechy Lake rights for swimming and kayaking.The main wing of the home features a dramatic triple-height great room with a fieldstone fireplace, flanked by a wraparound deck. The stunning southeast-facing views of the Taconic and Berkshire Hills turn every sunrise and sunset into a cherished ritual. A large kitchen is designed for the serious home cook, with Sub-Zero refrigerator, professional hood, and dual pantries. The breakfast bar opens directly to a cozy living space with its own fireplace, dining area, and mountain views. Custom built-ins for books and LPs encourage everyone to slow down and savor life's quiet moments. On the second level are three bedrooms, including a primary suite with fireplace, walk-in closet, and private balcony, plus a solarium and office nook. A breezeway connects to the north wing, where an indoor lap pool provides a year-round spa-like retreat. This section offers four additional bedrooms, three bathrooms, a kitchenette, loft-like studio, workshop, and attached three-car garage. Recent upgrades include a new geothermal heating system, refinished decks, new flooring throughout the main wing of the house, fresh exterior paint, and a new roof on all structures. The property sits on one of the largest lots in the sought-after community of Shaker Ridge, whose residents enjoy private tennis courts and a peaceful, well-maintained community setting. Minutes from Chatham, PS21 Arts Center, the Berkshires, and within easy reach of Hudson, Albany, western Massachusetts, and five ski resorts, this is a rare opportunity to own a one-of-a-kind Hudson Valley estate with total privacy, inspiring architecture, and unmatched versatility for entertaining or multigenerational living.

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 Home like no other in the Berkshires. You will simply not find a Property like PIERCE PEAK, anywhere. Award Winning Architectural Design by Burr & McCallum, crested upon the summit of Cunningham Hill. Cleared for HELIPAD . Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connected Loft spaces. 2 Bedroom Guest Quarters. Gym. Infinity Pool w/Bar, Fireplace and Outdoor Shower. 360 Degree views of NY and Mass. 6 Acre Equestrian / Hobby Farm included with this 31 acre Estate. State-of-the-art Mechanicals include the efficiency of Geo-Thermal Heating & Cooling. On-site Generator, Security Gate and Privacy galore. On the NY and Massachusetts border. Close to all Berkshire and Hudson Valley attractions. For those who seek the extraordinary... (see Video)

Spacious and well-maintained 4-bedroom, 3 full bathroom home offering comfort and versatility throughout. The bright and functional layout includes convenient first-floor laundry and a cozy gas fireplace perfect for relaxing evenings. The finished basement adds valuable living space, complete with an egress window and a full bathroom featuring a stand-up shower--ideal for guests, a home office, or recreation area. Enjoy outdoor living in the fully fenced backyard, enhanced by beautiful and relaxing exterior lighting--perfect for evening entertaining or unwinding after a long day. A 2-car garage provides ample storage and convenience. This home blends practicality and comfort, making it a great fit for a variety of lifestyles.

“A Property Worth Saving.” A Rare 1781 Carriage Barn 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.