luxury house for sale Chatham, United States

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating. The second floor incudes a primary suite, three more bedrooms and a full bath, all flooded with light and views. As an added bonus, an guest suite with a private entrance and kitchen is located on the lower level. Two separate parcels make up the almost 170 acres of prime farmland and is maintained by a local farmer which gives you the luxury to enjoy an expansive country lifestyle without all the work. Peace and quiet abound but just around the corner you will have the convenience of The Old Chatham Country Store and only a 12 minute drive brings you to the town of Chatham.If you are looking for a classic country lifestyle this property is not to be missed.

At the end of a wooded private drive is the Hilltop Modern; a brand new, chic, light-filled 2 bd, 2 ba home perched atop 7+ acres complete with mountain views and a trout stream. The sleek design features clean lines, high ceilings, full-length balcony and wall-to-wall windows that showcase the incredible views from every room in the house. This home was built to be a secluded retreat connecting it's new owner to the surrounding nature while featuring modern amenities and nearby conveniences. Open up the sliding doors throughout to feel the open air and allow the spectacular sunset to fill the space. Compact for low-maintenance with grand proportions. The bamboo wood flooring, electric water heater, thermopane windows add to sustainability and low utility costs. Includes buried fiber optic. Full Walkout basement can be finished to double living space. Only 10 minutes to beloved Berkshires and Tanglewood music venue and 15 minutes to charming Chatham village. Includes rights to Queechy Lake.

Rarely does a remarkable property such as the Joseph A Pratt House in Malden Bridge, NY become available for purchase. Built in 1795, it is nestled on 67 acres of tranquil green lawns and wooded hills. This lovely property contains the stately, 3900 square foot main house, a 1000 square foot guest house and a large barn (also built in 1795) containing a two-car garage, a workshop and a four-season, finished studio with hand-hewn exposed beams. All the buildings, gardens and patios of the property are in move-in condition and is perfect for weekend or full-time use. The main house has retained its original footprint, most of its original hardware and moldings, stunning wide-board floors, legacy-glass windows with correspondingly paned storm windows, and an original wire-pulled front doorbell. It is stately while remaining comfortable and convenient. There are two quiet bluestone patios behind the house. The first floor of this center hall Federal house welcomes you with a very large and gracious entry hall. To the left is a spacious living room with wood -burning fireplace and built in cabinets and shelves. To the right side is a very large dining room and/or parlor with an exterior access door, another wood-burning fireplace and original built-in cabinets. The kitchen at the back of the house features a wood-burning fireplace, the original chiseled out soapstone sink, and a back staircase along with modern appliances for contemporary living. The back door of the house opens onto a small office next to the kitchen. The second floor features a spacious landing, the primary bedroom with ensuite full bath, 3 other bedrooms, (two with wood-burning fireplaces, one with a wood stove) and another bathroom with shower. There is also a staircase to the unfinished attic which features a walk-in cedar closet and plenty of storage space. One of the most remarkable features of the house is in the partially-finished basement. There you will find the original kitchen with a brick floor, a cooking fireplace and an original, arched side exit. The basement also has a bathroom with a shower, the laundry room and the systems of the house. In addition to the main house, this estate boasts a fully self-sufficient one-bedroom guest house with a lofted bedroom, ¾ bath, double-height beamed living room and a modern kitchen. bathroom and heating/cooling splits provide comfort throughout the year. Usable as an in-law house, space for guests, or a potential income-producing property. The property also includes a two-story barn with storage space and a two car garage. On the second floor of this handsome barn there is a 500 square foot workshop and a separate, finished four-season studio with hand-hewn beams and double-height ceilings. This sun-filled space is perfect for an artist’s studio, writer’s retreat or any number of uses. The 63 acre property is 85% forested with several acres of cleared land and around the house, guest house and barn. There is a dirt access road through the center of the property. Continuing up the mountain on Pratt Road takes you along the southern edge of the lot. In the rolling hills of Columbia County, Malden Bridge is approximately 2 ¾ hours to NYC, 35 minutes to Hudson, 30 minutes to the Albany Amtrak Station and 15 minutes from shopping.

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin down a long, private drive. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You’ll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

Masterfully imagined, minimally modern take on an elegant post and beam country home. A playful, warm, inviting vibe will fill you with joy, while the architect's use of light, space, and flow will captivate. The combination of high end materials and mechanicals, quality construction methods and owners who have properly maintained this jewel, will make you feel like you are purchasing a brand new home. Recent upgrades include a whole house generator, under counter kitchen cabinets, California Closet systems, plus the finishing off of the basement for added spaces for work, play, and storage. A few highlights include a back deck with a wood burning fireplace, a telescoping sliding door to said deck which brings the outside in and a voluminous main living space for you to spread out. A property as outstanding as this needs an equally impressive location. Positioned in a community of high end homes, close to the Massachusetts border, creates a jumping off point to thoroughly enjoy this very special and unique region. Your go to town for shopping, dining, movies, books and more will be Chatham and Lenox with Tanglewood and more culture is a short drive away.

Introducing Charbonneau House in the quaint village of Kinderhook, NY. American history, a place where presidents are born, historical houses and commercial hot spots commingle in the trendsetting, lively community basked in fashionable restaurants, coffee houses, yoga and pilates studios. On an arterial street in this architecturally important village is a stand out residence at the foot of Maiden Lane at 31 William Street. Charbonneau House, an original c. 1754 pre-Revolutionary, five gabled Dutch colonial home with 4 bedrooms and 2 bathrooms, is crafted of stone and brick and sits on a three quarter acre lot and possesses infinite charm in a village full of bewitching houses. As you step inside through a large mudroom off the driveway, a laurel feature of the home opens into a large beamed center great room and greets you as its main living quarters with wood burning fireplaces, one a major hearth, at both ends of the expanse. Another wood burning fireplace, number three of three, is located in a darling, cozy audio video/sitting room adjacent. A modern addition on the rear of the home belies a baker’s kitchen with stone countertops and radiant stone floors. Vaulted ceilings with exposed beams and exposed stone walls make the kitchen full of texture and its expansive space brimming with sunlight is inviting in all seasons. A screened porch is in earshot of the hammered copper kitchen sink and perfect for a summer repast. Outside, a vintage brick-red painted barn with a cute cupola has plenty of room for car and studio and workshop, as it has a second story and heat and electric. An unexpected treat will greet you in the spring as the gardens, carefully planted and tended, have many surprises to come as nature begins to bloom in waves of native flowers all spring and summer long. A gardeners paradise and the pièce de résistance; a grand flowering crabapple espalier on the eastern sunrise side of the residence. Two and half hours from the city and convenient to Hawthorne Valley, the Berkshires and the Chatham Berry Farm.

If you are considering a purposeful next chapter involving land stewardship, this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells, income from renting the guest cottage, and well maintained barns which could serve as event or hobby spaces. The gracious farmhouse, redesigned by Barlis-Wedlick, an award winning architectural firm, features several spacious living spaces, a to-die-for'' screened porch, ancient old wood floor boards, and two flex rooms for work or play. The property is made up of three separate tax lots with an option to build a second farmstead. An additional 100 acres is also available. Come explore.

Discover the perfect blend of convenience and tranquility in this centrally located Northern Columbia County gem, nestled between Hudson and Albany. With nearby hubs like Kinderhook, Valatie, and Chatham, you'll find everything from essential amenities to charming mom-and-pop shops and delightful eateries. For nature enthusiasts, explore Ooms Conservation Area, Patchequack Preserve, or embark on the Empire State Rail Trail in North Chatham. Step into the expansive property and immerse yourself in nature's beauty. With diverse flora and fauna, including a serene pond teeming with wildlife, every season offers a new spectacle. From the vibrant chirps of spring peepers to the graceful flight of great blue herons, the pond becomes a sanctuary for nature lovers. Enjoy summer gatherings in the spacious barn, with its cool concrete floors and French doors opening to the tranquil gardens. The house itself is a testament to restoration and love, now standing as a cherished family haven, brimming with history and warmth. Original wide pine wood floors and a cozy fireplace evoke memories of a bygone era. The kitchen, with its large island and vaulted ceiling adorned with original beams, is a focal point of gatherings and culinary delights. Start your mornings in the walk-in pantry, basking in the sunrise over the barn. With original features like floors, staircase, banister, and fireplace, and beams sourced from the house or barn, this home seamlessly blends old-world charm with modern comfort. Don't miss the opportunity to make this lovingly restored farmhouse your own.

Welcome to your serene haven, where mornings greet you with quiet calm and the gentle flow of water, setting the perfect tone for the day ahead. Sipping coffee beside the flowing water feature as the sun rises provides a tranquil start, offering a refreshing reset for the mind. Once the weather warms, the pavilion transforms into more than just a barbecue spotit becomes a lifestyle, where summer days are spent outdoors, dining al fresco and evenings are embraced by the warmth of the fire pit, fostering uninterrupted conversations and a break from the digital world. The pavilion also boasts a state-of-the-art Blue tooth sound system with JBL speakers for added ambiance. The front porch offers another idyllic space, where sipping cocktails against the backdrop of a setting sun casts a serene ambiance, with pastel hues reflecting off the ponds. Inside, the kitchen serves as the heart of the home, with the island providing ample space for gatherings and meal preparation made effortless with an induction stove top and easy-to-clean quartz countertops. The primary bedroom offers luxurious features such as a double shower and access to the wrap-around porch, perfect for enjoying morning coffee or stargazing in the evenings. The basement, with its twenty-yard length and ten-foot ceilings, offers endless possibilities, from housing a golf simulator to potentially accommodating a home theater. Nestled in a small community where neighbors are always ready to lend a hand, this home exudes a small-town charm amidst a busy world, offering a peaceful retreat and mental grounding when needed most. Conveniently located between Hudson and Chatham, with easy access to NYC via the nearby train station, and just a short drive to the Berkshires for exceptional dining experiences. Explore nearby attractions such as Lake Taghkanic State Park for outdoor adventures, or indulge in local farmer's markets and antiquing in Hudson.

Wonderful 4-bedroom home set in this beautiful farm location, offering lovely water views on large pond. The eat-in kitchen features a walk-in pantry, charming window seat, and a convenient door leading out to the rear patio overlooking the serene pond. Entertain guests in the elegant dining room with its architectural tray ceiling. Anderson insulated windows throughout the home ensure energy efficiency and comfort. The kitchen boasts an oversized freezer and refrigerator, perfect for storing all your culinary delights. Retreat to the primary en-suite bath and indulge in relaxation with a luxurious Jacuzzi tub. Primary bedroom door leads to the rear deck, offering tranquil pond views. The bonus room over the garage presents endless possibilities, whether it's transformed into a studio, playroom, or office. The fully-open basement with high ceilings offers ample space for a finished rec room, play area, studio, or storage. Never worry about power outages with the Generac generator providing backup power, while on-demand hot water ensures comfort year-round. The mostly-finished garage adds convenience to your daily life. Don't miss the opportunity to make this wonderful property your new home. Conveniently located between Hudson and Chatham, with easy access to NYC via the nearby train station, and just a short drive to the Berkshires for exceptional dining experiences. Explore nearby attractions such as Lake Taghkanic State Park for outdoor adventures, or indulge in local farmer's markets and antiquing in Hudson. For thrill-seekers, Catamount Mountain Resort offers skiing and summer activities, including the longest dual zip line in the United States and an Aerial Adventure Park. Discover the wonders of Howe Caverns and enjoy easy access to grocery stores and other amenities just minutes away. With Albany's parks, Christmas light tours, and cultural offerings within reach, this property offers the perfect blend of tranquility and convenience for your enjoyment. Convenient to the Taconic Parkway and Interstate 90 for easy travel to NYC, Boston and Albany International Airport. Perfect for a getaway, and listed separately, two contiguous homes are also available to expand your compound.

Welcome to your private oasis nestled between Hudson and Chatham, offering the perfect home on expansive, picturesque land featuring rolling hills and serene large ponds teeming with wildlife, including heron, duck, and kingfishers. The long private driveway leads up to the spacious house, surrounded by nature's beauty. Hosting gatherings is effortless in this large home, ample space for parties of all sizes: cozy gatherings or lively events for up to 45 guests. The well-appointed kitchen and island are perfect for culinary delights, while the log cabin invites cozy evenings by roaring fires and games of pool or poker. Enjoy breathtaking views of mountains from the kitchen and dining room, where the ever-changing scenery captivates with each passing weather pattern. Relax with your morning coffee on one of the porches, deck, or by the tranquil free-form inground salt-water pool surrounded by lush greenery. Or unwind with an evening drink as the sun sets over the tranquil landscape. Indoors, the home theater provides endless entertainment. Crafted in unique connective architectural' style, this lovely home boasts high-end Pella windows, custom wide board flooring, and white marble, black granite, exuding sophistication and charm. The primary suite offers stunning views, two showers, two walk-in closets, and rain shower with limestone floor. Additional features including Adirondack-style log billiard room with stone fireplace and wrap-around deck, a breezeway, piano room, dog room, laundry, sun room, and spacious walk-in pantry. Finished lower level boasts impressive home theater, expansive wine cellar, recreation room, and office/den. Ample storage and Generac home generator ensure convenience/peace of mind. Easy access to NYC via nearby Amtrak, just a short drive to Berkshires for exceptional dining experiences. Explore nearby attractions: Lake Taghkanic State Park outdoor adventures, or indulge in local farmer's markets and antiquing in Hudson. Thrill-seekers: Catamount Mountain Resort offers skiing/summer activities, including the longest dual zip line in the US, Aerial Adventure Park. Discover the wonders of Howe Caverns. Enjoy easy access to grocery stores and other amenities. Taconic Parkway, Interstate 90 offer easy travel to NYC, Boston and Albany International Airport. The perfect getaway! Listed separately, two contiguous homes also available.

River Road, set amongst the rolling hills of picturesque Hillsdale you’ll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you’ll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

A true diamond in the rough and priced to sell! One of the most requested towns in the Berkshires and the lowest tax rate in South County all on 31 private acres. Live in your own guest cottage while you complete the build out on a custom and gorgeous timber frame home! Enjoy the beautiful views of Tom Ball mountain and the relaxing sounds of a babbling brook in the front of the property. There are also apple trees, grape vines, hiking trails and a small pond adding to its appeal. The cottage has a recent renovation that's 95% completed. It has vaulted ceilings, soapstone counter tops, butcher block island and stainless appliances just waiting for your finishing touch. Don't let this unbelievable opportunity pass you by!

Finally an antidote to the sea of gray which washed over interiors for the past several years. Behold, a property which is a celebration of color and is perfectly suited for this charming cottage on a quiet county road. The first floor includes two living rooms each with a wood burning fireplace, a den/bedroom, a formal dining room, a full bath and an eat-in country kitchen with a cathedral ceiling and large picture window. Three delightful bedrooms and a full bath are on the second floor. To take advantage of the beautiful setting you can choose between the stunning large front porch which allows you to enjoy the sound of the waterfall across the street, a back porch to catch some sun, and a to-die-for screened porch for dining and late afternoon reading. And last but not least, to make this property ideal, there is a barn for the hobby you have been thinking about. Private, but not secluded. Only two minutes to New Lebanon, which now has a wonderful new farm market, and close to all that the Berkshires and Columbia County have to offer.

This historic gem showcases a Saltbox-style design with a distinctive steep-pitched roof, beamed ceilings, and hardwood flooring throughout. The entry level welcomes you with a country eat-in kitchen, a spacious living area, and a sunlit three-season room, perfect for savoring your morning coffee or afternoon reading. This home offers plenty of accommodation space with two first-floor bedrooms and full bath. An additional second-level bedroom with a den/office area provides flexibility for your needs. Descend the spiral staircase to the lower level great room complete with built-in bar, half bath and walkout access to the private wooded backyard with a campfire setup make it perfect for year-round enjoyment. Experience the ease of living with nearby conveniences and amenities.

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.The western wing houses a Persian library, a former squash court, and the other Loggia and an office. 18 fireplaces. Magical stone swimming pool. 2 additional apartments. The first owners were quite sporty and integrated every popular amusement of the early 1900's . Today a stone swimming pool remains as well as the traces of the curling rink, skating rink, skeet range and a tennis court. Both carriage house and garage contain apartments for overflow.

Nestled between the iconic Rockwell Museum and the serene Botanical Garden, 5 Glendale Rd in Stockbridge, MA, is a truly special property that offers a unique blend of charm and convenience. Situated just moments away from the renowned Tanglewood, this picturesque NE Farmhouse-style single-family residence embodies the quintessential Berkshires lifestyle. Boasting a main house with three bedrooms and two baths, complemented by a guest cottage featuring an additional bedroom, bath, and spacious living room, this home is perfect for those seeking a peaceful retreat with modern amenities. The well-manicured grounds feature an adorable playhouse for little ones and several outbuildings, including garages for at least 5 cars, providing ample space for storage and recreational activities. Stepping inside, the interior exudes warmth and character creating a cozy and inviting atmosphere. The floorplan offers flexibility and privacy, ideal for hosting guests or accommodating multigenerational living arrangements. A central fireplace adds a touch of elegance to the living space, while the abundance of natural light enhances the overall ambiance of the home. The partially finished full basement provides additional living space and storage options, catering to various needs and preferences. In addition to the property's charming interiors, residents can enjoy a range of modern conveniences, including central air cooling, a security system, and public sewer access. The expansive lot size of 3.6 Acres offers plenty of outdoor space for relaxation and recreation, with a patio perfect for al fresco dining and entertaining. Surrounded by lush landscaping and mature flowering trees, the property provides a peaceful oasis away from the hustle and bustle of city life. Whether you're unwinding in the tranquility of the backyard or exploring the vibrant local community, 5 Glendale Rd presents a rare opportunity to experience the best of Berkshires living in a truly enchanting setting. Ideally located between the charming towns of Lenox and Great Barrington, residents have easy access to a variety of dining, shopping, and entertainment options, making it a desirable destination for both full-time living and vacation retreats. With its convenient proximity to major attractions and amenities, this property offers the perfect balance of seclusion and accessibility, allowing residents to savor the beauty of the Berkshires while still being just a short drive away from all the wonders this region has to offer.

Nestled on one of Lenox's most desired streets, 48 Cliffwood St exudes classic colonial charm and modern elegance. Just steps away from the vibrant village center with its array of shops and restaurants, this pristine home offers the perfect blend of convenience and tranquility. Boasting 3/4 bedrooms and 3 baths, this residence is move-in ready, inviting you to experience a lifestyle of comfort and sophistication. The kitchen is a chef's dream, featuring high-end Viking appliances and a wine cooler, making it a delightful space for culinary creations. A recent addition includes a spacious family room with a dining area, a cozy gas fireplace, a full bath, as well as a pantry and laundry room, ensuring both practicality and luxury. The full basement with a wine cellar adds an extra touch of refinement to this already impressive property. With its easy-care yards, this home even presents itself as a compelling condo alternative, catering to a variety of lifestyle preferences. Stepping inside, you are greeted by a harmonious blend of traditional elements and contemporary comforts. The interior exudes warmth and sophistication, with wood flooring adding a touch of elegance to the living spaces. The layout is thoughtfully designed to offer both intimate spaces for relaxation and open areas for entertaining guests. The two fireplaces create cozy focal points, perfect for unwinding on chilly evenings. Natural light floods the rooms, creating a welcoming ambiance that invites you to make yourself at home. Every detail in this residence has been carefully curated to provide a harmonious living experience that caters to both style and functionality. Architecturally designed in the colonial style, this home showcases timeless appeal and enduring quality. The attached garage ensures convenience and security, while the central air cooling system guarantees year-round comfort. The property's thoughtful layout allows for seamless indoor-outdoor living, with a deck providing the perfect spot for al fresco dining or relaxing in the sun. The therapeutic whirlpool adds a touch of luxury, offering a private oasis for relaxation and rejuvenation. The property's asphalt roof and public sewer system add to the overall ease of maintenance, allowing you to focus on enjoying the beauty and comfort of your surroundings. Situated in the heart of Lenox, this home not only offers a serene retreat but also provides easy access to the town's amenities and attractions. With Morris Elementary School and Lenox Memorial High School in close proximity, you will appreciate the convenience of nearby educational facilities. The vibrant community is known for its cultural events, outdoor recreation opportunities, and historic charm, ensuring there is always something to explore and enjoy. Whether you're strolling through the picturesque streets or dining at one of the local eateries, living in this home offers a lifestyle of comfort, convenience, and endless possibilities.

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media) room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house