luxury property for sale East Chatham, United States

Timeless farmhouse charm meets modern luxury in the heart of Old Chatham. Set on 1.4 picturesque acres, this beautifully renovated 1875 home has been thoughtfully restored from top to bottom, blending historic character with contemporary comfort. Inside, you’ll find sun-filled living spaces, gleaming hardwood floors, a gourmet kitchen featuring a Wolf range, Bosch appliances, quartz countertops, and custom solid wood cabinetry, plus three spacious bedrooms, 2.5 designer baths, and an oversized dressing room. Outside, enjoy a brand-new wraparound porch overlooking peaceful grounds that invite morning coffee, evening cocktails, and everything in between. Whether you’re searching for a full-time residence or the perfect Hudson Valley weekend escape, this move-in-ready home offers the rare combination of classic farmhouse warmth, exceptional craftsmanship, and effortless living in one of Columbia County’s most charming villages.

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.

Welcome home! This magnificent 13.3-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings. The sitting room, complete with built-in bookshelves, is perfect for a home library or study. A large addition boasts vaulted ceilings, adding grandeur and space to the home with versatility for a home office, first-floor primary bedroom, family room or guest quarters. The formal dining room, featuring built-in cabinetry, is perfect for hosting dinner parties. The sunroom, featuring a fountain pond, is bathed in natural light and offers a serene setting. Additionally, the first floor includes a laundry room and a full bathroom, as well as an enclosed four-season porch. The second floor includes four bedrooms, offering peaceful retreats for family members or guests. A full bathroom serves the upstairs bedrooms, and a hobby room provides an ideal space for crafts, projects, or as an additional study area. The large barn is perfect for storage, farming, hobbies, or even transforming into a creative space. The two-car detached garage includes a finished space above, providing a perfect spot for a potential home office, studio, or guest accommodations. Further enhancing the property is a brand-new heating system, new septic and a whole-house generator. Steeped in history and surrounded by beautiful gardens and pastoral views, this property is more than just a home--it's a lifestyle.

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.

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.

Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, MA. Just minutes to Lenox, downtown Stockbridge, and the Berkshire Botanical Center. Listen to the babbling water from the Larrywaug Brook and visit the nearby town park. Sit on the deck or around the firepit to soak in the atmosphere of privacy and peace. This 3 bedroom, 1.5 bath house has been meticulously updated. These updates include: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. Garage is partitioned for a workshop but can easily be converted to a one-car garage again.

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. A heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering. This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.

Charming, move-in ready side hall Colonial, a true ''dollhouse!'' Welcome home to this absolutely stunning, meticulously maintained side hall Colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and inviting living space featuring a cozy wood-burning fireplace, perfect for chilly evenings. Classic hardwood floors run throughout the home, currently protected by brand new, plush carpeting that offers a fresh feel while preserving the beautiful wood underneath. The beautifully updated kitchen and dining area flow seamlessly together, creating an entertainer's dream space that is sure to please your guests. Through the sliding glass doors off the dining area, you will discover your own private outdoor oasis. The brand new deck overlooks a quiet, beautifully landscaped backyard that offers a peaceful escape from the daily grind. It is the ultimate setup for summer BBQs, morning coffee, and refreshing afternoon dips in the sparkling above-ground pool. The screened porch is another magnificent amenity to cozy up and read in the afternoon or sip cocktails in the evening. Beyond its picture-perfect aesthetic, this home offers incredible peace of mind with major mechanical upgrades designed to last for years to come. The property boasts a durable new metal roof, a high-efficiency wall-hung furnace, and a brand new hot water heater, saving you from any hidden, immediate expenses. From its exceptional curb appeal to its pristine, thoughtful interior, this home is simply a dollhouse that you have to see to believe. Properties this well-maintained do not stay on the market long, so schedule your private tour today before this gem is gone!

Beautifully maintained home set on a private one-acre lot on a quiet cul-de-sac in one of Lenox's most desirable neighborhoods. This thoughtfully designed residence offers four bedrooms and 5.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The inviting floor plan is ideal for both everyday living and entertaining. Step outside to a beautifully landscaped backyard featuring a built-in grill, hot tub and plenty of space to relax or gather with family and friends. A rare opportunity to enjoy privacy, comfort, and an exceptional Lenox location.

A modern country home inspired by the farmhouses of the Hudson Valley. Taconic Creek Road is tucked away amongst rolling hills and large surrounding parcels, on a beautiful dead end road with just a few lovely houses. The palette is restrained but luxurious with a thoughtful layout and custom design details. Spanning 2,100 square feet, you’ll find lime washed walls with stunning depth of color, custom millwork and wideboard wood flooring that adds warmth to the space. The main living area is anchored by the open kitchen, with Tundra Gray marble counters, an English farmhouse sink, custom inset cabinetry and paneled appliances. A deVOL pendant hangs over the kitchen table. The sitting area is lined with custom built bookshelves and there are large, deep windows lining the room. They face out into the garden, and french doors at the center take you onto the patio. There is storage and a built in bench at the entry for your boots and bags, and a lovely bath on the main level with Noguchi pendant lights. Upstairs, a light filled sitting room walks out to a screened in porch, and there are three bedrooms spread out across the floor. The primary suite is large with a stunning picture window, an office/walk-in closet and a gorgeous bathroom. You’ll find a walk-in-shower and soaking tub with views of the surrounding treetops. Two other bedrooms share the third bathroom off the hall. There is an extensive list of upgrades that includes a new roof, HVAC and septic, and the current owners buried the electrical lines to the house. A large pool is surrounded by lilacs and hedges, private and peaceful, and there is a garage for parking. Taconic Creek Road offers a rare level of calm and sophistication just 15m to Hudson and Amtrak and under 2.5h north of NYC.

Perfectly poised and priced! This immaculately maintained four-bedroom residence, set on an acre of land, delivers three levels of sophisticated living space designed for both effortless entertaining and quiet sanctuary. The property balances a serene, retreat-like setting with beautiful mountain views and unparalleled convenience to local amenities and top-tier Great Barrington schools. The home is enveloped by a lush and mature landscape, offering a changing tapestry of flowering color and seasonal interest throughout the year. Cross the welcoming mahogany front porch an ideal vignette for morning coffee or evening relaxation into the expansive main level. The heart of the home is an open-concept great room featuring beautiful cherry wood floors, anchored by a warm fireplace, built-in surround sound, and a chef-inspired kitchen with a built-in wine refrigerator. A large Carrara marble island serves as the ultimate gathering point, transitioning seamlessly into the living and dining spaces. This floor is thoughtfully completed with a versatile guest bedroom or home office, mudroom, pristine powder room, and direct access to the two-car garage. There is an additional Trex deck perfect for an afternoon BBQ, overlooking the grounds. Ascend the staircase to the private quarters on the second floor, featuring a luxurious primary suite--a peaceful haven with its own ambient gas fireplace, a custom cabinetry walk-in closet, and an ensuite bath complete with a custom steam shower. Two additional generously sized bedrooms share a beautifully appointed full bath, offering exceptional comfort for family or visitors. The finished lower level further expands the home's well-designed footprint. A freshly renovated recreation room, outfitted with a custom bar featuring a solid white oak countertop and an additional half bath, serves as an ideal space for game days, a home theater, or a private lounge.

Located in Southeast Pittsfield, this well-maintained Colonial offers timeless charm, thoughtful updates, and a floor plan that feels just as functional today as it did when it was built. Hardwood floors run throughout the home, and the inviting living room is anchored by a wood-burning fireplace with a bright sunroom just beyond--perfect for a home office, reading nook, or additional living space. The kitchen features granite countertops, cherry cabinetry, stainless steel appliances, and plenty of workspace, while the formal dining room provides the ideal setting for everyday meals or entertaining. Just off the kitchen, a mudroom and full bath create a convenient everyday entrance with direct access to the backyard. Upstairs, you'll find three bedrooms, including a spacious primary bedroom, along with a full bathroom. Step outside to enjoy a deck and patio overlooking the fully fenced backyard, offering a private space to relax, garden, or entertain. Two storage sheds provide plenty of room for tools and outdoor equipment, while the detached two-car garage is a standout feature with epoxy floors and a recently updated driveway. From the beautifully maintained interior to the meticulous outdoor spaces, this is a home where pride of ownership is evident throughout. Move right in and enjoy everything this Southeast Pittsfield neighborhood has to offer.

Be wowed by this southeast sleeper that presents as a traditional-style colonial where you'll be pleasantly surprised by all the upgrades. This home offers custom luxury features and stylish finishes with exceptional indoor-outdoor living. 145 Leona is modernized inside and out. It is situated on a unique lot with a welcoming front porch, spacious side lawn ideal for play plus a bonus hilltop wooded retreat. You get the best of all worlds here. Begin your tour inside with the awe-inspiring heart of the home, a beautifully designed kitchen with quality cabinetry, top-of-the-line Bosch appliances, marble counters, and a sleek tile backsplash that blends artistic symmetry with everyday function. The centrally placed coffee-bar buffet is perfect for morning coffee, casual entertaining, or signature summer cocktails with friends and neighbors. Radiant heated floors add cozy comfort throughout the family room, kitchen and everyday dining area. The mudroom features an updated Kohler half bath/powder room, laundry, and entry from the garage. The dining area and fireplaced family room overlook the full-span TREX deck and 2 goshen stone patios with a firepit--an ideal setting for s'mores, campfires, and memorable evenings outdoors. The east-side backyard lawn is perfect for outdoor sports and a swing set. A stairway built into the hillside leads up to the wooded hilltop and your own backyard forest escape, complete with a stand of trees, picnic table, hammock, and tent area for at-home adventures. As the night wanes and it's time to wander indoors, you will discover a beautiful sweeping circular staircase leading you to the bedroom level. Enjoy four bedrooms and two updated custom finished baths. Choose the designer deep soaking Kohler bathtub to soak and unwind, creating a luxury spa experience before slipping into the freshly carpeted cozy bedroom of your choice. The primary suite is queen-sized for comfort ensuring a restful ending to your day with the soothing water in motion rain shower experience in the designer bath which also has a radiant heated floor. Start the day with a spacious well planned walk in closet and enjoy the central locale for a quick and easy morning commute to school and work. Updated mechanicals complete the quality and value of this home with a lower level family room and an abundance of storage. Everything you need is ready for you to move right in. Join this welcoming neighborhood and the Friends of Leona community, where you can enjoy the perfect blend of comfortable living, nearby parks, city conveniences, and two levels of outdoor space on a manageable wooded home site. This home is a treasure to be discovered.

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.

There are houses that have been renovated, and then there are houses that have been thoughtfully stewarded. Occupying one of the most coveted stretches of Hudson's sought after 500 block of Warren Street, this exceptional brownstone is a masterclass in preservation—a home where extraordinary period architecture has been honored rather than replaced, and where every modern intervention feels quietly inevitable. For those drawn to historic homes, it is an increasingly rare offering. Throughout, original architectural details remain remarkably intact. Towering windows flood the interiors with natural light, while substantial moldings, deep baseboards, elaborate tin ceilings, oversized door casings, solid brass hardware, decorative cast-iron hinges, and weighty original doorknobs speak to a level of craftsmanship that simply isn't replicated today. Every room carries the quiet confidence of another era, lending the home an unmistakable sense of old-world glamour. Yet despite its reverence for the past, the house never feels like a museum. Instead, it possesses a sophistication that is difficult to manufacture—a layered, collected quality that suggests generations of thoughtful stewardship rather than a single decorating project. Rich textures, wallpapers, antique furnishings, and beautifully composed spaces create interiors that feel both deeply personal and effortlessly elegant. Every room has been edited with remarkable restraint from the area's local artisans and antique shops, allowing the architecture to remain the true focal point. The home unfolds across gracious entertaining spaces, intimate bedrooms, and beautifully appointed baths, each one carrying its own distinct character while remaining part of a cohesive whole. From richly paneled rooms and dramatic fireplaces to sunlit bedrooms, every space invites a slower pace and rewards careful attention. Beneath it all, a fully finished walkout lower level adds an entirely different dimension to daily living. Complete with a gym, generous mudroom, and dedicated dog wash, it offers the kind of practical luxury rarely found in historic townhouses, seamlessly connecting to the rear of the property. Outside, private rear parking—an invaluable amenity in Hudson—provides effortless convenience while preserving the home's elegant Warren Street presence. Situated on one of the city's most sought-after blocks, just moments from Hudson's renowned restaurants, galleries, boutiques, and cafés, the location is every bit as exceptional as the home itself. The 500 block of Warren Street has long been considered among the finest addresses in the city, where beautifully preserved nineteenth-century architecture forms one of the most distinguished streetscapes in the Hudson Valley. This is more than a beautifully renovated townhouse. It is a home for someone who appreciates the romance of period architecture, the quality of enduring craftsmanship, and the quiet luxury of spaces that have been assembled with patience. Homes of this caliber are exceptionally rare, and rarer still are those that feel as authentic, sophisticated, and timeless as this one.

A mixed use building in the heart of historic Hudson. This c1860 Federal style brick building is a fabulous investment with four beautifully updated apartments. Gut renovated in 2021, the building is completely turn key and has retained much of its historic charm. You’ll find a studio garden apartment in the lower level, a 2BR apartment on street level which could also be used as commercial/retail space, a 2BR apartment on the second floor, and a stunning duplex takes up the top two stories. Off-street parking for three cars in the rear, a fenced in yard planted with lovely perennials and a deck. With minimal maintenance and a healthy cap rate, 358 Warren is an incredible location, a wonderful opportunity for live/work or a pure investment play. Walking distance to Amtrak and in the heart of all that Hudson has to offer.

4 Union St offers a fabulous location, incredible views and comfortable living just steps from the Amtrak station. The c1830 townhouse on desirable lower Union Street is an early example of the federal style in a town renowned for its architecture. Inside, the home has been wonderfully modernized while still remaining true to its historic roots. Walls have been opened on the ground floor to create a large and light filled open space, the living room and kitchen connected. An old brick mantle grounds the living room, and a large center island grounds the kitchen. The ceilings are high, the windows are large, the wide old growth pine floorboards are original. The second floor has also been reimagined, opened up into a single, large bedroom designed with gorgeous views of the Hudson River taking center stage. The third floor at the home’s highest elevation has a large open landing and two small rooms at the house’s southern end. Currently used as offices, both have windows overlooking the Hudson Athens lighthouse, an incredibly rare and coveted vantage point, and the Catskill Mountains beyond the river. One of the best views that this charming rivertown has to offer. The lower level of the home has been converted to additional living space with a bedroom and full bath It walks out to a lovely and sizable tiered courtyard with expertly laid stonework and perennial plantings. A sun filled spot when the weather turns. 4 Union is all buttoned up, steps to the Amtrak and all that Hudson has to offer.

Built in 2004, this exquisitely-crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout, honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living and entertaining. Step out to the inviting covered porch--an ideal spot to savor morning coffee and evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington and other Berkshire attractions.

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

A stunning hilltop retreat with breathtaking views for an easy care lifestyle in the Berkshires. Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape, join a quaint community or work at home with glorious views of the Berkshire Hills. Prime Location for Nature and Culture. Nestled in a charming small-town neighborhood, this home is bordered by beautiful woodlands, providing direct access to hiking trails and the nearby Appalachian Trail. Its central location places you at the heart of the area's vibrant culture and great outdoors. Quality Craftsmanship, Thoughtful Design and Energy Star Rated: This quality-built and immaculately maintained two-owner home features an expansive floor plan that enhances three distinct levels of living space. The layout is ideal for those seeking abundant room, making it perfect for multi-generational living options. On the first floor, the spacious living room is thoughtfully planned mid-level complimenting the dining room, office space, 1st floor primary suite option, 1st floor laundry room all providing one level convenience. Gourmet Kitchen with Scenic Views: The oversized gourmet kitchen invites you to prepare family homestyle recipes while enjoying panoramic mountain views. Granite counters top timeless style maple cabinetry with an island that expands over 10', built-in breakfast bar and computer station for two cooks to comfortably create, laugh, and live. Luxurious Private Suites and Modern Conveniences: Upstairs, you'll find two additional primary suites plus two guest bedrooms offering privacy and comfort, making them perfect retreats for family members or guests including a laundry area for added functionality on each level. Versatile Lower Level for Entertainment and Relaxation: The lower walkout level expands your living possibilities, featuring a second fireplaced living room, a second kitchen, a movie theatre media room, an exercise room, a sixth bedroom, and a fourth full bath. This versatile space is ideal for entertaining, wellness, or accommodating in-laws to escape as needed. Ample Garage Space for Adventure and Everyday Living: A four-car garage provides ample shelter for both everyday vehicles and sports or all-terrain vehicles, supporting a lifestyle full adventure as you explore everything mountaintop living has to offer. Easy Care Homesite: A unique modest sized, tiered homesite achieved an easy care lifestyle allowing more time for owners to create lasting experiences while exploring rather than time on landscape care. Enjoy a hike Wahconah Falls National Bark, join the CSA of Holiday Farm, mountain bike at The Boulders and discover the history that abounds in Dalton while residing in this sought after neighborhood. Move in to a solidly built home, relax, enjoy and feel soothed while gazing at mystical skies and mountains from each room. Embrace the beauty of the Berkshires inside or out in this solidly constructed, low maintenance home central to all that is Berkshire.

The one you've been waiting for...a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home. Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is idyllically sited on the northern slope of Tyringham valley, and faces to the southwest. The expansive front porch, sunroom, and living and sleeping quarters all are positioned to track the sun's daily arc across this picturesque east-west valley.