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All of the charm of an old farmhouse with none of the headaches. This c2005 build has sweeping views of the Catskill Mountains and loads of charm. Down a long, tree lined driveway, you're just two minutes from the historic hamlet of Germantown but you feel like you're in a world of your own. Peaceful, private and quiet, 336 Main Street truly offers the best of both worlds. Rocking chairs line the porch to watch the show as the sun sets over the mountains, a fire pit sits in the yard and hammocks hang in the trees. The eight acres have been beautifully landscaped with low maintenance, perennial gardens, and the rolling green lawn brings your eye to the mountains. A bucolic view, the only building in sight is a church steeple in the distance. Inside, you'll find high ceilings and walls of windows and glass doors to let the outside in-- the house was truly built to frame the view. The chef's kitchen is an absolute dream with a large island, a Sub Zero refrigerator, Viking gas range, two sinks and two dishwashers. A screened in porch runs the length of the house, perfect for entertaining, while there are quiet sitting rooms and an office tucked off to the side with dreamy views of the landscape and mountains. Upstairs there are three bedrooms, all ensuite. The primary has a private balcony & a large bathroom with a double vanity, a soaking tub and a large walk-in shower. The third floor has been built out with bunk beds, perfect for overflow or a place to park the kids. 336 Main is the ultimate in country living-- it leaves no stone unturned with its modern conveniences, old world charm, and those quintessential Hudson Valley pastoral views. Just 10m to Hudson & Amtrak, 15m to Rhinebeck village and 2h north of NYC.
…By Four Seasons Sotheby's International Realty
Set along one of the most beautiful roads in Columbia County, this extraordinary country property offers a rare convergence of architecture, design, and landscape. Surrounded by 13 gorgeous acres of rolling hillside and forest, the setting feels both cinematic and deeply peaceful. Just beyond, the road is famously home to the Chatham Sheepherding Company's iconic complex of vernacular barns and agricultural buildings, lending the area a distinctly historic and pastoral character that is increasingly difficult to find. This is a home with true soul--restored and refined with remarkable sensitivity. The interiors were led by a House & Garden UK 100 designer, and that level of design fluency is immediately apparent. Every decision feels intentional, creating spaces that are quietly luxurious, deeply livable, and impossible to replicate. Throughout the home, original character is honored and elevated through exceptional materials and thoughtful detailing. Wide-board antique pine floors run throughout, grounding each room with warmth and patina. Even the smallest elements were considered: Forbes & Lomax brass switches punctuate the walls like jewelry--subtle yet unmistakably luxurious. Lighting by Workstead brings sculptural warmth to the interiors, while Lefroy Brooks bathroom fittings introduce a quietly classic sensibility rooted in craftsmanship and timeless design. The living spaces unfold with intimacy and grace. A richly layered library wrapped in custom shelving invites slow mornings and long evenings. A stunning music room, anchored by a grand piano and bathed in soft natural light, feels both elegant and welcoming. The kitchen and dining spaces are especially compelling--bright, beautifully composed, and effortlessly functional, with bespoke cabinetry, marble surfaces, and seamless connection to the outdoors for summer dinners and quiet morning coffee. The home offers three bedrooms plus a flex space, allowing for a variety of uses--guest quarters, office, studio, or media room. Each space has been designed with extraordinary sensitivity to proportion, light, and texture, resulting in interiors that feel collected over time yet perfectly resolved. What makes this property so exceptional is not simply its beauty, but its atmosphere. It possesses that elusive quality of the very best country houses: sophistication without formality, design without excess, and luxury rooted in authenticity. A truly rare offering--an extraordinary design-forward retreat on one of the county's most storied roads, immersed in the timeless beauty of the Hudson Valley.
…By Four Seasons Sotheby's International Realty
Set within the historic hamlet of North Chatham, this beautifully restored c.1830 Greek Revival side-hall farmhouse is a wonderful example of the understated elegance that defined rural Columbia County architecture during the period. The home's classic side-hall plan, refined Greek Revival moldings, hand-hewn beams, wide-plank pine floors, and beautifully preserved millwork speak to its early 19th-century origins, while thoughtful renovations have introduced the craftsmanship and comforts expected of contemporary country living. A gracious sequence of rooms unfolds across the main level, balancing formal and informal living with remarkable ease. The formal parlor has a woodburning fireplace, the light-filled dining room celebrates the home's architectural heritage with its elegant proportions and original detailing, while the adjoining kitchen has been beautifully reimagined for modern life. Reclaimed timber, soapstone countertops, custom cabinetry, a farmhouse sink, and a Wolf range are thoughtfully integrated within the historic framework of the home. A substantial reclaimed wood island anchors the space, while a wood-burning stove lends warmth throughout the seasons. Just beyond, a sun-filled breakfast room opens through French doors to the terrace, gardens, and saltwater pool. A soft, timeless palette create interiors that feel both sophisticated and deeply authentic—rooms that honor nearly two centuries of history while remaining entirely suited to contemporary living. Four well-proportioned bedrooms offer comfortable accommodations for family and guests. Outside, the property is every bit as compelling. Mature trees, perennial gardens, and expansive lawns frame a saltwater pool that feels quietly tucked into the landscape, creating a setting that is as peaceful as it is private. Whether hosting summer dinners on the terrace, enjoying an afternoon by the pool, or simply taking in the surrounding gardens, the outdoor spaces embrace the easy rhythm of the area. North Chatham remains one of Columbia County's most cherished historic hamlets, admired for its collection of period homes, rolling farmland, and enduring rural character. Just minutes from the vibrant village of Chatham—with fantastic restaurants, cafés, shops, and year-round farmers market—and within easy reach of Hudson, Kinderhook, and the Berkshires, the location offers both tranquility and exceptional convenience. Beautifully restored and thoughtfully evolved, this c.1830 Greek Revival farmhouse is a rare offering—one that celebrates the enduring craftsmanship of early Hudson Valley architecture while providing all the comfort and ease of a home designed for today.
…By Four Seasons Sotheby's International Realty
This quintessential 19th century four bedroom farmhouse with a classic front porch, on over an acre of land, boasts impressive Catskill Mountain and sunset views. Only minutes from Hudson, the house, built in 1860, and now beautifully restored with wood floors throughout, has an expansive great room that includes the kitchen, a living area and a banquette for casual dining. The center island has a convenient prep sink and a breakfast bar for more seating. The room is perfect for cooking and entertaining with space for everyone. A wood stove warms the room and radiant heated floors in the banquette area keep feet warm in winter. Maple wood counter tops with mahogany trim are throughout the kitchen, a classic porcelain farm sink overlooks the garden, a subway tile backsplash and a high performance six burner gas stove for discerning cooks. Glass doors open to the bluestone patio and gardens, easily combining inside and out. A convenient pantry and laundry room off the kitchen offers ample storage. A separate dining room has space for formal dining and on the other side of the hallway, the light filled living room has a wood stove. The original staircase leads to the second floor with four bedrooms and two full baths. The primary bedroom has a vaulted ceiling, an office nook, a private dressing room and a wonderful en suite bathroom with a tiled walk-in shower and clawfoot soaking tub with views of the garden. A loft area can be opened in the primary bedroom creating an additional private space. Outside, the gardens have been meticulously tended with raised beds for vegetables, perennial plantings, native species, stunning gabion stone walls and a built-in fire pit for chilly evenings. An important historic heritage sugar maple tree graces the fenced back yard along with black walnut trees, ornamental cherry, hydrangea, forsythia, magnolia, mulberry, white pines and a lovely orchard of apples and peaches. The front porch wraps around the house and provides the ideal spot for relaxing with a summer breeze and wonderful distant views of the Catskills and vibrant sunsets. A vintage garage has space above that could be work or creative space. A well-maintained house with a standing seam metal roof on the main part of the house, new asphalt shingled roofs, a Buderus boiler, a new hot water heater, a water filtration system and an automatic generator for summer or winter storms. A beautiful country home in an ideal location on the historic Old Post Road that linked NYC to Albany. A short drive to historic Kinderhook Village, Art OMI sculpture park, Chatham Village, farmstands, restaurants, shops, Hudson and Amtrak. Just over two hours to NYC.
…By William Pitt Sotheby's International Realty
Surrounded by rolling farmland, sweeping Catskill views, and spectacular sunsets, this historic Columbia County farmhouse offers the quintessential Hudson Valley retreat. Dating to the late 1700s or early 1800s, the home sits on 1.5 private acres along a quiet country road, bordered by more than 500 acres of adjoining pastureland where cows often graze. With no neighboring homes in sight, the setting offers a rare sense of privacy, beauty, and tranquility just 2¼ hours from New York City. Rich in character, the home retains many original architectural details, including exposed beams, wide-plank hardwood floors, and historic craftsmanship throughout. Thoughtful updates provide modern comfort while preserving the warmth and authenticity that make historic homes so special. The spacious country kitchen features a breakfast bar and adjoining dining area, while the inviting living room is anchored by a wood-burning fireplace. A first-floor primary bedroom includes a renovated en suite bath, and a flexible additional room can serve as a guest bedroom, office, library, or studio. Upstairs are two additional bedrooms and a large updated bath with a classic clawfoot soaking tub. Outside, enjoy quiet mornings on the rocking-chair front porch and evenings on the rear deck and patio overlooking open fields, distant Catskill peaks, and unforgettable sunsets. Mature trees and established landscaping frame the property, while a large garden with raised beds and drip irrigation offers ample space for growing flowers, herbs, and vegetables. Recent improvements include a Buderus boiler, an energy-efficient mini-split AC system, and a brand-new roof installed in 2026. A two-car garage barn provides additional storage and convenience. Ideally located near Hudson (15 min), Kinderhook (7 min), Chatham (15 min), Art Omi (5 min), Hawthorne Valley (20 min), farm stands, orchards, hiking trails, swimming holes, and skiing destinations, this special property captures the very best of Columbia County living.
…By Four Seasons Sotheby's International Realty
A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a welcoming foyer, a serene bedroom suite, and an elegant formal living room.Upstairs, the master suite is a haven of sophistication, complete with a stone fireplace and ample space for relaxation. Two additional guest bedrooms share a Jack and Jill bathroom, providing comfort and privacy for friends.The finished lower level is dedicated to leisure and repose, crafted with the ultimate goal of relaxation in mind. Here, in this tranquil setting, you'll find the peace and privacy you desire, all within a home that exudes charm and character.
…By William Pitt Sotheby's International Realty
A bucolic setting in Germantown, this stunning modern farmhouse sits amongst rolling hills on a quiet country road. The five acre parcel has a beautiful pond and is made up of open green fields and forest, and there is a barn with a new standing seam metal roof. The 3BD 3BA main house was built in 2020. You’ll find high ceilings and white oak flooring throughout, the layout is well considered and comfortable. A large eat-in kitchen sits at the back of the house, looking out through a wall of windows and glass doors to the pastoral property. An incredible dining room sits on the far end of the home, with a vaulted ceiling and views to the east and west. With windows on three sides, this space gets beautiful, shifting light throughout the day. A large living room, laundry room, and full bath complete the first floor. Upstairs you’ll find three bedrooms, one is ensuite and two share the full bath in the hall. The baths are streamlined and luxe, with gorgeous hardware and radiant heated floors. The modern, clean lines that characterize the interiors are beautifully juxtaposed to the pastoral, natural landscape outside. The barn is two stories and built into the hillside, it would make an amazing studio or guest house for the next owner. The property is beautifully kept and the house completely turn key, just 2h north of NYC and 15m to Hudson, Rhinebeck and Amtrak.
…By Four Seasons Sotheby's International Realty
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