The agencies at Old Chatham
These agencies offer a selection of luxury properties vente at Old Chatham. Feel free to contact them for personalized assistance.
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
Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view. The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor three bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort. Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, its prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.
…By Four Seasons 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
This is an original 1911 Hudson River Arts and Crafts Cottage with an architecturally sensitive 2006 addition. The home is consistent with the design principles of Downing & Davis. Andrew Downing was a landscape architect and author of the book Cottage Residences (1842). Along with architect Alexander Davis, their design principles for river cottages and villas defined Hudson River architecture from the mid-1880s to the 1920s. For rural cottages, their concepts emphasized ingeniously arranged floor plans that harmoniously blended the architecture with the natural landscape. The result was compact, convenient and comfortable homes that fit into and complemented their surroundings. One of the signature elements of this style was orienting the home such that its front faced the Hudson River. This home is true to those design elements, being sensitively located to take best advantage of the property’s impressive easterly views, including the Hudson River, Berkshires and Green Mountains. The property is historically significant, originally owned by Pieter Bronck and was in the Bronck family from the 1700s to the early 1900s. Known as the “First Bronck Farm,” it was originally improved by a two-story stone house (circa 1800), referred to as “Bronck House.”Its ruins are still visible on the property. In the1800s, Bronck House was the home of Teunis B. VanSlyke and his wife, Judith Bronck. In the 1970s, the property was purchased by James A. Warren, an attorney, whose family was prominent in Greene County in the early 20th century. James’ father, Leonard, was the founder and president of the NationalBank of Coxsackie.. , The house, pool and outbuildings are situated in roughly the center of the property, providing complete privacy.
…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
Beautifully renovated historic farm house available in Lenox, Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst,'' one of the famed Berkshire ''cottages,'' this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2-car garage. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, wifi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Minutes to the town of Lenox and to Tanglewood!
…By William Pitt Sotheby's International Realty
2 bed, 2 full bath Berkshire retreat. The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand new back deck, an ideal setting for summer evenings. 2 bedrooms on the second floor, with a full bath and dreamy tub. Meticulously-maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court and shed. Whether you're enjoying the classic rocking-chair porch or exploring nearby trails and boutiques, this sweet sanctuary is a rare find in the heart of Berkshires.
…By William Pitt Sotheby's International Realty
Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, and a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The bright eat-in kitchen features new appliances, stylish finishes, and a generous pantry. The main level also includes a living room, first-floor bedroom, full bath, and a three-season porch. Upstairs you'll find two additional bedrooms, a home office, a renovated full bath, and a covered porch overlooking the neighborhood. The lower level provides laundry and storage space, while the detached garage offers additional room for tools, equipment, and seasonal items. The established gardens, firepit, and oversized yard are what make this property special, creating a home that feels welcoming and well-loved.
…By William Pitt Sotheby's International Realty
Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream!
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Old Chatham. Feel free to contact them for personalized assistance.