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$860,000
3 Beds 3 Baths 1044870 MLS
Welcome to the Broad Street Revival. Located at 40 Broad Street in the heart of the Village of Kinderhook, this isn’t just a renovation—it’s a complete reimagining of village living. While many homes receive a surface-level refresh, this property was thoughtfully taken down to its core systems and rebuilt for the way we live today. With all-new electric, new plumbing, and a meticulous structural overhaul, the "quiet" work is just as impressive as the aesthetic. Step through the signature yellow door into a home defined by light and flow. The main level offers a seamless transition between the living, dining, and kitchen areas, anchored by beautifully refinished hardwoods. The chef’s kitchen serves as the home’s heartbeat, centered around a substantial quartz island with a cooktop, subway tile accents, and premium new appliances. A clever mudroom and powder room are tucked off the main living space, ensuring the home remains as functional as it is beautiful. Upstairs, the layout is anchored by a sunny landing featuring a built-in window seat—the perfect corner for a morning coffee. The primary suite is a true retreat, boasting a freestanding soaking tub, a double vanity, and a custom glass shower. Two additional bedrooms and a second full bath complete the upper level. Outside, the lifestyle is equally compelling. Relax on the classic covered porch or host on the new bluestone patio overlooking raised garden beds and a lush lawn shaded by mature trees. Positioned just moments from the Kinderhook Farmer’s Market, Samascott’s, The School | Jack Shainman Gallery, and the Empire State Trail, this home offers the best of village life with Hudson just a twenty-minute drive away.

40 Broad Street, Kinderhook

$879,000
4 Beds 2 Baths 1036419 MLS
Nestled on nearly 20 acres of spectacular, rolling Southern Columbia County land, this property offers a rare combination of open meadows, mature trees, and park-like tranquility. Sited privately at the end of a long driveway, is the 4-bedroom /2-bath stone cape that serves as the ultimate homestead or retreat, surrounded by country vistas. Inside, the home is warm and welcoming, with plenty of space for family and guests featuring the living room with wood burning fireplace and an open kitchen and dining area perfect for entertaining. Wake up to Catskill Mountain views from the 2 spacious bedrooms on the second floor. Conveniently located for an easy city escape come see this dreamy property for yourself.

2727 County Route 8, Elizaville

$879,000
3 Beds 3 Baths 1048206 MLS
Located on a quiet country cul-de-sac in Hillsdale, this spacious three-bedroom home sits on 4.7 private acres. One of just three residences along the road, it enjoys an exceptionally peaceful setting, with open lawn, well-maintained woods, trails, and old stone walls. Inside, the living space provides generously proportioned rooms and abundant natural light. The living room centers around a stone fireplace, with large windows and direct access to an expansive back deck, ideal for outdoor dining, grilling, or simply enjoying the surroundings. The generously sized kitchen includes a large eat-in area, while a separate dining room offers additional space for gathering. The primary suite is notably spacious, with an en-suite bath featuring a soaking tub and separate shower. Two additional well-sized bedrooms, a second full bath, and a half bath complete the main level. A full walkout lower level spans the footprint of the house, with high ceilings, multiple windows, and French doors leading outside. Currently unfinished, it offers potential for additional living space, a studio, gym, or recreation room. The home also has an attached two-car garage. A separate two-car garage/workshop offers even more flexibility for creative pursuits, projects, or additional storage. For all its privacy, the property is exceptionally well positioned, with the village of Hillsdale, Catamount, and the Harlem Valley Rail Trail all just five minutes away. Copake is also nearby, with both Hudson and Great Barrington within easy reach.

310 Pine Ridge Lane, Hillsdale

$895,000
2 Beds 2 Baths 1038870 MLS
Set on 4.5 private acres, this thoughtfully designed brand-new home blends clean, modern lines with warmth and inviting comfort. Featuring two bedrooms and office, two full baths, and an oversized open-concept living area, the home is perfectly suited for both relaxed everyday living and entertaining. Designed to embrace its natural surroundings, every door opens onto the patio overlooking the tranquil natural swimming pond, creating a seamless connection between indoor and outdoor living. Surrounded by privacy and serenity, the property offers a peaceful retreat while remaining conveniently located just five minutes from the Taconic State Parkway. Enjoy easy access to the charming communities of Ghent and Chatham, as well as the vibrant city of Hudson. Private, peaceful, and beautifully designed--this is easy living at its finest.

Scannell Road, Ghent

$899,000
3 Beds 3 Baths 1011916 MLS
Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its way through ancient rock formations and into the surrounding woodland. Inside the cottage, the original beamed ceilings have been carefully preserved and whitewashed, creating a bright and welcoming backdrop for the main level. The wood mantel surrounding the former fireplace is believed to be original to the structure, adding a tangible connection to the home's rich past. Antique wide-plank pine floors and distinctive 9-over-6 asymmetrical windows lend authentic colonial character. Enter through the mudroom and step into the kitchen that has been tastefully reimagined for today's home chef, blending modern convenience with timeless charm. A beautifully renovated full bath featuring a soaking tub completes the first floor. On the walk-out lower level, the spacious bedroom welcomes the morning sun and offers a peaceful retreat. A private full bath with a generous shower, large vanity, ample closet space, and additional storage complete this part of the home. The upper floor provides flexible living space, ideal for a home office, reading nook, studio, guest accommodations, or additional sleeping quarters. Overlooking the gently flowing stream, the sun deck provides a perfect vantage point to listen to the songbirds nestled in the property's mature hardwoods and evergreens, which blanket the landscape with natural beauty and privacy. The Studio is a striking antique structure offering a variety of uses. Soaring wood ceilings enhance the expansive main living area, where a modern fireplace serves as a focal point and oversized windows flood the space with natural light. The kitchen is thoughtfully designed and highly efficient, offering the functionality and style. A stone tiled shower completes the first floor bathroom. The second-floor bedroom enjoys western exposure and opens onto a private deck overlooking the grounds, offering a front-row seat to spectacular sunset views. Private and serene, this remarkable property captivates on every level, offering a rare opportunity to own something truly special. Become the next steward of its rich history while shaping its future and creating a legacy of your own.

275 Pitts Road, Chatham

$910,000
5 Beds 4 Baths 996465 MLS
A large, turnkey home on 5.13 open acres in Ghent, with Hudson just ten minutes away and a floor plan that makes life easy. Three bedrooms on the main level, an expansive primary suite upstairs, a finished basement with a fifth bedroom alongside a sizable gym and rec room, plus an attached, insulated three-car garage. Furnishings are available, should you want to skip the moving-in part entirely. The main floor leans practical without going stiff. A generous kitchen with miles of counter space anchors the living area. Three bedrooms sit on this level, useful for guests, kids, a home office, or all of the above. A spacious laundry/mud room takes the brunt of muddy boots and grocery hauls before they reach the rest of the house, and the garage attaches directly, sparing you the winter walk. The full second floor is given over to the primary suite, and it's expansive in the meaningful sense of the word. An en suite bath handles the morning routine, and a dedicated office space sits within the suite itself, a quietly luxurious arrangement if you're working from home. In the basement, two distinct spaces are currently set up as a gym and a rec room, alongside another bedroom and full bathroom. A propane fireplace takes the edge off the rec room's concrete floor. The gym-and-bedroom side has walk-out access for guests who need to come and go discreetly. The 5.13 acres are open, useable, and quiet. There's clear room for a pool, plus all the space a garden, fire pit, or future plans could ask for. Two large decks bracket the house, one out front and one off the back, giving you options on where to chase or avoid the afternoon sun. A whole-house backup generator keeps the whole operation running through whatever upstate weather decides to throw around. Ghent puts you ten minutes from Hudson and squarely inside Columbia County's best stretch of farms, food, art, and trails. Hawthorne Valley Farm sits right in town, with its biodynamic dairy, on-farm store, and a bakery worth the detour alone. Bartlett House, also in Ghent, runs an all-day operation of coffee, bread, and dinner from a restored 19th-century building. Art Omi, a few minutes up the road, has a sprawling sculpture and architecture park open free to the public. Chatham Brewing in nearby Chatham pours a reliable lineup of lagers and IPAs and has been doing it long enough to know what it's doing. For dinner, you've got frankly too many options in Hudson. And for fresh air, the High Falls Conservation Area in nearby Philmont offers a short hike to the tallest waterfall in the county.

23 Petty Drive, Ghent

$925,000
4 Beds 3 Baths 1051421 MLS
Built in 2021 and impeccably maintained by its original owners, this bright and welcoming 4-bedroom, 3-full-bath country home is truly move-in ready. Located off a quiet, picturesque road in the Red Hook Central School District, the home is set on 3 beautiful acres with a flat, wonderfully usable yard and surrounded by 300+ acres of scenic farmland, offering privacy, open space, and a peaceful country setting. There is plenty of room for a pool, gardens, soccer field, play area, or simply enjoying the outdoors. The light-filled home features an open floor plan perfect for entertaining, vaulted ceilings, beautiful hardwood floors, two fireplaces, and comfortable, inviting living spaces. A private Trex deck overlooks the expansive backyard, while professional landscaping and thoughtfully designed hardscaping enhance the outdoor setting. A whole-house generator provides added peace of mind. The finished lower level offers exceptional flexibility, with a spacious family room with fireplace, full bath, separate entrance, and versatile flex space currently used as a home gym, along with great storage and a second work-from-home office. With its private entrance and full bath, this level also offers excellent potential for an in-law or guest suite, while providing plenty of options for recreation, work, hobbies, or additional living space. A separate mechanical/laundry room adds convenience and storage. An oversized two-car garage provides generous space for vehicles, equipment, bikes, and additional storage. Beyond the property, enjoy the best of the Hudson Valley, with farm stands, wineries, breweries, and restaurants nearby, including Tousey Winery and Lasting Joy Brewery for bites and beverages and Hudson Valley Garlic Growers for fresh produce and flowers, among many others. The villages of Red Hook and Tivoli and the city of Hudson are all within easy reach. Lovingly maintained since its 2021 construction, this exceptional country property combines the ease of a newer home with beautiful grounds, generous flexible space, and the room and privacy to fully enjoy the Hudson Valley lifestyle. Conveniently located for travel, with Amtrak service available from both Rhinecliff and Hudson, making New York City and destinations north along the Hudson River easily accessible.

327 Commons Road, Germantown

$925,000
3 Beds 2 Baths 1053092 MLS
Mt. Merino -- The Gem of Columbia County An exceptional opportunity on Mt. Merino. With homes in this coveted mountain community selling for significantly more over the past several years, this property offers exceptional value. Tucked away at the end of a quiet, dead-end cul-de-sac, this three-bedroom, two-bath home offers an extraordinarily private setting. Backing up to wooded conservancy land, the property enjoys picturesque meadows, mature trees, and breathtaking Catskill Mountain sunsets from the second floor. Inside, the spacious living room features a working fireplace and flows seamlessly onto an expansive outdoor deck, perfect for entertaining and dining al fresco all summer long. The updated kitchen offers stainless steel appliances, while a large dining room window frames a magnificent flowering magnolia and other fruit trees, creating a picturesque burst of color each spring. Enjoy your morning coffee out back, surrounded by nature, as the stress of city life melts away. Spend summer afternoons by the in-ground pool, or settle into the hammock with a good book and drift off for a leisurely nap. This is country living at its best -- a place to unwind, recharge, and savor life's simple pleasures. Upstairs, the spacious primary suite features an en-suite bath with a Jacuzzi tub, accompanied by two additional bedrooms. The full basement features a dedicated workout area and laundry facilities. A spacious two-car garage completes the home, with both offering ample storage space. Central air conditioning provides comfort throughout the warmer months. A rare combination of an idyllic setting, spectacular sunsets, and exceptional value, just minutes from Hudson's vibrant Warren Street, lined with distinctive shops, award-winning restaurants, boutique hotels, and the Amtrak station - all just two hours north of NYC.

17 Jennifer Lane, Hudson

$939,000
3 Beds 2 Baths 1015339 MLS
Down a quiet country road is this 1860 Farmhouse with Studio building sits on 34.9 acres of mature woodland and open rolling lawns leading to a clear swim pond. The property feels deeply rooted in its setting--an authentic country homestead that has evolved thoughtfully over time. A three-building country compound features a farmhouse, a detached 2-car garage, and a purpose-built barn/studio, creating a rare live/work setting The residence retains the warmth, charm and authentic farmhouse character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting the antique wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. This 3 Bedroom, 2 Bath home strikes a rare balance between preservation and practicality creating a natural gathering place through every season. The home is suited to summer living, holiday dinners, quiet winter weekends, and evenings spent around the wood stove after a day outdoors. The spacious deck just off the kitchen provides a perfect vantage point for outdoor dining and relaxing with a view of the pond. The property's mature hardwoods and evergreens circle the landscape creating natural beauty and great privacy. A newer Studio Building lend both beauty and utility, of 1720 Square Feet offering numerous possibilities for creative use, it was designed for the hobbiest or for serious creative or commercial work. The building is outfitted with 200-amp electric service, a roll-up door allows easy access for large-scale work, equipment, or vehicles. A separate downstairs space functions equally in a variety of ways as a working studio, fabrication shop, gallery, or flexible commercial use, offering significant potential for income-producing or professional activity. Access to an upstairs loft space could serve as an office or additional storage. The setting feels private and peaceful, yet remains convenient to the areas most beloved destinations for skiing, hiking, dining, and weekend exploration. 286 Manor Rock Road is the kind of property that has become increasingly difficult to find--an antique farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate. It is an ideal fit for buyers seeking the quiet and seclusion of the rural countryside with serious working apace in one private address. This is a strong candidate for remote executives, creative professionals, makers/artists or anyone balancing more than one life under one roofline. Private and serene, this property captivates on every level, offering a rare opportunity to own something truly special. Become the next steward of its rich history while shaping its future and creating a legacy of your own.

286 Manor Rock Road, Craryville

$949,000
5 Beds 4 Baths 1051462 MLS
Situated on the historic grounds of Kinderhook Lake’s former Lake Shore Hotel, 3793 Route 203 is a rarely available waterfront home encompassing a full acre of land and an immense private shoreline. Boasting over 300 feet of direct water frontage on Kinderhook Lake and panoramic water views, the home is ideal for those looking for waterfront tranquility, complemented by a private dock for effortless boating and recreation. Inside, the fully updated home blends comfort and functionality across a thoughtful layout. There are four spacious bedrooms and three full bathrooms, including a first-floor primary suite for convenient single-level living. The main floor opens out to a recently rebuilt deck directly off the kitchen, perfect for outdoor dining and entertaining against sweeping lake vistas. A dedicated home gym adds an extra layer of convenience to one’s everyday routine. Adding value and versatility, the home features a fully finished ground-level apartment with warm wood finishes and its own private kitchen and bathroom. This separate space is ideal for hosting guests but also serves beautifully as a dedicated “lakehouse cabana,” with walkout access right to the water. Storage and parking are plentiful thanks to an oversized two-car garage designed to handle vehicles and boating equipment with ease. In addition to incredible lakefront proximity, outdoor enthusiasts will appreciate direct access to the Albany Electric Rail Trail right outside the front door. Designed for complete peace of mind, the residence features completely overhauled mechanical systems and a whole-house generator, ensuring year-round comfort regardless of the season. The nearby towns of Kinderhook and Chatham offer plentiful shopping and dining options, and the home also enjoys a convenient location near I-90 and the Taconic State Parkway. Combining rich local history, modern updates, and unparalleled access to Kinderhook Lake, this exceptional home offers the ultimate in Hudson Valley waterfront lifestyle.

3793 State Route 203, Chatham

$989,000
4 Beds 3 Baths 1046703 MLS
This beautifully maintained, turnkey retreat offers 3,424 square feet, four bedrooms, two-and-a-half baths, a resort-style saltwater pool, and a peaceful private setting just minutes from Hudson. Designed for full-time living or weekend escapes, the spacious layout offers room for entertaining, remote work, and perfect for hosting family and friends. Outdoors, enjoy an in-ground fiberglass saltwater pool, an illuminated pergola with electricity and a ceiling fan, a custom fire pit, and multiple areas for dining and relaxing. Fiber-optic internet adds modern convenience, while the move-in-ready condition allows you to enjoy the Hudson Valley lifestyle immediately. The famous Bartlett House cafe and bakery is just down the road, with Hudson’s restaurants, shops, galleries, cultural attractions, and Amtrak station approximately 12–15 minutes away. Convenient to the Taconic State Parkway, Lake Taghkanic, hiking, skiing, and year-round recreation. Approximately two hours from New York City, this is a fabulous opportunity to own a spacious, private Hudson Valley retreat with exceptional amenities."The sellers especially love the peaceful private setting, seamless indoor-outdoor living, evenings around the fire pit and pergola, and the convenience of being moments from Hudson while still feeling like a true escape."

854 County Route 9, Ghent

$1,075,000
3 Beds 3 Baths 1039595 MLS
Introducing 55 East Klein, a private 25-acre country retreat surrounded by rolling hills and far-reaching views in Ancram. Built in 1970, this warm and character-filled home combines an easygoing upstate sensibility with collected interiors and a remarkable sense of privacy. With 2,700 square feet of living space, three bedrooms, three full baths, a finished lower level and a gunite swimming pool, the house has the space and flexibility for both full-time country living and weekends away. Hardwood floors, central air, a beautiful wood-burning fireplace and a brand-new 2025 roof with a large solar array to offset electrical costs add to a home that has been thoughtfully cared for and is ready to enjoy. Enter through a glass-paneled front door into a generous foyer at the center of the house. To the left, a large open living and dining room is filled with natural light from oversized windows and a sliding glass door opening directly onto the deck. Hardwood floors run throughout, while a wood-burning fireplace anchors the room and creates a natural gathering place at the heart of the house. To the right of the foyer is the spacious eat-in kitchen, with marble countertops, open shelving and a Wolf gas range. There is plenty of room for everyday dining, while French doors lead into a bright sunroom overlooking the surrounding landscape. Beyond the living room is the bedroom wing, nicely separated from the home's more social spaces. The primary bedroom has its own en suite bath, while two additional guest bedrooms share a second full bathroom. Returning through the foyer, a separate wing adds another layer of flexibility to the house. Here, a third full bath sits alongside a private office with its own entrance. A staircase leads down to the finished, fully above-grade lower level, currently arranged with a large home gym, laundry and an additional room that could easily function as a guest suite, media room, playroom or studio. Outside, the property unfolds in a mix of open land, mature trees and rolling countryside, with long views across the surrounding hills. A gunite swimming pool is tucked privately into the landscape, while the acreage provides plenty of room for gardens, trails, outdoor entertaining or simply enjoying the quiet. For all its privacy, 55 East Klein is remarkably well connected to the best of the region. Hudson and Millerton are each approximately 20 minutes away, Pine Plains is 15 minutes, and Catamount Mountain Resort in nearby Hillsdale puts skiing and year-round recreation within easy reach. Restaurants, farm stands, hiking and the Berkshires are all close at hand.

55 E Klein Road, Ancram

$1,094,000
4 Beds 4 Baths 1037152 MLS
Germantown Contemporary set on 15 completely private, park-like acres. From the moment you enter the picturesque drive, you'll know you've arrived somewhere special. Custom built in 1988, this home offers over 3,000 square feet of living space featuring 4 bedrooms, 4 baths, a light-filled living room with vaulted ceilings and a fireplace, a formal dining room, and a sunroom with French doors opening to a wraparound deck. The first-floor primary suite provides convenience and comfort, while a spacious finished living room with a full bath above the oversized two-car garage offers endless possibilities for guests, a home office, studio, or recreation space. Outside, enjoy landscaped grounds, a heated inground pool, and the peace and privacy of your own secluded retreat-- just minutes from Germantown amenities.

300 Old Sawmill Road, Germantown

$1,200,000
5 Beds 4 Baths 1049616 MLS
Welcome to 156 Farm Road, a rare and versatile multi-residence property offering two completely renovated homes for one price. Set along a quiet country road and surrounded by mature trees, this turnkey property offers privacy, flexibility, and an array of possibilities for an owner-occupant, extended family, guests, or an investment opportunity. The lower residence is a charming two-story farmhouse offering 1,646 square feet with three bedrooms and two full bathrooms. The first floor features a bedroom and full bathroom, while upstairs are two additional bedrooms and a shared full bathroom. A wood-burning fireplace adds warmth and character to the living space. The home also features its own paved driveway, detached garage, fire pit, and partially fenced outdoor area. The upper residence is a 1,400 square-foot ranch, privately situated at the end of a gently winding, sloped driveway and nestled among the trees. Offering two bedrooms and two full bathrooms, the home includes a spacious primary suite, eat-in kitchen, and inviting living area with a wood-burning fireplace. A wraparound deck provides multiple ways to enjoy the peaceful setting, with access from both the main front entrance and the kitchen. The ranch also enjoys its own private backyard, fire pit, and partial fencing for added privacy. Both homes have been completely renovated inside and out, feature electric car chargers, and are fully electric, featuring central air in the upper house, and mini-split heating and cooling systems supplemented by electric baseboard heat in the lower house. Recent exterior improvements include reseeding of the yard, professional tree maintenance, two paved driveways, and additional gravel parking for the upper residence. With two separate residences on one tax lot, the property offers exceptional flexibility. Live in one home while using the other for guests, extended family, or potential rental income, or explore the property as an investment. The thoughtful separation of the two homes allows for privacy while still offering the convenience of a single property. Quiet, private, and completely turnkey, 156 Farm Road is a distinctive opportunity to own two beautifully renovated residences in one peaceful country setting.

156 Farm Road, Copake

$1,225,000
3 Beds 3 Baths 1010320 MLS
Perched atop its own private hill on 15.59 acres in the rolling countryside of Austerlitz, this extraordinary post-and-beam home offers something increasingly rare in today's world: complete and total privacy paired with breathtaking long-range views that seem to stretch forever. Hidden from the road and reached by a long winding driveway, the property unfolds like a private retreat, surrounded by nature, open skies, and the peaceful sounds of the countryside. From sunrise to sunset, the ever-changing landscape becomes a living work of art. Watch morning fog drift through the valleys below, enjoy spectacular mountain views throughout the day, and end each evening beneath a canopy of stars so bright you'll feel miles away from everything—yet you're still conveniently located within easy reach of the Hudson Valley's most desirable destinations. The home itself is a classic post-and-beam design that blends warmth, character, and timeless craftsmanship. Inside, the open floor plan creates a welcoming flow for both everyday living and entertaining. At the heart of the home stands an awe-inspiring floor-to-ceiling fieldstone wood-burning fireplace, anchoring the main living space with rustic elegance and serving as a natural gathering place during every season. The soaring ceilings, exposed beams, and beautiful pine floors create an atmosphere that is both grand and inviting. The spacious kitchen, dining, and living areas flow seamlessly together, all designed to capture the surrounding views and natural light. Central air conditioning ensures comfort throughout the warmer months, while the fireplace provides cozy ambiance when the temperatures drop. The primary suite offers a peaceful retreat complete with an en-suite bath and tranquil views of the surrounding landscape. Two additional bedrooms feature vaulted ceilings and share a full bath, creating comfortable accommodations for you and your guests. An additional half bath adds convenience for entertaining. Step outside onto the expansive rear deck and discover one of the property's most remarkable features. Whether you're enjoying your morning coffee as the mountains emerge from the mist, hosting summer gatherings, or simply gazing at the stars on a clear evening, this outdoor space was designed to celebrate the incredible setting. Nature lovers will appreciate the spring-fed swimming pond, perfect for cooling off on warm summer afternoons, while anglers can spend a relaxing Sunday casting a line in the peaceful waters. The property invites a lifestyle connected to the outdoors, where privacy and serenity are part of everyday life. Additional features include durable board-and-batten siding, a metal roof, portable generator hookup, and a large dry basement providing abundant storage space. Properties offering this level of privacy, natural beauty, and unforgettable views are exceptionally difficult to find. This is more than a home—it's a hilltop sanctuary where the mountains, sky, and surrounding landscape become part of your daily life. A place to escape, recharge, and experience the Hudson Valley as it was meant to be enjoyed.

436 Schoolhouse Road Unit #62, Austerlitz

$1,250,000
4 Beds 3 Baths 882928 MLS
Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.

9960 Route 22, Hillsdale

$1,250,000
3 Beds 3 Baths 1051645 MLS
Newly constructed and thoughtfully designed, this home is ideally located within the Copake Lake community-Columbia County's only high-speed motorboat lake-and built by one of the area's most respected contractors. The property reflects quality craftsmanship throughout. The home offers 3 bedrooms and 3 full bathrooms, including two primary suites on the main level. The third bedroom is on the lower level currently used as additional living space. The open-concept great room combines the living area with a gas fireplace, ample space for dining, and kitchen with custom cabinetry and stainless steel appliances that includes double ovens. There is also a large full basement with potential for future expansion. Additional features include a heated two-car garage, an attached carport, an in-ground pool, and a beautifully maintained lawn with a protected vegetable garden with raised planting beds. The property is privately set among the trees while remaining close to lake access and activities. Included with the home is a reserved boat slip for the 2026 summer season! Just around the lake is the Copake Country Club, offering a public golf course and year-round dining. Two seasonal marinas nearby provide casual options such as beer gardens, cafés, and ice cream stands. Catamount Ski Area is close by for winter recreation, and both Hudson, NY and Great Barrington, MA are within a 20-minute drive. Approximately two hours from New York City.

501 Birch Street, Craryville

$1,299,999
4 Beds 3 Baths 993431 MLS
Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining. Inside, you’ll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn. Step outside to your own private setting featuring a large deck—perfect for morning coffee or evening gatherings—and a peaceful private pond that enhances the property’s serene, country feel. Adding to the sense of privacy and long-term protection, the adjoining property is preserved under a conservation easement. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you’ll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafes, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail—perfect for walking, biking, and enjoying the surrounding countryside. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

150 Sawchuck Road, Millerton

$1,300,000
4 Beds 3 Baths 991625 MLS
Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region’s most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

2339 State Route 82, Ancram

$1,300,000
3 Beds 2 Baths 1015707 MLS
Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad with vibrant wallpaper. Checkered tile floors lead to a spacious country kitchen; patterned tin accenting the walls lend character and texture. A generous pantry conceals the refrigerator while providing ample shelving and storage. The kitchen flows seamlessly into the dining room, anchored by a wood-burning stove. Just beyond, a cozy reading room is adorned in geometric wallpaper and opens to the grounds through French doors. Across the foyer, the living room connects to a dedicated office, offering flexibility for work or quiet retreat. Upstairs, a generous landing leads to three bedrooms and a spacious full bath with built-in shelving. Wide-plank floors run throughout the home, lending warmth and charm. Outside, a 600-square-foot barn supports a variety of recreational and creative pursuits, with potential for conversion into a studio, office, or gym. Raised garden beds are ready for summer planting, while a fire pit at the meadow's edge invites long evenings beneath the stars. Perched above Harlemville Hamlet, convenient to the Taconic Pkwy -- 10 minutes to Chatham 20 minutes to Hudson. Two hours to NYC.

1100 Harlemville Road, Ghent

$1,300,000
4 Beds 4 Baths 1047442 MLS
Welcome to Bons Reves House, a beautifully designed escape tucked away on nearly seven acres in the most desirable part of the Austerlitz hills. Built in 1985 and meticulously renovated and expanded by a top builder in 2012 and again in 2025, this 4-bedroom, 3.5-bath contemporary home feels like a luxury treehouse hidden among mature hardwoods and surrounded by large estates and high-end residences. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and designer-chosen paint colors all speak to exceptional quality. The gracious, flowing layout offers plenty of room for gathering, and bedrooms tucked into separate wings create privacy and practicality. This is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging. On the first floor, a renovated chef's kitchen with stone countertops, custom cabinetry, multiple prep areas, and an island breakfast bar make it a true country kitchen, with plenty of room for gatherings and holidays. It flows into a Thanksgiving-sized dining area and a large, inviting living room centered around a cozy wood burning fireplace. Just off the kitchen, a newly built four-season sunroom looks out through oversized windows onto treetops and the ridgeline beyond. A mudroom with laundry, a full bath, and a powder room round out this level. Up one set of stairs, the primary suite has vaulted ceiling, multiple closets, and a full bath with a dramatic architectural sensibility. A second staircase off the kitchen leads to two more bedrooms and a full bath. Down on the lower level, an additional bedroom joins a studio or work space, an exercise area, and a newly built window-lined sitting room, offering room to spread out or tuck away. Outside, the wraparound Trex deck, front porch, fenced garden, handbuilt stone walls, and professionally landscaped grounds create a storybook atmosphere for outdoor living. The wooded acreage surrounding the home creates a natural buffer for privacy and quiet. Recent upgrades reflect real investment in the property: new windows, six new heat pumps, a recently replaced roof, a generator, a new garage door, and a freshly painted interior and exterior. The location suits both a weekend retreat and a full-time home. Just 15 minutes from Chatham, 20 to Great Barrington, MA, 35 minutes to Hudson, 45 minutes to Albany, and two-and-a-half hours to New York City, Bons Reves House puts summer evenings at Tanglewood, a movie night in Chatham, dinner out, and gallery walks through Great Barrington and Hudson all within easy reach. Local golf courses and cycling routes round out the list of ways to spend a day here. Convenient to the region's best amenities and attractions, the home still feels hidden away from the world.

351 Dugway Road, Austerlitz

$1,375,000
3 Beds 2 Baths 1017939 MLS
Escape to your own private Hudson Valley sanctuary where rolling pastures, sparkling water, and endless possibilities await. Set on nearly 38 breathtaking acres, this extraordinary property offers the perfect blend of country living, equestrian excellence, and entrepreneurial potential. At the heart of the property sits a welcoming three-bedroom ranch home, perfectly positioned to overlook a picturesque one-acre pond and the surrounding countryside. Whether enjoying your morning coffee with panoramic views or relaxing beside the pond, every day feels like a retreat. The property has hosted an equestrian center and is fully equipped for horse enthusiasts The main barn features six stalls, three attached turnout paddocks, a feed room, tack room, wash bay, tack-up stall, and a spacious hay loft. A second barn includes two oversized stalls with run-in sheds and a fenced pasture, providing exceptional flexibility for boarding, training, or private equestrian use. Adding to the property's unique appeal is a charming off-grid cabin, offering a peaceful escape for guests, a creative studio, or a secluded retreat immersed in nature. Nearby, a pond-side pavilion creates the perfect setting for outdoor entertaining, intimate gatherings, yoga retreats, or simply enjoying the tranquil surroundings.. Rarely does a property offer this level of versatility while maintaining such a peaceful, picturesque setting. Whether your dream is centered around horses, hospitality, recreation, or simply embracing the beauty of the Hudson Valley, this property is a place where those dreams can become reality. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

75 Eastern Parkway, Germantown

$1,385,000
3 Beds 3 Baths 1038822 MLS
Old Kleinrood, circa 1789 - a rare 18th century Dutch Stone House with Greek Revival addition. A chance survivor of the region's earliest architecture, Old Kleinrood pairs an authentic 1789 Dutch stone cottage - its thick fieldstone walls, original beams, and hand-wrought details intact - with a graceful Greek Revival addition believed to date to circa1820. A rare balance is achieved; two centuries of craftsmanship live under one roofline, offering the character collectors search a lifetime for, with the livability today's buyers need. Set along the corridor between trendsetting Hudson and storybook Kinderhook, this is a unique chance to own a documented piece of Hudson Valley history in one of the region's most sought-after locations. In addition to the museum quality public rooms, the property has carefully tended mature gardens, ancient trees, an in-ground pool, chef's kitchen, expansive screened-in porch, and an antique outbuilding that houses a three car garage with electric car-charger, separate studio-office space and a craftsman's shop and tool shed. Old Kleinrood sits along the corridor between two of Hudson Valley's most magnetic towns. To the south, Hudson, NY has become one of the Northeast's most talked-about small cities - a place where 19th-century warehouses showcase galleries, chef-driven restaurants, and a weekend population that arrives by train from the city and doesn't want to leave. Just to the north, Kinderhook keeps its own counsel: dignified brick mansions, historic homes on quiet streets, and a pace that hasn't been rushed by any of it. Between the two, Old Kleinrood offers a rare middle ground - close enough to both to borrow their best qualities, far enough to feel like its own private world. This is not a renovation project disguised as a listing, nor a modern building wearing historic trim. Old Kleinrood is just as it is: a documented, two-phase historic structure with both its Dutch origins and Greek Revival soul both remarkably intact. For buyers who know the difference between ''historic-style'' and historic - who understand what it means to own an 18th century stone house, hand laid around the time the Constitution was ratified - this is a rare and serious opportunity. Old Kleinrood. Circa 1789. Waiting for its next steward.

21 Old Route 9, Call Listing Agent

$1,395,000
4 Beds 3 Baths 995000 MLS
Beautifully renovated farmhouse on 2.2 private acres with a heated pool, just minutes from the vibrant City of Hudson and the renowned Olana State Historic Site. Originally dating to the 1800s, this light-filled home blends timeless character with thoughtful updates, featuring wide-plank wood floors, exposed beams, original moldings, rich wallpaper textures, a wood-burning stove in the living room, a fireplace in the dining room, and beautifully curated interiors throughout. Designed for both everyday living and unforgettable weekends, the property offers exceptional indoor-outdoor living with expansive lawns, multiple patios, a poolside cabana, and a heated pool for an extended summer season. Historic outbuildings provide additional flexibility for a studio, gardening, storage, or creative space. Whether you're looking for a full-time residence, a Hudson Valley weekend retreat, or a peaceful work-from-home escape, this property delivers privacy without sacrificing convenience. Enjoy easy access to Hudson's acclaimed restaurants, art galleries, boutique shopping, farmers markets, hiking trails, and Amtrak service to New York City, making it an ideal country escape less than two hours from Manhattan. A rare opportunity to own a move-in-ready historic farmhouse that captures the very best of Hudson Valley living.

210 Middle Road, Hudson

$1,465,000
3 Beds 4 Baths 1033554 MLS
Mid Century contemporary home with scenic water views, and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this unique three bedroom mid century home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, New LG Refrigerator, double oven and large pantry Relax by the stone, wood burning fireplace or step out onto the multi level deck overlooking the serene waterway. The main level also includes a great room, spacious bedroom with sliders to the deck, along with a luxury bathroom featuring a walk in steam shower, double sinks and a jacuzzi tub plus a sizeable flex room perfect for additional bedroom. The oversized upper level primary suite boasts a fireplace, radiant heat, sound surround and its own deck with breathtaking views. The ensuite bath is a true retreat with a bidet and triple glazed walk in steam shower, Additional features include a separate two car garage with a spacious one bedroom apartment complete with a high end kitchen,, bath and office. Outdoors enjoy the 20x40 heated in ground pool with new pool cover in (2024) new pool heater (2024) and new pool pump (2023). The convenient pool house offers kitchen with two year old grill top, remodeled bath and changing room. Additional updates include main electrical box, (2025), washer & dryer,(2024) and well pump (2023). Conveniently located near the Taconic Parkway, Rhinebeck, Hudson and Bard College, this property offers both tranquility and easy access to cultural events. Experience the good life in this distinctive offering!

1202 Jackson Corners Road, Red Hook

$1,585,000
3 Beds 2 Baths 998937 MLS
Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable artistry, craftsmanship, and thoughtfully integrated modern systems. Triple-paned Austrian-engineered windows and sliding doors flood the interiors with natural light while providing outstanding insulation and quiet, and looking out onto your own private field. Major upgrades include new James Hardie concrete siding, a new roof, updated electrical and plumbing systems, new water pump infrastructure, all new split-unit heating and cooling systems, and solar panels, creating a home that is both highly energy efficient and deeply considered. The main living spaces blend warmth, texture, and refined modern design. Wide plank white oak flooring runs throughout the upper levels, while the living room centers around a dramatic floor-to-ceiling fluted marble wood-burning fireplace. The adjacent dining area includes a built-in entertaining station with an ice maker and wine fridge, ideal for hosting gatherings large and small. Walls of glass open directly onto a generous new cedar deck designed for seamless indoor-outdoor living. Complete with a hot tub, outdoor shower, grilling area, and sunny lounging spaces, the private deck overlooks rolling pastoral fields, creating a private outdoor setting equally suited for entertaining, quiet mornings, or evenings spent soaking under the stars. The kitchen pairs clean contemporary lines with stone countertops, custom cabinetry, a walk-in pantry, handcrafted emerald green Zellige tile, and Fisher & Paykel appliances. Bathrooms continue the same elevated approach, featuring marble finishes, Zellige tilework, and spa-like details including heated floors and a heated towel rack. The primary en suite bedroom is a true retreat, complete with a lofted living space overlooking the main open floor plan living area, a double walk-in closet, and tranquil woodland outlooks. The walk-out on grade lower level offers substantial additional living space ready for customization, with architectural plans available for future completion. Anchored by a wood-burning stove, the space could easily accommodate additional bedrooms alongside media, guest, spa, or studio space. Outside, mature trees and wooded landscape, and the year-round creek create a peaceful and immersive setting. A garage with space for three vehicles adds practicality to the property’s thoughtful design. Only five minutes from the village of Chatham, the property offers rare privacy and natural beauty without sacrificing access to the region’s most beloved towns, restaurants, and cultural destinations. Hudson’s celebrated Warren Street, with its restaurants, galleries, boutiques, and Amtrak station, is under twenty minutes away, while the Berkshires’ cultural and outdoor destinations, including Great Barrington, Lenox, and Tanglewood, are all within easy reach. New York City is reachable in just over two hours by car or train. Chicory Hill House delivers sophisticated country living with privacy, design, and a high level of finish at every turn.

41 Chicory Lane, Austerlitz

$1,650,000
3 Beds 3 Baths 961602 MLS
Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher & Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

119 Fern Hill Road, Ghent

$1,650,000
3 Beds 4 Baths 1049798 MLS
Set on 50 acres of complete privacy, this 1930's Colonial sits alone with sweeping views to the Berkshires. The home offers country living with a Livingroom with a fireplace & French Doors, Dining room with French doors opening to a porch. There is a heated sunroom to enjoy the quiet outside. The primary suite includes its own bathroom and a balcony perfect for morning coffee or stargazing. For added space, the third floor has been made into a yoga/workout room, along with an office and a bath. There are additional two bedrooms and 1 1/2 baths. Outside, sits a charming gazebo overlooking a tranquil pond perfect for nature watching. Also, there is a two car garage and an additional barn for a workshop or studio. Some updates are needed. 18 acres have a conservation easement .

81 Tinker Hill Road, Pine Plains

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