Refine Search
Map
Sort by
$995,000
2 Beds ⋅ 2 Baths ⋅ 1030050 MLS
Built by Dutch settlers in 1740 and quietly tucked along one of Claverack's most peaceful country roads, 210 Bate Road is a home that tells the story of the Hudson Valley itself. Set on 4.72 acres of mature trees, rolling lawn, and woodland, it offers an increasingly rare combination of complete privacy and remarkable convenience--just ten minutes from the restaurants, galleries, and shops of Warren Street in Hudson. Over nearly three centuries, the house has evolved with extraordinary care. While its early Dutch structure remains intact, later stewards thoughtfully incorporated architectural elements salvaged from a nearby grand Federal home, layering the house with another chapter of regional history. Elegant mantels, cupboards, doors, windows, and the staircase sit comfortably alongside hand-hewn beams, wide-plank floors, and beautifully weathered brick, creating interiors that feel collected over generations rather than restored all at once. The kitchen and baths have been sensitively renovated, offering modern comfort while remaining entirely sympathetic to the home's historic character. Every improvement feels quiet and intentional, allowing the architecture--and nearly three hundred years of craftsmanship--to remain the focus. Looking toward the future, the home is powered by solar energy serving both the house and barn, with two Tesla Powerwall batteries providing efficient energy storage and resilience without compromising the property's historic character. The living spaces unfold naturally from one another, each with its own distinct sense of warmth. A wood-burning fireplace anchors the living room, while two wood stoves--one welcoming guests in the generous entrance hall and another in the primary bedroom--make the house feel equally inviting throughout the colder months. An office and a soaring artist's studio provide inspiring spaces to work and create, flooded with natural light beneath vaulted ceilings and exposed timber framing. Upstairs, two peaceful bedrooms share a Jack-and-Jill bath, while a second full bath on the main floor offers flexibility for guests. Outside, the landscape is every bit as compelling as the house itself. Loomis Creek meanders through the property, crossed by charming footbridges that lead to woodland walking trails beneath a mature canopy of trees. A fenced garden surrounds the house, while the open meadow offers ample room for a pool or pond should the next owner wish to add one. The property's creative legacy extends beyond the main residence. The antique two-story carriage barn was once the working studio of renowned local artist Stanley Bate, who lived here at the turn of the twentieth century. His original gas-fired kiln remains in the barn today, a remarkable artifact of the property's artistic past and a lasting reminder of the generations of makers who have found inspiration here. The barn continues to offer exceptional space for creative pursuits, workshops, or future possibilities. Homes of this age are rare. Homes that have been so thoughtfully stewarded--where nearly three centuries of history, craftsmanship, artistic legacy, and modern sustainability exist in such quiet harmony--are rarer still. 210 Bate Road is one of those exceptional places that feels both timeless and entirely alive, offering an extraordinary country setting just minutes from the vibrant cultural life of Hudson.

210 Bate Road, Claverack
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 1028112 MLS
Beaver Mountain Farms is an exceptional 41-acre Hudson Valley estate in the picturesque town of Ancram, Columbia County, offering an extraordinary opportunity for agriculture, equestrian pursuits, or a private country retreat. At the heart of this remarkable property is an impressive collection of farm buildings, including a classic dairy barn, an expansive 80' x 200' steel barn ideally suited for an indoor riding arena, equipment storage, agricultural production, or event space, along with workshops, office space, and a detached artist studio. Rolling pastures, open fields, and a tranquil pond create an idyllic landscape that embodies the timeless beauty of the Hudson Valley while providing endless possibilities for farming, livestock, horses, or creative ventures. Complementing the exceptional farmstead is a beautifully updated three-bedroom, two-and-a-half-bath farmhouse featuring a gourmet kitchen, inviting propane fireplaces, a spacious primary suite with an ensuite bath, and expansive windows that frame breathtaking views of the surrounding countryside and in-ground pool. A partially finished basement offers additional flexible living or workspace. Ideally located near Hudson, Copake, Hillsdale, Millerton, and Great Barrington, Massachusetts, Beaver Mountain Farms offers the perfect balance of rural privacy and convenient access to the Hudson Valley's renowned restaurants, cultural attractions, farmers' markets, and outdoor recreation. This is a rare legacy property where agricultural heritage, modern comfort, and boundless opportunity come together in one of Columbia County's most desirable locations.

1030 County Route 27A, Ancram
$749,000
3 Beds ⋅ 2 Baths ⋅ 1005033 MLS
This country home is nestled on 8.7 private acres just five miles from the center of Hillsdale, this charming retreat offers the perfect blend of comfort, character, and natural beauty. A meandering driveway winds through the woods, leading to a welcoming cottage-style home surrounded by perennial gardens filled with native ferns and plantings. The inviting covered front porch opens to a spacious bluestone patio, creating an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Offering approximately 2,040 square feet, the home features three bedrooms and two full bathrooms, with natural woodwork and wide-board Pine floors throughout. At the heart of the home is a beautifully renovated chef's kitchen with a six-burner propane Bertazzoni range, Marble like tile countertops, a porcelain farm sink, wood cabinetry with abundant storage. The kitchen flows seamlessly into the dining area, where a cast-iron wood stove creates a warm and inviting atmosphere for gatherings around a large farmhouse table. The dramatic great room showcases soaring cathedral ceilings with exposed beams and a natural stone wood burning fireplace as its centerpiece, providing a wonderful space for relaxing and entertaining. The light-filled first-floor primary suite offers a peaceful retreat with an ensuite full bathroom. The additional two spacious bedrooms, feature cathedral ceilings, wide-board Pine floors, warm wood walls, and walls of windows that bring the views of the outdoors in. A welcoming front foyer serves as a practical mudroom with built-in bench seating, a coat closet and laundry/storage closet. The attached one-car garage offers ample space for storage and the utility room. The home includes many updates such as the kitchen, bathrooms, electrical service (200 amp), septic system (2020), paved driveway, a high-efficiency on-demand heating and hot water system (2025). Conveniently located near the villages of Hillsdale, Great Barrington, Chatham, and Hudson, and just minutes from Catamount Ski Area, local farms, hiking trails, state parks, and schools, this exceptional property is equally suited as a full-time residence or a peaceful weekend getaway. A must see to fully appreciate this special home. Please see 3D Interactive Floor Plan & Property Tour.

695 Wolf Hill Road, Hillsdale
$650,000
2 Beds ⋅ 1 Baths ⋅ 1016385 MLS
Thoughtfully designed with Passive House principles in mind, this beautifully crafted 2023 home proves that sustainability and great design can go hand in hand. Set on five peaceful acres in the rolling hills between Ancram and Copake, this two-bedroom, one-bath retreat was built for exceptional energy efficiency, lasting quality, and a seamless connection to the surrounding landscape. The open-concept living space is flooded with natural light thanks to a dramatic wall of Andersen and Marvin high-efficiency windows and oversized sliding glass doors that blur the line between indoors and out. Warm pine siding and a spacious deck complement the home's clean architectural lines, while the carefully designed airtight building envelope, continuous insulation, and high-performance construction provide year-round comfort with remarkably low energy consumption. Whether you're looking for a full-time residence or a low-maintenance weekend escape, this home offers a rare combination of modern simplicity, thoughtful craftsmanship, and the peace of knowing it was built to stand the test of time. Perfectly positioned to enjoy some of the Hudson Valley and Berkshires' most beloved destinations, you're just minutes from the Harlem Valley Rail Trail for biking and walking, scenic hikes at Taconic State Park, Bash Bish Falls, and Mount Washington State Forest, and only 15 minutes from the iconic Stissing House. Nearby you'll also find local favorites like The Greens at Copake Country Club, The Aviary, Catamount Mountain Resort, farm stands, wineries, and the charming villages of Copake, Millerton, and Hillsdale. Whether your weekends are filled with hiking, skiing, antiquing, or long dinners with friends, this location puts the very best of the region within easy reach, all just over two hours from New York City.

60 Under Mountain Road, Copake
$1,350,000
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
$3,850,000
5 Beds ⋅ 4 Baths ⋅ 1017634 MLS
Exceptional Hudson Valley Estate, Where Modern Living Meets Mountain Majesty. The uniqueness of this impressive property begins with its siting. Nineteen acres at the base of Mount Washington, flanked by Taconic State Park to the east and the Harlem Valley Rail Trail to the west, deliver sunrise over the Taconic Range and spectacular sunsets over the Catskills, with open Hudson Valley views. Opportunities for biking, hiking, snowshoeing, skiing, and kayaking abound, surrounded by regular sightings of blue herons, bald eagles, hawks, cardinals, and hummingbirds. This architecturally refined 5,540 sf home offers 5 bedrooms, 2 offices, two five-fixture bathrooms, one three-fixture bathroom, and a powder room--made for entertaining indoors and out, yet equally comfortable for two. The entire interior was redesigned and renovated beginning in 2020. At the heart of the home is a state-of-the-art kitchen featuring a Sub-Zero 36'' refrigerator/freezer, Wolf 6-burner range with griddle and dual ovens, Wolf stainless hood, Miele dishwasher, dual sinks with disposals, quartzite countertops, custom Italian cabinetry, two appliance garages, and a 10' entertaining island. Just steps away, a 50' lap pool and 8'×8' hot tub anchor the outdoor living area. The L-shaped layout of the house allows required pool fencing to run contiguous with the structure, naturally creating a more informal, secured southern end--with pool and garden--and a formal northern end with living and dining rooms. The living room features a soaring vaulted ceiling and an enormous bay window that puts the Catskill view center stage, anchored by a carved limestone fireplace. The expansive primary suite is a private retreat with a gas fireplace, smart bidet toilet, double sinks, soaking tub, and luxurious rain-and-waterfall shower. Four guest bedrooms, two home offices (one perched high atop the house), formal and informal dining rooms, a mudroom, large gym, and two laundry rooms provide both practicality and flexibility for remote work or multigenerational living. The three-car radiant-heated garage is a dream for collectors and hobbyists, with a new polyaspartic floor, granite-topped workstation with sink, and 240V EV outlet. Long-term peace of mind is supported by a whole-house generator, new roof (2024), and Buderus heating oil boiler. Fresh well water is centrally filtered and conditioned, and a residential elevator connects all three levels. Five-zone radiant heat runs throughout the floors--complemented by central air conditioning and blown hydronic heat for year-round efficiency. Additional highlights include two monitored alarm systems, a smart water monitoring system with automatic shut-off, and a private fiber optic internet line.

315 Weed Mine Road, Copake
$949,900
3 Beds ⋅ 2 Baths ⋅ 1011743 MLS
Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat. Set on 8.7 enchanting acres, the property feels as though it has been lifted from the pages of a storybook. A meandering stream, cascading waterfalls, and a picturesque pond create a peaceful backdrop, while the soothing sounds of flowing water provide a constant sense of calm and escape. Designed for both relaxation and entertaining, the grounds offer an array of inviting outdoor spaces. A spacious deck overlooks the stream and waterfalls, multiple fire pits provide gathering spots throughout the property, and a dock perched next to the pond for quiet moments by the water. A charming pond-side retreat offers comfortable indoor and outdoor seating, while a quaint two-story barn/shed creates another idyllic perch from which to enjoy the sound of a nearby waterfall. Additional outbuildings include a historic barn ready for restoration or reinvention, a garage, and a potting shed. Footbridges and walking paths wind throughout the landscape, inviting exploration of the property's natural beauty at every turn. Inside, the home offers generous living space with three bedrooms and two bathrooms, allowing family and guests to spread out comfortably. The second floor sitting area features a cathedral ceiling and overlooks the stream and falls. Historic elements remain throughout, from original floors and woodwork and including an original mill wheel that now lays proudly at the entrance to the rear shed, serving as a reminder of the property's unique past. Despite its remarkably private setting, the property enjoys a convenient location just over a mile from the center of Hillsdale, less than two miles from Catamount Mountain Resort, 15 minutes from Great Barrington, MA, 25 minutes from Hudson, 10 minutes from the Taconic State Parkway, and approximately 2¼ hours from New York City. A rare opportunity to own a piece of Hillsdale history, surrounded by natural beauty, timeless charm, and the soothing presence of water at every turn.

2955 State Route 23, Hillsdale
$4,125,000
998452 MLS
The Philmont Collection presents a rare opportunity to acquire a 36-unit multifamily portfolio encompassing nine buildings across seven tax lots in the heart of Philmont's National Register Historic District. Spanning approximately 26,606 square feet, the collection combines immediate scale, strong in-place cash flow, historic character, and meaningful redevelopment potential within one of the Hudson Valley's most closely watched village investment markets. Strategically clustered within a few walkable blocks of one another, the portfolio includes seven stabilized income-producing assets together with two historic value-add buildings, creating a level of operational efficiency and market presence rarely available in a single acquisition. The collection comprises 36 residential units with 48 bedrooms and 28 bathrooms, offering a diverse mix of apartments and duplex residences that support broad tenant appeal and stable occupancy. The stabilized core portfolio is projected to generate approximately $350,000-$360,000 in annual NOI, providing attractive current returns while preserving opportunities for future value enhancement. Ownership has invested substantially throughout the portfolio in capital improvements, infrastructure upgrades, and operational efficiencies designed to improve long-term performance and reduce operating costs. A cornerstone asset within the collection, 62 Main Street has undergone extensive renovation, including updated residential units, restored facade improvements, enhanced insulation, conversion from central oil heat to individual electric systems, and renovated bathrooms. These improvements, together with portfolio-wide upgrades, position the collection as a well-maintained and professionally operated investment. Current operations utilize the DoorLoop management platform for leasing, maintenance coordination, rent collection, tenant communication, applications, and screening, facilitating a seamless transition for future ownership. The portfolio also includes the historic front and rear buildings at 7 Church Street, presenting a compelling redevelopment opportunity within Philmont's historic core. Subject to purchaser verification and approvals, these buildings may be eligible for substantial federal and New York State historic rehabilitation tax incentives, creating a potentially powerful avenue for future value creation and income growth. Long appreciated for its architectural character and strategic location, Philmont continues to attract investors, entrepreneurs, artists, and designers drawn to its affordability relative to neighboring Hudson, its historic building stock, and its ongoing revitalization. Significant public and private investment, adaptive reuse projects, and preservation initiatives continue to strengthen the village's long-term trajectory. Ideally situated just minutes from the Taconic State Parkway and approximately fifteen minutes from Hudson and Amtrak service to New York City, the portfolio enjoys convenient access to the Berkshires, Hawthorne Valley Farm, Art Omi, hiking trails, skiing, boating, waterfalls, acclaimed dining destinations, and the cultural amenities that define the Hudson Valley lifestyle. Combining immediate income, operational scale, historic character, redevelopment potential, and an extraordinary village-wide footprint, The Philmont Collection represents a truly uncommon opportunity to establish a meaningful position within a growing and increasingly recognized Hudson Valley market. MLS information reflects the primary parcel only. Seller reserves the right to sell individual assets or subsets of assets separately from the portfolio offering. Complete financial statements, rent rolls, parcel information, and supporting materials are available upon request. Annual tax amount reflects the entire portfolio.

7 Canal Street, Claverack
$399,000
1005073 MLS
Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers a comfortable 2-bedroom, 1-bath layout, while the larger unit includes 4 bedrooms and 2 full bathrooms, providing flexibility for rental income, extended family living, or a live-in investment arrangement. Hardwood floors and original details add warmth and character throughout. Outside, you’ll find a detached one-car garage and a rustic barn overlooking the backyard and creek, creating the perfect backdrop for gardening, recreation, or simply enjoying the sounds of nature. The property offers a blend of historic Hudson Valley charm and practical functionality with room to make updates and add value over time. Conveniently located near Hudson, Millerton, Copake, and the Berkshires, this property provides easy access to farm markets, restaurants, hiking, and outdoor recreation while maintaining the quiet atmosphere that makes Ancram so desirable. Whether you’re looking for an income-producing property, weekend escape, or long-term investment, this duplex is full of potential.

2457 State Route 82, Ancram
$325,000
3 Beds ⋅ 2 Baths ⋅ 998268 MLS
Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street, Claverack
$249,000
1 Beds ⋅ 1 Baths ⋅ 996541 MLS
Renovated one bedroom, one bathroom with office space, on 3.37 acres. Over the past 2-3 years; new roof, well pump and tank, windows, doors, siding, appliances, oil tank, water heater, breaker box, shed and gazebo. Large parcel on a country road. Great weekend retreat or year round residence.

280 Hall Hill Road, Ancram
$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
$195,000
2 Beds ⋅ 1 Baths ⋅ 986915 MLS
Set on a generous parcel in a quiet Hudson setting, this property offers a compelling opportunity for those with vision. The surrounding landscape is defined by open lawn, mature trees, and a natural sense of privacy—creating a setting that feels both spacious and serene. The existing home is a single-level residence with a straightforward layout, ready for thoughtful renovation. While the interiors reflect the need for updating, they present a clear canvas for reconfiguration or restoration. The true value lies in the land. The depth of the lot and its natural surroundings offer flexibility for outdoor living, expansion, or simply enjoying the space as a private retreat. There is a sense of openness here that is increasingly difficult to find. Just a short drive from Hudson’s Warren Street—often noted for its design-forward character—this location places you within reach of independent shops, galleries, vintage and antique sourcing, and a well-regarded dining scene rooted in farm-to-table culture. With close proximity to the Catskills, riverfront access, and a community that continues to attract artists and creatives, the area offers a balance of cultural depth and natural surroundings without feeling removed.

280 Route 217, Hudson
$299,900
6 Beds ⋅ 2 Baths ⋅ 981641 MLS
Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive 6-bedroom, 3-bath home showcases charming original details dating back to 1870, including beautiful woodwork and hardwood floors throughout. While the home does require a new roof and some repairs, it presents a fantastic opportunity to add value and restore its full potential. Set on a generous 0.58-acre lot spanning three tax parcels, the property backs up to the scenic High Falls Conservation Area, offering privacy and natural beauty. The yard provides ample space for parking, gardening, outdoor entertaining, or even the possibility of adding a pool or rebuilding the garage. Located in the vibrant and evolving Village of Philmont, this property invites you to be part of a growing community with a strong sense of revitalization and charm. The home has an active recording device on the property.

53 Main Street, Claverack
$305,000
4 Beds ⋅ 2 Baths ⋅ 972121 MLS
New Price - $305,000. Seller will consider all offers! This location cannot be beat. Bloody Hill Road is a quintessinal farmhouse with 4 bedrooms and two baths on two plus wooded acres with a small pond that is a diamond in the rough! The home and acreage are comfortable, quiet and serene set among rolling hills and scenic countryside nestled within the foothills of the Taconic Mountains. The Road is named for the 1777 Battle of Egremont, a revolutionary war battle and subsuquent skirmishes between patriots and loyalists in and around the acreage. A portion of the home dates to 1791. The acreage is bounded on one side by approximately 70 acres owned by Columbia County Land Conservancy protecting the land from development and an old (out of service) NYC railroad path owned by the State of NY Parks and Rec Dept which acts as a seasonal walking trail. This highly sought after location is a mere 2 hours from NYC and is very near Hillsdale, Copake with it's beautiful lakes, Catamount Ski area and Great Barrington, Mass in the Berkshire Mountains with all its great hiking, shopping and Butternut Ski area. Bring your contractors, creativity and ideas and make this home your own!

26 Bloody Hill Road, Craryville
$1,750,000
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
$1,100,000
1 Beds ⋅ 2 Baths ⋅ 944705 MLS
Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County’s most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a constant play of light throughout the interior and frame the surrounding landscape as living art. Inside, the soaring cupola-topped ceiling and radiant-heated polished-concrete floors create a calming, loft-like atmosphere, anchored by a dramatic floating propane fireplace. The designer kitchen integrates seamlessly into the open living and dining spaces, making the home equally suited for quiet evenings or stylish entertaining. Two airy, loft-style sleeping areas, and two sleek glass-and-steel baths complete the thoughtfully curated layout. Every element of the home blends sophistication with simplicity—ideal for a buyer who values design, nature, and ease. Tucked away yet minutes from Hillsdale, Hudson, Egremont, and Great Barrington, the location offers instant access to the region’s best culture, dining, and outdoor recreation. With NYC and Boston a little over 2 hours away, this property is the perfect full-time escape or effortlessly luxurious weekend base. A rare architectural and design statement, this steel-and-glass modern barn redefines country living for the buyer seeking something truly unique. Plans are available for a one or two bedroom addition.

401 Collins Street, Hillsdale
$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
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.