Taconic Hills Homes for Sale

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Newest Taconic Hills Homes for Sale

$392,500

2 Beds ⋅ 2 Baths ⋅ 1030579 MLS

Colonial Home on a Beautiful Country Parcel with New Garage Nestled on a peaceful country road, this charming two-bedroom Colonial offers the perfect blend of privacy, comfort, and convenience. Set back from the road on a beautiful parcel, the home welcomes you into a bright, open-concept living and dining area filled with natural light and complemented by attractive hardwood floors. The galley-style kitchen features stainless steel appliances, making meal preparation and entertaining effortless. Enjoy dinner in the adjoining dining area, relax in the inviting three-season sunroom, or step outside to the spacious rear deck to soak in the surrounding countryside. The first floor also offers the convenience of a full bathroom and laundry area. Upstairs, you'll find two generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and private full bath. A standout feature of the property is the newly constructed two-bay garage, already equipped with electricity and plumbing, making it ideal for a workshop, hobby space, or future expansion. The unfinished second level provides a blank canvas for a studio, home office, guest space, or whatever the next owner envisions. A large rear patio offers the perfect place to enjoy your morning coffee while overlooking the expansive fenced backyard, ideal outdoor gatherings. While offering the tranquility of country living, this home is conveniently located just two hours from New York City. Enjoy easy access to the charming towns of Hudson, Rhinebeck, and Catskill, where you'll find exceptional shopping, dining, entertainment, and cultural attractions. Outdoor enthusiasts will appreciate the nearby hiking trails at Stissing Mountain, boating and fishing on Copake Lake, and skiing at Catamount Mountain Resort or Hunter Mountain during the winter months. Whether you're looking for a full-time residence or a weekend retreat, this inviting property offers the best of the Hudson Valley lifestyle.

155 Pumpkin Hollow Road N, Hillsdale

$2,750,000

4 Beds ⋅ 5 Baths ⋅ 1029665 MLS

SUNSET MEADOW - A rare place where architecture and nature exist in perfect balance... As the the private drive gently climbs through the landscape, a sense of calm settles in. Perfectly sited on over 30 private acres of rolling lawns, flowering gardens, open meadows, and woodlands, this exceptional Kate Johns-designed country residence reveals itself, embracing commanding western Catskill Mountain views, spectacular sunsets, complete privacy, and nature's ever-changing beauty. An expansive front porch welcomes you before you even step inside, hinting at the gracious living spaces beyond, where soaring ceilings, walls of glass, wide-plank floors, and abundant natural light frame breathtaking vistas. Flooded with natural light, gracious living and dining spaces unfold beneath soaring ceilings, where a grand stone fireplace, timeless architectural details, and French doors opening to the stone patio create an atmosphere that is both elegant and inviting. Nearly every room enjoys breathtaking western Catskill Mountain views. The chef's kitchen is beautifully designed for both the serious and enthusiastic cook, with a generous center island, oversized walk-in pantry, Wolf range, and abundant storage. French doors open to one of the home's most memorable spaces—an expansive bluestone three-season porch overlooking lush gardens, the pool, patio and commanding western Catskill Mountain views. From morning coffee to sunset dinners, it's a space designed to be enjoyed in every season, creating an effortless connection between indoors and out. The private primary wing is a true sanctuary, offering a spacious bedroom, luxurious bath, exceptional walk-in closet, and an adjoining library or home office that easily serves as an additional bedroom. Upstairs, a sitting area connects two private en-suite guest bedrooms, each enjoying those sweeping Western views. In its own separate area, an additional spacious room offers remarkable flexibility as a studio, home office, library, or additional guest bedroom, allowing the home to live comfortably as either a four- or five-bedroom residence with 4½ baths. The finished lower level offers yet another wonderful surprise, designed for entertaining with a recreation room, bar, full bath, and abundant storage. A welcoming mudroom, laundry room, and attached two-car garage make everyday living as effortless as weekends in the country. Outside, lush perennial and wildflower gardens embrace the pool and spa, where monarch butterflies drift from bloom to bloom throughout the summer. A spring-fed swim pond, open meadows, and mature woodlands complete this extraordinary landscape, offering endless opportunities to relax, explore, and enjoy every season. ... A rare place where architecture and nature exist in perfect balance. Sunset Meadow.

60 Blueberry Lane, Austerlitz

$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

$650,000

3 Beds ⋅ 3 Baths ⋅ 1021272 MLS

Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. The 410-acre, motorboat-friendly lake is perfect for boating, waterskiing, kayaking, paddleboarding, and excellent fishing, while nearby Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes automatic door openers and ample room for a workshop, lawn equipment, bicycles, kayaks, and other recreational gear. Above the garage, the second level offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. The grounds are a gardener's dream, filled with thoughtfully designed plantings and peaceful outdoor spaces. Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience—just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3493 County Route 7, Hillsdale

$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

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 1016435 MLS

SKY FARM MODERN. Designed by renowned architect Will Meyer, Sky Farm Modern is a masterful expression of minimalism, where every element serves a purpose and form and function exist in perfect harmony. A winding drive through the woods reveals a striking composition: a sleek, dark rectangular volume punctuated by a luminous white cube and a dramatic cutout. The white cube houses the kitchen, flooding the heart of the home with natural light and tranquil woodland views, while the architectural cutout creates a covered carport that lends visual lightness to the structure. Step inside and arrive at the center of the home, where an expansive open living space is framed by an entire wall of glass leading to a generous deck overlooking the treetops, with seasonal views of the lake beyond. A suspended fireplace serves as both a sculptural focal point and a source of warmth, while the chef’s kitchen is appointed with premium appliances and high-end fixtures. Wide-plank ash flooring runs throughout the main level, adding warmth and understated elegance. A gallery-like hallway extends the length of the residence. At one end, the private primary suite features an en suite bath with a deep soaking tub and a wall of glass opening onto a secluded deck. Two additional bedrooms along the hall also enjoy direct deck access and share a beautifully appointed bathroom complete with a sauna. At the opposite end of the home, a spacious guest suite offers its own en suite bath and breathtaking corner-wrapped glass walls that immerse the room in natural light and surrounding forest views. A sculptural circular staircase descends to a finished lower-level room with cork flooring and abundant storage. Equally suited as a media room, artist’s studio, fitness space, or home office, it offers exceptional flexibility for modern living. Offering remarkable privacy and requiring minimal upkeep, Sky Farm Modern is an ideal retreat—a refined sanctuary where exceptional architecture and nature come together in perfect balance.

312 Sky Farm Road, Copake

$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

$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

3 Beds ⋅ 2 Baths ⋅ 1015339 MLS

Down a quiet country road is this 1860 farmhouse sits on thirty 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 barn/studio lend both beauty and utility, 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

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