Tucked away on a quiet, secluded backroad, this striking contemporary home offers the perfect blend of privacy, modern design, and convenience. With three thoughtfully designed levels, the main house features 4 bedrooms and 3 recently updated full bathrooms, providing ample space for both everyday living and entertaining.The top floor is dedicated to the serene primary suite, featuring a spacious bedroom and private bathroom for a true retreat-like experience. On the second (main) floor, you'll find a light-filled kitchen, open dining area, expansive great room, a guest bedroom, and a full bathroom. This level is wrapped in sliding glass doors that open onto a generous wrap-around deckideal for enjoying the peaceful surroundings or hosting outdoor gatherings.The lower level offers a cozy family room with a wood-burning stove, two additional bedrooms, a full bathroom, and a laundry area. This level connects seamlessly to the large mudroom, which links the main house to both the garage and the full garage apartment.The garage apartment provides flexible living space, complete with a full kitchen, bathroom, bedroom, and its own washer/dryer perfect for guests, extended family, or rental opportunities.While beautifully private, the location is highly convenient: just 10 minutes to Great Barrington, MA, 10 minutes to the Hillsdale hamlet, and only 20 minutes to Hudson, NY and the Amtrak station. Whether you're looking for a full-time residence or a peaceful weekend escape, this unique property offers the best of Berkshires and Hudson Valley living.Please note that with the attached garage apartment the home is close to 4,000 sqft for a total of 5 bedrooms and 4 bathrooms on the property.
Exceptional Setting - Mountain Views- Well maintained RanchWell maintained ranch set on 8.3 open acres with beautiful views of the Taconic Range. The home with 3 bedrooms and 2.5 baths is lovely as is, and offers excellent possibilities for future additions and upgrades.. Enjoy expansive mountain views from both the open living space and the primary bedroom. A large deck provides great outdoor living/dining space, mature gardens and landscaping finish the property beautifully. Central A/C and a wood burning fireplace provide comfort year-round, and the sunroom is perfect for a library/office. Breezy Hill Rd is one of the most desirable and convenient locations in the Berkshires - 2 miles to Catamount Mtn Resort (skiing), 4 miles to the center of Hillsdale, 9 miles to Great Barrington and 20 miles to Hudson.
Set amongst the rolling hills of southern Columbia County, this c1942 antique farmhouse sits on seven acres with beautiful, pastoral views down the valley to the east. There is a separate studio, a three car garage and a potting shed on the property. Renovated top-to-bottom, the main house has both old world charm with its original hardwood floors, and modern comforts like new windows and roof, new mechanicals, new plumbing and electric & central air. On the main floor you'll enter into a tiled mudroom with a half bath. The kitchen is large with quartz countertops, and from the sink you have a lovely view of the ridge line. A peninsula island connects the space to a formal dining room, and the large living room is anchored by a wood burning fireplace. Upstairs there are two guest rooms that share a full bath and a beautiful primary suite with a walk-in closet. The third floor is finished and light filled, a perfect place for an office, play room or additional sleeping quarters. A long covered porch runs the length of the house, a perfect place to take in the east facing view. The shingle style studio is notched into the field, historically a guest house, it has been gutted and work started. The space has endless potential with vaulted ceilings and a woodstove, the interior clad in reclaimed barn wood. Central to both Hudson and Great Barrington, this bucolic country property is just 2h north of NYC.
Dating back to 1928, this stately brick building originally a Masonic Temple is a stunning blend of historic charm and modern functionality. Meticulously restored and reimagined as an artist live/work space, it offers a unique opportunity to enjoy both a stately residence and/or a thriving business location.Set on a private, gated 0.54-acre lot in the charming Hamlet of Hillsdale, this property occupies a generous 7,656 square-foot footprint (comprising approximately 5,600 square feet over two floors plus an additional 2,800-square-foot basement). Inside, original architectural details abound, from soaring tin ceilings (14 feet on the second floor and 12 feet on the first and approx. 8 feet in the basement) to expansive steel casement windows that bathe the interior in natural light and frame serene views of the surrounding hills.The move-in ready layout features two bedrooms, three bathrooms (one full and two half baths), and a streamlined kitchen that caters to modern living without sacrificing historic character. Zoned for mixed use residential, commercial, and live/work the property sits perfectly between popular local businesses such as Roe Jan Brewing Co, The Hillsdale General Store, Tiny Hearts Flower Shop, and Cook & Larder, offering a delightful walkable lifestyle and instant community for business owners.Ideally located this landmark connects the Catskills to the Berkshires and provides easy access to Rensselaer and Dutchess County, with Hudson, Great Barrington, and Millerton all just a 20-minute drive away. Recognized on the National Register of Historic Places, this exceptional property is a true architectural paragon, a rare upstate gem where the precision and artistry of its original Masonic builders continue to inspire. Truly a once in a lifetime opportunity!
The George and Harriet Sornberger House dates back to the 1870's and is sited among historic homes in Hillsdale, NY. Renovation had started; many original details remain. Last use was a three-unit building, however, it could be restored to a one-family home.Seller financing, including renovation costs, negotiable. Historic Resource Inventory Form attached.
Up a winding country drive in a beautifully rural part of southern Columbia County, a modern house is notched into the hillside. West facing toward the sunset, the home was built to frame a magnificent view of the Catskill Mountains. The interior has wonderfully high 12ft ceilings and wideboard white oak flooring. The large Great Room features a striking wall of glass looking out over the landscape. In the open kitchen you'll find a Sub-Zero refrigerator and Wolf range, and at the far end of the room is a woodburning fireplace and wet bar. There are four ensuite bedrooms including a beautiful primary suite, all with big views, and downstairs the finished lower level has radiant concrete floors, a sauna and a media room. The systems are top of the line with geothermal heating and cooling. The in-ground pool is heated with a big view, and the pool house has shiplap white walls, concrete floors and two built in queen daybeds. There is a kitchenette and a full bath with a shower. The house is completely private with no neighbors in sight. The two car garage is currently set up as a gym & garage space. Completely turn key, well executed modern luxury just 2h north of NYC.
Where Norman charm meets Hudson Valley splendor, "Dragonfly" stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private drive leads to the 7,200-square-foot Normandy-style residence with its stately stucco facade. Inside "Dragonfly'', the great room emerges as the heart of this extraordinary home, where soaring ceilings and dramatic walls of glass dissolve the boundary between interior luxury and a wall of white birches and the natural woodlands that lead to the private swimming pond beyond.Twin wood-burning fireplaces anchor this light-drenched gathering space, which flows to outdoor terraces and a dining room that adapts as gracefully to intimate family gatherings as it does to large dinner parties. The chef's kitchen has a professional-grade 48-inch range, generous island, and abundant storage, with a wall of french doors opening to a large terrace for summer gatherings.The primary suite is accessible via a sculptural staircase with a beautiful artisanal, wrought iron railing. The suite features a sitting room, spa-inspired bathroom with dual shower and soaking tub, walk-in closet, and a serene bedroom warmed by a gas fireplace. A private balcony offers a view over the estate's pastoral panorama.Four additional en-suite bedrooms are distributed throughout the residence, ensuring privacy and comfort for family and guests alike. The home's lower level spans the full footprint, including dedicated quarters for a caretaker."Dragonfly" is more than a home; it's a rare mix of architectural grace and a natural landscape that threads through the historic, stone walls to the private swimming pond and dock.For the discerning buyer seeking an extraordinary estate property in one of the Hudson Valley's most coveted locations, this singular offering is worth a visit.
Courtesy: Houlihan Lawrence Inc.
845-677-6161
Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,
Turnkey Historic Home - Fully Renovated, No Work NeededThis 1810 Greek Revival in Hillsdale has been completely gut-renovated offering historic charm with none of the hassle. With rising construction costs and new U.S. tariffs driving up renovation expenses, this move-in-ready home is a smart, stress-free investment.All major systems are brand new: HVAC, plumbing, water filters, electrical, roof, and structural work. Interior features include restored original wood floors, antique glass windows, a chef's kitchen with Bosch appliances, Carrara marble bathrooms, and a flexible 4-bedroom layout with a private-entry suite. Zoned for residential and commercial use, it's ideal for full-time living, a weekend retreat, or a live/work setup. Located in the heart of Hillsdale's walkable hamlet, minutes from Hudson and Great Barrington. This home is a rare find that blends period elegance with modern ease.
Courtesy: ROUSE + CO REAL ESTATE LLC RH
The House on Breezy Hill is a completely revitalized contemporary colonial situated aloft one of the most sought-after locations in Columbia County. Every element of this beautiful home was thoughtfully conceived and expertly crafted, making it the perfect opportunity to acquire an extraordinary property. Arrive via a circular driveway to a newly constructed oversized two-car garage. Enter the home via a beautifully designed passageway that leads to a media room where radiant concrete floors ground a space wrapped in shiplap. Offering surround sound and an elegantly concealed closet, the media room is both comfortable and practical. Steps lead to a kitchen and living room where floor-to-ceiling windows and custom sliding doors invite ample light into the space, highlighting the expert craftsmanship that defines this home. The kitchen offers a generous island space with marble countertops and elegant marble wall. Viking appliances including a six-burner gas range are sure to delight the consummate chef. The living space is centered around a gas fire place and flows seamlessly between the kitchen and dining area. Step through the floor-to-ceiling sliding doors onto a wrap-around deck of generous proportions where views of northern Hillsdale and the Taconic Hills captivate. Ascending the stairs to the second floor, a generous landing gives way to a primary bedroom that features double height ceilings. A private balcony offers an opportunity to take in the vista from a more secluded vantage point. There are three additional bedrooms of generous proportions, one of which boasts panoramic views of the landscapes. All three bathrooms offer luxury finishes and have been executed with meticulous detail. Located seconds to Catamount Mountain, 15 minutes to Great Barrington and 25 minutes to Hudson, this property is ideally situated to take full advantage of the abundant recreational and cultural attractions of the Hudson Valley and Berkshire Mountain regions.
Courtesy: CORCORAN COUNTRY LIVING RH
Private country setting, contemporary design and net zero energy stewardship all come together in a serene landscape setting with beautiful views of Catamount Mountain. Enter along a stone drive that winds its way to a very private single story, 3500 SF, stained cedar sided home. The home is sited to maximize long distant views, the centerpiece being Catamount Mountain. The property offers total flexibility for future uses, including swimming pool/pool pavilion or any variety of landscape features one might imagine. This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system constantly exchanging fresh air from the outside. A finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs. The home's interior boasts direct access to the outdoors from every living space within the home. The centerpiece of the home is an amazing open floorplan Kitchen/Dining/Living space with magnificent 15 foot high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature''! Additionally, White Oak flooring is used throughout the interior of the home giving this contemporary design a beautiful sense of warmth and comfort. This country setting is close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, Bash Bish Falls and Catamount. Experience modern-green living while surrounded by nature and an abundance of privacy.
Courtesy: ELYSE HARNEY REAL ESTATE CT
Indulge in ultimate luxury living in the heart of Columbia County, New York! This magnificent modern home is a true gem that showcases breathtaking views of the stunning Berkshire Hills and majestic Catamount Mountains. Step inside and be greeted by a double-height hallway leading to a dining room with floor-to-ceiling windows, providing a spectacular view of the pool area and stunning scenery beyond. The chef's kitchen is a dream come true for any culinary enthusiast. It opens to a spacious two-story Great Room with a warm and inviting fireplace and floor-to-ceiling windows that frame the stunning views. If you need a peaceful retreat, a cozy loft library is just a staircase away. Behind the Great Room, there is also an intimate home office space with a built-in closet, bookshelves, and bar, and can be used as an additional guest bedroom. The first floor features three luxurious guest bedrooms, each with access to full baths and a gym with sauna and pool access, offering the ultimate relaxation experience. The upper level boasts a magnificent master suite with a double-sided fireplace, an oversized bathroom, and a private terrace. There is easy access to a grand roof deck overlooking the shimmering pool, inviting hot tub, and outdoor kitchen. Perfect for entertaining! The lower level of this exceptional home is complete with a state-of-the-art movie room, a convenient laundry room, and a half-bath. Situated on 10+ acres of beautifully landscaped property featuring expansive lawns and open country fields, this is the perfect country escape you've been searching for in Columbia County! Don't miss out on this incredible opportunity to experience luxury living at its finest.
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Hillsdale is located in New York. Hillsdale, New York has a population of 1,659. Hillsdale is less family-centric than the surrounding county with 13.6% of the households containing married families with children. The county average for households married with children is 22.64%.
The median household income in Hillsdale, New York is $81,293. The median household income for the surrounding county is $73,065 compared to the national median of $69,021. The median age of people living in Hillsdale is 53.4 years.
The average high temperature in July is 82.4 degrees, with an average low temperature in January of 12.4 degrees. The average rainfall is approximately 46.2 inches per year, with 53.4 inches of snow per year.
