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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!

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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 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.

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The Talk of the Town. Work has started on the renovation of this 1890's classic home in the Hillsdale Historic District. It had been a multi-family home, but could be converted back to a single family residence.On the first floor are two (2) bedroom apartments. On the second floor is a three-bedroom apartment. Looks pretty spacious to me. Many original details, but the work is far from complete.Being sold As Is/Where Is. Buyer's Broker responsible for confirming all information.

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This cozy cape is ideally situated only minutes from Catamount Ski Resort, & The Harlem Valley Rail Trail, with access to year-round attractions and ideal proximity to the Berkshires and Hudson Valley. An extremely well kept property that has been lived in full time over the past 20+ years.Enter the home through a large enclosed sunroom off the kitchen & dining room-a great option to add more living space! Additionally, a side porch off the dining room allows for stress-free entertaining with easy access to the kitchen. First floor features include: primary bedroom with en suite access, full bath,& living room with a large bay window.Upstairs, two bedrooms with pitched ceilings share a half bath. Outside this property includes a chicken coop, 1 car garage, and 2 driveway entrances with privacy and ample yard space. Upgrades include a 2019 roof, renovated first floor bathroom, fresh paint all around, & new water softener.5 minutes to Hillsdale shops, 10 minutes to the TSP, 12 minutes to Great Barrington. This home is ready for its next chapter!

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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.

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Now You Can See Around Corners: Discover this extraordinary one-of-a-kind 1,700-sf octagonal contemporary barn home, conceived and built by its visionary owner, architectural designer Angela Patterson, and tucked away on more than four acres of woodlands on one of the most desirable streets in Columbia County. Boasting huge, pivoting picture windows that invite a flood of natural light and beautifully frame the natural surroundings, this one-level architectural gem offers a unique blend of modern elegance and rustic charm and truly re-defines country living. Inside, a soaring ceiling crowned by a cupola, as well as radiant-heat polished concrete floors enhance the airy, open-plan design. There's also an expansive floating propane-fired fireplace, a fully equipped designer kitchen that flows seamlessly into the living spaces, two loft-like bedrooms and two glass-and-stainless steel baths. This home is perfect for modern and sophisticated living and entertaining and is situated to provide ultimate privacy while being minutes from the charming Hillsdale hamlet, Hudson, and the cultural hubs of Egremont and Great Barrington in the Berkshires. A mere 2.5 hours to either NYC or Boston, this residence is an ideal full-time or weekend retreat for those seeking luxury, relaxation, tranquility, and convenience.

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Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the surrounding landscape. The house features 3 bedrooms, 2.5 baths, a light filled great room with wood burning fireplace, maple floors throughout, cedar lined closets and cedar shake siding, metal roof, covered patio entry and an expansive wraparound deck. The detached 2 car garage has potential for a number of other uses. The property is a combination of open and wooded land with a meadow area and a spring fed pond. Wonderful area for outdoor enthusiasts with skiing, hiking and the rail trail close by. Only 8 minutes to Catamount Mountain Resort, 16 minutes to Great Barrington Airport, 30 minutes to Tanglewood and 35 minutes to Hudson Amtrak Station.

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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,

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Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere you look you stop to take in the view, large bath with walk-in closet and laundry. The inner courtyard has a heated pool, sunken jacuzzi, outdoor shower, screened porch with fireplace and beautiful perennial gardens. Hidden off the drive is a guest cottage with open living area, bedroom and full bath.

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A Lake house in the country is perfect for those seeking a simple way of life. You'll feel like you're living in a storybook. Watch your story unfold before your eyes. Leona's Country Cottage is not your average cottage. It was architecturally designed and built to last many years to come. A new rebuild from the foundation up between 2020-2021 With all new requirements for efficiency and new code requirement for electrical and plumbing, you're getting one of the best constructed homes on Copake Lake. It's a perfect blend of modern craftmanship and comfort. Regarding value consideration, Copake Lake Real Estate is rarely available in this private community and has no HOA. New builds are selling from 620k to millions. The construction plans, survey and CO are available upon your request. There is direct access to the lake from the cottage. A newly constructed staircase will bring you to your dock. Deeded Right away & lake rights come with your ownership and a shed for storage. Important details: Septic is a 500 Gallen Poly Septic installed in 2011. Propane is owned, Electric is 200amps. 3 Ductless systems -Provides heat and air. Electric Company is NYSET. Yearly cost 1200. COPAKE LAKE Conservatory is a wealth of information. All appliance included in sale. Hudson NY and Great Barrington Ma. is convenient for shopping and more adventures. Have lunch or dinner at the Greens County club and play 18 holes on the well-manicured golf course. Get out the fishing poles, pack your bags its lake time. Note: Part of the front steps up to the house are owned by neighbor to the left. Survey pin near steps angles to metal post. Right away to lake is for multiple people to use as per deed. The dock, shed and lower-level land is owned by the current owner- The right of way is for 3 neighbors for access only as per deed. Additional Information: Amenities:Stall Shower,

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1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to Catamount. 25 min ride to Hudson NY. 20 min ride to Great Barrington MA.Property is being sold as is.

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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.

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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.

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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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