luxury houses for sale Hillsdale, United States

Towards the end of Sky Top Road and tucked away at the end of a long driveway sits The Nine-Square House. A modernist masterpiece, the home is perched amidst dramatic natural topography with magnificent views of the Taconic Hills. The Nine-Square House was born of a several-year-long collaboration between a multi-disciplinary artist/designer and an esteemed architect. The result is an immensely livable and sustainable 3,900 square-foot home that carefully balances the relationship between its well thought out interiors and the surrounding wooded landscapes and impressive open views of multiple mountain ranges. Every feature of the home was conceived to be both functional and pleasing to the eye; after all, the team behind the house spent more than two years planning a design that addressed every conceivable ergonomic and environmental question. The nine-square philosophy of living is very much felt in the distribution of spaces - on the main floor, the double living room, dining area, and kitchen all flow into each other and are anchored by a marble fireplace and three large glass doors opening to the exterior terrace with a breathtaking view. The kitchen features Danish-designed Reform cabinetry, Bardiglio marble, and Fisher Paykel appliances. An office, a washroom, a dry bar, and a generously proportioned laundry room complete the main level. The central architectural piece of the home is the solid white oak staircase leading up to the second floor. The four bedrooms upstairs, though spacious, are much more private and intimate, each with large windows on two sides, communing with the serene and quiet landscape outside. The two sizable bathrooms have dedicated shower rooms and freestanding soaking tubs with panoramic views. The expansive landing of this level has a reading room at one end and a sitting area at the other. Distinguishing features of the Nine-Square House include high energy efficiency due to insulation exceeding all current standards, multi-zone central AC, radiant heated floors, solid 200 lb interior doors, satin nickel Kohler fixtures, cast iron sinks, and solid forged and machined brass and satin nickel door hardware. An expansive floor plan and extensive technical solutions are met with human-scale rooms, creating an abundantly peaceful and welcoming environment. The land around the house, perfect as it is, has been touched as little as possible. There are wooded and open areas, with meandering walking paths trailing through the property. The minimal clearing around the house has been planted with native plants, allowing ferns and forest growth to come back up to the building over time. The Nine-Square House is just 20 minutes from Hudson, Great Barrington, and Millerton and two hours from New York City.

Nestled in the heart of the Hudson Valley, this unparalleled 133 acre compound in Copake, NY is a masterpiece of luxury and sophistication. The sprawling private grounds are a haven of natural beauty, with serene water frontage on 46 acre Chrysler Pond, lush woodlands for outdoor adventures and farm facilities. Each corner of the property offers breathtaking mountain views and a sense of tranquility. The masterfully handcrafted 6-bedroom lodge, constructed with timber from British Columbia, offers over 8000 SF for year round entertainment. The residence exudes elegance with a chef's kitchen, gracious dining room and exquisite living room, complete with commanding fireplace crafted from local stone and vaulted beamed ceilings that seamlessly blends rustic charm with modern comfort. Additional features include breakfast nook, sunroom, outdoor kitchen and spa jacuzzi overlooking the Berkshire Hills. The meticulously designed one-bedroom pool house, salt water pool, USTA-grade tennis court, bocce court, shooting range and European spa with steam and sauna create a sanctuary for relaxation and recreation. The additional buildings are a testament to the estate's grandeur, featuring a three level 10,000 SF Barn with multiple floors for entertaining, showcasing prized vehicles and extensive storage. The second floor modern multi-purpose loft is suited for grand parties and guest accommodations. An additional large barn and various outbuildings cater to a range of uses. Additional acreage is available. Located within easy reach of Berkshire County and Hudson Valley's many attractions, this property is more than just a home - its a lifestyle.

Welcome to Post Hill, a captivating retreat in the heart of the Hudson Valley where history and modern luxury dovetail seamlessly. This 11-acre estate, just 15 minutes from Hudson and two hours from Manhattan, offers a rare chance to own a piece of architectural heritage lovingly maintained by three dedicated owners. The story of this exceptional property began in the 1980s when an 1880s barn was discovered in Pennsylvania. Recognizing the beauty and craftsmanship of the structure, its original stewards meticulously disassembled, transported, and reassembled the barn upon a bucolic parcel in southern Columbia County, NY. It was then expanded with additional bedrooms and modern amenities, and enhanced with reclaimed architectural elements dating back to the 1700s, including windows and wooden paneling from a 1780s English manor, two Adam-style fireplaces, and antique Delft tiles from 1760. Over 5000 reclaimed bricks from a 19th-century factory in Hudson pave the first floor, providing a cool environment in summer and warmth in winter. The current owners equipped the home with smart home technology and installed solar panels that dramatically reduce heating and cooling costs. The central living room boasts 40-foot high ceilings, a wood-burning fireplace, and a second-story library. The primary suite features a vaulted ceiling with hand-hewn beams, a seating area, and an en-suite bath with a bespoke copper soaking tub and walk-in shower. The downstairs bedroom showcases 18th-century English manor details, while a silo has been transformed into an elegant entrance with a spiral stair leading to a second-floor office and ensuite bedroom. The well-appointed brick kitchen, equipped with Bosch appliances, adjoins the spacious dining and living areas, making it ideal for entertaining. Manicured gardens with specimen plantings surround the home, providing a tranquil setting for outdoor activities. Spend chilly evenings around the fire pit, enjoy cocktails on the stone patio, or serve a summer meal in the outdoor screened-in dining room. Explore the grounds, including remnants of an 18th-century post house, or relax by the serene pond⁠ that hugs the forest's edge⁠. Post Hill is a testament to the dedication of its owners, each contributing to its rich history. Experience the perfect blend of past and present in this remarkable property, where every detail tells a story. Begin your own chapter at Post Hill.

Nestled in the serene beauty of Ancram's rolling landscapes, this stunning modern retreat offers a perfect blend of luxury and tranquility. A nearly new construction, 2020, this single-family residence is a delightful haven for first-time homebuyers, weekenders, or anyone seeking a peaceful country setting. Upon entering, you're greeted by an open and airy atmosphere, complemented by soaring cathedral ceilings that enhance the feeling of spaciousness. Enjoy quiet restful nights sleep in either of your two generously sized bedrooms. The heart of this home is undoubtedly its high-end kitchen, featuring state-of-the-art appliances and exquisite finishes, making it a joy for both the culinary enthusiast and casual cook alike. The adjacent living area is warmed by a huge stone fireplace, creating an inviting space for cozy gatherings or tranquil evenings. Beautiful ceramic tile floors adorn the entire first floor. Beauty meets function with the elegant bathroom renovations, boasting a soaking tub in the main bathroom, modern fixtures and pristine ceramic tile floors, while beautiful hardwood floors in the upstairs living spaces add a touch of timeless charm. Large windows frame enchanting views of the surrounding nature, inviting the outdoors in. Outside, the bluestone patio extends your living space into the fresh countryside air, perfect for your morning coffee in the sun, entertaining your guests or simply enjoying your amazing yard and woods. A detached oversized 1-car garage provides additional space, ideal for a studio or workshop. Added comforts include a state-of-the-art heating system and a sense of privacy that's increasingly hard to find. This property is a rare gem, offering the perfect blend of sophistication, comfort, and nature - a dreamy escape for those looking to downsize, make their first purchase, or secure a part-time sanctuary. Welcome to your idyllic home, where every day feels like a peaceful getaway.

True Blue View. There's always a view, right? Well, for this one, the answer is a resounding yes. This delightful 3-bedroom, 2.5-bath, 2,456-sf colonial-style home with Catskill Mountain views from virtually every room is sited on 13.9 picturesque acres. Offering timeless charm paired with modern comforts, the interior boasts a primary bedroom with an en suite bathroom and a walk-in closet; an open-plan, eat-in kitchen outfitted with granite countertops; a generously sized laundry room; and spacious, sun-filled rooms throughout, perfect for both relaxing and entertaining. A screened back porch, a separate deck beyond, and an expansive rocking-chair porch in front are a nature-lover's paradise. Then there's the wood-burning fireplace, two-car attached garage with a bonus room above it, whole-house, propane-fired back-up generator, and walk-out basement for every storage need. Completing the picture is mature landscaping, with a professional irrigation system in place, that enhances the home's natural beauty and provides privacy and tranquility. Just minutes from trendy Hudson, you'll enjoy a perfect balance of serene country living and vibrant city amenities. Minutes from the Taconic State Parkway, 2 hours from NYC and 2.5 hours from Boston. Whether you're savoring sunsets over the Catskills or exploring Hudson's eclectic shops and restaurants, this home offers the best of both worlds. Seize this unique opportunity before it's gone!

Welcome to this captivating Taghkanic home, thoughtfully constructed in 2022 with meticulous attention to detail. This residence is designed for comfortable, contemporary living. The expansive and light-filled ground floor seamlessly connects the living, dining, family rooms, and kitchen, creating an open and airy ambiance. At the heart of the home is the Chef's kitchen, featuring a spacious island perfect for engaging with the cook during meal prep. The kitchen boasts a stunning glass tile backsplash, state-of-the-art appliances, and abundant storage, making it as functional as it is beautiful. The adjoining dining area is generous enough for holiday meals and Sunday breakfasts, with glass sliders opening to a large deck that offers a deep view of the surrounding acres. The family room, located opposite the kitchen, features a modern electric fireplace and is an ideal space for movie nights or watching playoff games. A hallway leads to the laundry room and back door, providing ample space for coats and boots. The ground floor primary suite includes a walk-in closet and a luxurious bathroom with a large vanity, soaking tub, and an oversized, glass-tiled step-in shower. Two additional bedrooms, each with closets and room for desks and computer setups, along with another full bath, complete the ground floor. Upstairs, two spacious rooms span the length of the house. These versatile spaces are perfect for a family room, gym, or large guest area. One room is currently dedicated to crafting and art projects but could easily be converted into an office or studio space. The dry basement features polished concrete floors and French doors that open to the outdoors, providing excellent storage for lawn furniture, tools, and outdoor sports equipment. Additional storage is available in the detached metal garage building. Situated on a mostly open 5-acre parcel with a wooded perimeter, this home offers a harmonious blend of style and practicality, ensuring it meets all your needs for modern living.

Welcome to Two Arrows. Experience the epitome of elegance and luxury in this magnificent Williamsbug, Virginia-style estate, nestled in the picturesque hills of Ancram, NY. This stunning property seamlessly blends historic charm with modern conveniences, offering a serene retreat just a short drive from the hustle and bustle of city life. Step into a world of grandeur with this estate's classically inspired architecture. The meticulously designed exterior features including timeless stone facades and intricate masonry, evoke romantic allure. Inside, the estate boasts comfortable living spaces adorned with coffered ceilings , grand fireplaces, and exquisite finishes that reflect impeccable craftsmanship. The interior of this estate is designed to impress and comfort. Perfect for entertaining guests or enjoying intimate family gatherings. The eat-in kitchen is a chef's dream, equipped with top-of-the-line appliances and custom cabinetry. Retreat to the luxurious master suites, complete with ensuite bathrooms . Set on acres of manicured grounds, this estate offers unparalleled privacy and tranquility. Enjoy outdoor living at its finest with beautifully landscaped gardens. The property also features a charming guest house, perfect for accommodating visitors or providing additional living space. Each area of the estate is designed to be enjoyed throughout the seasons. Early spring mornings greet you with daffodils, crocus and grape hyacinth. As spring continues, you enjoy the lilacs and all the different fruit blossoms (apple, peach, pear, red splendor crabapple). The carefully trained wisteria erupts in bloom at the main house and garden house as the warm weather arrives. Enjoy the beauty of the formal parterre garden with its pink diamond topiary hydrangeas. Observe as the honey bees work diligently in the wildflower meadows and the hummingbirds drink from the trumpet vine. Late Summer and Autumn bring the bountiful harvest of peaches, apples and pears. Situated just two hours from NYC, this estate offers the best of both worlds: peaceful country living with convenient access to nearby amenities. Explore the scenic beauty of the Hudson Valley, enjoy local wineries and fine dining, or take a short drive to experience the cultural and recreational offerings.

This historic gem showcases a Saltbox-style design with a distinctive steep-pitched roof, beamed ceilings, and hardwood flooring throughout. The entry level welcomes you with a country eat-in kitchen, a spacious living area, and a sunlit three-season room, perfect for savoring your morning coffee or afternoon reading. This home offers plenty of accommodation space with two first-floor bedrooms and full bath. An additional second-level bedroom with a den/office area provides flexibility for your needs. Descend the spiral staircase to the lower level great room complete with built-in bar, half bath and walkout access to the private wooded backyard with a campfire setup make it perfect for year-round enjoyment. Experience the ease of living with nearby conveniences and amenities.

A long driveway leads to this imposing Greek Revival style house set high on a hill on 200 + acres of prime land overlooking Hudson Valley’s farm country. Open fields and woodland with1600’ of frontage on the Roeliff Jansen Kill. The house has 9000 sq ft with 12’ ceilings throughout, large areas for entertaining, surrounding balconies for summer living and a 5000 bottle wine cave. The kitchen features a wood fired oven and the bathrooms are Carrera marble. Interior walls are plaster. All fittings and materials are of the highest quality. 9 bedrooms ensuite each with a view of the surrounding countryside. Just 2 hours north of New York City.

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.

Newly renovated family compound offers an abundance of living spaces across 2 distinct houses. The main house impresses with 6 ensuite bedrooms, a grand living room with a fireplace and an ambiance steeped in 1800s charm. The revamped kitchen and large dining room provide a perfect setting for cooking and gathering. Beautiful wide plank, vintage wood floors throughout main and cottage houses. The main house has a first floor primary and office area. Upstairs there are 5 more ensuite bedrooms and an additional sitting area. Connected by a stone courtyard with trellis, the separate cottage has a mudroom entry with half bath and laundry. Step into a sweet kitchen with stylish breakfast nook. The back of the cottage has a sizable area for lounging and dining. Upstairs are two bedrooms and one shared bath. Set on 0.4 of an acre, there is a flat, side yard for kicking around the soccer ball. The outdoor space features a hot tub, sauna, solo stove, as well as a spacious stone patio for year round outdoor enjoyment. This turn key home has a successful rental history, low taxes, and is close proximity to skiing and downtown Great Barrington.

Enjoy every season in this 4 bedroom 3.5 bath Victorian farmhouse with wrap-around porch. Updated in 2017 this home is conveniently located 3 miles from Great Barringtons Main Street and a short walk to the Berkshire Waldorf School and the Green River. The eat-in country ''chef's'' kitchen features an English AGA cooker, Subzero fridge, soapstone countertops and cherry cabinets. Views from the kitchen take in the treed backyard and bucolic views. Main level includes a living room with Jotul gas stove, den , powder room. There are 3 bedrooms on the second level 2 baths with claw foot tubs.

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston.

Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one's attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo with fire-pit. This is unquestionably the perfect entertainment perch which captures the beautiful long views of the valley and hillsides. Fabulous open floor plan inside, with vaulted ceilings in living room with stone fireplace, large dining area, and light and bright gourmet eat-in kitchen with high-end appliances. Primary bedroom also has vaulted ceilings, stone fireplace, and large walk-in closet leading to primary bath. Study off of Primary Bedroom. Second bedroom on main level has been recently reconfigured. Another great entertaining space is located downstairs including a large area perfect for games, exercise or media room with kitchenette. A THIRD bedroom was recently created near a recently renovated full bath. 3 car heated garage with massive storage space upstairs. 45KW generator. For the horse enthusiast, the property also includes a hay barn, paddock, 4 stall horse barn & tack room, equipment sheds and arena. Great riding trails abound. This exceptional property is move-in ready and utterly magical.

Rare opportunity to own an enchanting horse farm in the heart of Columbia County. A historic Hudson Valley 1840s center hall Colonial farmhouse sits on over 20 stunning acres of rolling fields, fenced paddocks with water troughs and run-in sheds, a horse barn with a large hay loft and 8 stalls + an additional 3-stall pony shed that could be used as a chicken coop, garden beds, mature trees, a supplementary living space above the garage with a full bathroom, and a charming wooden bridge over a clean spring-fed creek where wild watercress grows. Prime farmland with 3 fields on the property currently leased to neighboring Hawthorne Valley Farm. Step from the L-shaped porch into the bright house filled with character, featuring exposed wood beams, vaulted ceilings, original moldings and wood floors, 2 wood-burning fireplaces, 6 bedrooms including a spacious, first-floor primary bedroom with an en suite bath and a private entrance, 4.5 bathrooms, wet bar, 10' ceilings, plaster walls, window seats, flagstone patio, mudroom. Recent improvements include a brand-new generator, fresh paint, new laundry with a new LG clothes dryer, and recessed LED lighting. This equestrian property is in an idyllic countryside setting and mere minutes from everything one might need in terms of culture, social life, sports and schools for children. N earby Hudson and Rhinebeck offer fine shopping and dining. There's certainly no lack of things to do and places to eat! Take your pick of farm-to-table restaurants, farm stores, farmer's markets, bookstores, bars, cideries, distilleries, hikes, art galleries, antique stores, and more.

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and nature—a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

Immerse yourself in the epitome of elegance and seclusion in this immaculate estate, nestled on over 17 acres of untouched splendor. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond and meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms. Spanning four bedrooms and 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork and harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance. The second floor primary suite is a world of its own, with a fireplace that beckons relaxation, an elegant dressing area, and a spacious bath. A luminous breezeway leads to a secluded first floor guest enclave, complete with a snug sitting room, an elevated sleeping loft and an independent entrance for comfort and privacy. A short drive to the best of Columbia and Berkshire Counties. A must see!