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. Offered with all the furniture curated specifically for the home.

An early Hudson Valley farmhouse, this c1840 eyebrow colonial sits on two and a half acres with a guest house. There are plenty of period details to fall in love with like wide, old growth pine floorboards and classic farmhouse two-over-two windows. Comfortable, approachable, and built with function in mind like all great northeastern cottages, the rooms are nicely sized and flow easily into one another. The country kitchen is simple, sweet and sunny with classic bead board cupboards and a farmhouse sink, and there’s a mudroom leading outside into the lawn. There is a first floor bedroom & full bath, and on the second level, along with two additional bedrooms you'll find a large, central seating area & another full bath. Across the lawn and past the firepit, French doors lead you into a streamlined, new build guesthouse. There is a spacious living room with a vaulted ceiling & Noguchi pendant. The large bedroom has a new ensuite bath with a beautiful marble shower. There is a 1 car garage attached. Updated, high end mechanicals in both homes. 720 Center Hill Road is very much the quintessential Hudson Valley farmhouse, charming and sweet. 2h to NYC and 20m to Amtrak.

Down a long country drive off picturesque Center Hill Road sits this incredibly private modernist home on over forty acres of rolling pastoral fields and long ranging views. The approach curves through the landscape to expose a jaw dropping view of the Bash Bish gap and Taconic Mountain Range to the East. Serene, quiet and private, the property embodies the agrarian landscape the region is known for and the home was thoughtfully designed to frame the view. It is modern living at its best with soaring ceilings, walls of windows, and exterior decks that bring the outside in. The home has a central living room on the main level with a double-height ceiling & wood burning fireplace connecting to a light filled chef’s kitchen complete with a Wolf range, high end appliances & plenty of storage.The dining room has three walls of glass that allow you to “eat outside” all year round, and a screened-in porch and open air deck off the kitchen/dining area provide the same luxury throughout the warmer months. You’ll find two primary suites, one on the main level with a large bath, a walk-in closet and private outdoor balcony, and the other on the second floor with some of the best views the house has to offer. Two additional bedrooms upstairs share a bath and complete the second floor. The lower level walk out is anchored by a wood-burning fireplace and features radiant concrete floors. You’ll find a central downstairs living room with sliding doors out into the yard, an adjacent fifth bedroom with a full bath, and a home gym with beautiful views of the hills through large windows. A state-of-the-art Geothermal heating & cooling system has been installed. This turnkey modern home offers some of the most beautiful views the Hudson Valley has to offer. It is truly turnkey and just 2h to NYC and central to Hudson, Hillsdale and Millerton.

Perched in the hills just minutes from Hudson sits this beautiful and completely reimagined home with serene views of the surrounding rolling hillsides and pastures. Up a long, private driveway through the property’s six lush green acres, you’ll first see a white gunite pool at the center of a sundrenched field. Continue winding up the drive and you’ll find the main residence, sited at the back of the lot and nestled onto the hillside to maximize the view. The home underwent a major renovation in 2022, and was redesigned for gathering and peaceful enjoyment of the surrounding countryside. The new design focused on open and light filled spaces with large picture windows. The chef’s kitchen features custom cabinetry painted the perfect shade of blue, quartz countertops & an Italian range. A big island sits at the center offering room to sit and congregate, as well as ample storage and workspace. The dining room has a large window framing a view of the rolling hills that must be seen in person to be truly appreciated; the living room is anchored by a stone-lined wood-burning fireplace. Two large sets of sliding doors allow the outside in and open to the wraparound deck, another place to take in the scenery and entertain friends and family. The first floor includes a half bath and laundry room neatly tucked off to the side, as well as a guest bedroom & full bath.Upstairs you’ll find two elegant primary bedrooms to choose from. Both are large and ensuite with walk-in closets, one has a terrace for a perfectly quiet cup of morning coffee with a bird’s eye view of the property and the picturesque hills beyond. Lockwood Road offers a scenic, rural lifestyle just outside the village of Hillsdale and in close proximity to Hudson and Great Barrington. Just 2h to NYC but a world away.

Beaver Mountain Farms. Picturesque c1900's farmhouse with multi-barn complex on 41+ acres with pond. Breathtaking vistas and pastoral farmland surround this extraordinary and well-maintained property. A lovely 3 bedroom/2 bath farmhouse is situated at the entrance of the property. Beautiful sun-filled eat-in kitchen overlooks pool surrounded by wildflower and perennial gardens. Living room with fireplace provides cozy seating. Generous-sized dining room with access to terrace on one side and enclosed porch on the other. Upstairs, primary bedroom en-suite and 2 bedrooms with full bath and laundry complete the second level. Wide hardwood floors throughout. The Northwest corner of the property boasts 2 large and newer Amish-built barns of exceptional quality with steel roofs. The first barn is approximately 180x80x20 (open span construction). Possible uses: Olympic-style horse arena. The second barn is a hay barn and roughly 160x50 with other potential uses. Near the farmhouse is an extraordinary 120x50' cow barn with gambrel roof and hay loft. Milkhouse has been converted to office with heat, electricity and bathroom. 40x25 Pole Barn with adjacent Pottery Shed located next to the cow barn. Enjoy the beauty of Columbia County from this exquisite setting. Close to Catamount Mountain Resort, Butternut Ski area, Appalachian Trail and Bash Bish Falls. Farm to table dining in Hudson and Rhinebeck.

Mount Washington serves as the magnificent backdrop to the serene garden paradise that is The Mountain View Farmhouse. Set on a quiet dead end road in the hamlet of Copake Falls this double lot property has been sweetly manicured and set up for your calm enjoyment of the beautiful views. Time stops once you enter the grounds of this precious farmhouse expertly renovated to bring all the modern conveniences to a charming and character filled home. Upon entering the front door you and your guests will be greeted by the warmth only exposed beams and original wide plank wood flooring can evoke. The first floor has an open layout often desired but rarely achieved in homes of this era. The living room effortlessly flows into the dining room and beautiful kitchen that puts the Mt Washington views on display as you prepare your flowers and vegetables from your very own garden. A guest bathroom and side entrance complete the first floor. Upstairs 3 perfectly sized bedrooms (One used as an office currently) and a full bathroom offer comfortable stays for you and your guests. A large portion of the property is fenced in and filled with beautiful plantings, trees and enough tulips to keep every room of your home and your friends home filled all spring. Another area of the yard contains an expert's raised bed garden to grow your own fresh herbs and vegetables all summer long. Set in a peaceful and quaint neighborhood you are just moments away from a hike to Bash Bish Falls, a day on Copake Lake and skiing down the slopes of Catamount in the winters. Hudson, NY and Great Barrington, MA are both a 15-20 minutes drive away where you'll find the best shopping, restaurants & social events the Hudson Valley has to offer.

Nestled on a sprawling 10-acre lot, this property offers endless possibilities. Imagine the luxury of having ample space for a pool, gardens, and more. The expansive grounds ensure privacy and plenty of room for outdoor activities. Step inside to find a cozy living space featuring a warm wood fireplace, perfect for those chilly evenings. The home also boasts a convenient two-car garage and a beautiful long driveway, adding to its appeal. This charming three-bedroom residence is perfectly situated just 5 minutes from the picturesque Lake Taghkanic State Park and a mere 20 minutes from the vibrant town of Hudson. Don't miss the opportunity to own this idyllic retreat with all the potential to create your perfect oasis.

Welcome to Two Arrows. Experience the epitome of elegance and luxury in this magnificent chateau-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 classic French-inspired architecture. The meticulously designed exterior features timeless stone facades, intricate masonry, evoking the romantic allure of European chateaux. Inside, the estate boasts expansive living spaces adorned with high 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 family gatherings. The kitchen is a chef’s dream, equipped with top-of-the-line appliances, custom cabinetry, and a spacious island. Retreat to the luxurious master suite, complete with a spa-like bathroom and private balcony overlooking the lush grounds. Set on acres of manicured grounds, this estate offers unparalleled privacy and tranquility. Enjoy outdoor living at its finest with a beautifully landscaped garden. 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). 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 Topiary Hydrangeas. Observe as the honey bees work diligently in the wildflower meadows and the hummingbirds drink from the trumpet vine. With Autumn come the apples. Situated just two hours from NYC, this chateau-style 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 the cultural and recreational offerings.

This charming mountain house is the perfect retreat for nature, lovers and outdoor enthusiasts. With easy access to hiking trails skiing, fishing you can enjoy all that Berkshire Mountain Washington Life has to offer right from your doorstep. Inside the open concept, living area is perfect for entertaining guests or simply relaxing by the stone fireplace. The large bay windows let in plenty of natural light and offer stunning views of the surrounding mountains. The kitchen is fully equipped and there is plenty of counter space for preparing meals. There is a first floor primary with an en suite bath and a wraparound deck. The additional two bedrooms upstairs are perfect for guests or home office.The peaceful surroundings and Mountain View make this an ideal setting for a weekend getaway. Don't miss your chance to own this unique mountain home or start living the ultimate lifestyle today 2.5 hours from New York City 30 minutes from all Berkshire attractions. Minutes from Guilder Pond. Can you smell the Mountain Laurel?

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.

This historic 1780's Dutch Colonial home sounds like a dream! From the charming details to the lush surroundings, it's truly a unique find. The Koi pond with its waterfall and the stone patio with a gorgeous archway must create a magical atmosphere. And being walking distance to local amenities while still having the tranquility of a rural setting is a rare combination. The interior is just as enchanting, with the family room exuding brightness and warmth, perfect for both indoor and outdoor gatherings. The stone flooring with radiant heat sounds luxurious, and the pellet stove adds a cozy touch. It's wonderful how the space seamlessly flows into the kitchen, making entertaining a breeze. The dining room sounds like the heart of the home, with its beamed ceiling and wide-plank floors creating an authentic antique ambiance. And who wouldn't want to gather by the fireplace for celebrations? Upstairs, the bedrooms maintain the home's charm with wide plank flooring and built-ins for storage. The front hallway's versatility for crafting, office space, or a reading nook adds to the home's appeal. The barn ensemble offering additional space is a fantastic bonus, especially with its pre-existing business potential. Overall, this home seems like a treasure waiting to be discovered by its next owner. It's clear the current owners have cherished it, and it's exciting to think about the memories and adventures awaiting the new inhabitants.

Step into the past with the timeless elegance of this 1840's Greek Revival home, complete with wide plank floors and classic column-fronted porticos outside the front door. This 2-story home boasts 3 bdrms and 2 baths, providing plenty of accommodation space. The updated kitchen features stainless appliances, center island, and custom cabinetry.There's no shortage of entertainment space among the double parlors each feature a decorative fireplace, adding a touch of sophistication to your gatherings. Additionally, the spacious 3-season room offers picturesque views of the private yard. Includes a large 2-story barn with multiple garage bays, and access to private twin lakes. Bordering the historic towns of Hudson, Churchtown, and Germantown, each offering unique attractions and amenities.

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 Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING Mountain 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 expansive 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. Den/study off of primary bedroom. Another great entertaining space is found downstairs including a large area perfect for games, exercise or media room with kitchenette. Also downstairs is a large second bedroom and updated bathroom. 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.

Discover the enchantment of lakeside living on Twin Lakes with this newly renovated two-bedroom, one-bath Cape. Set high on the shore, soak in panoramic views of the spring-fed waters from your private oasis. Take a refreshing dip or soak up the sun on your private dock, perfect for swimming or lounging. Cozy up by the fireplace on cool evenings or enjoy the gentle breeze on the screened-in porch while sipping your favorite beverage. With new appliances and central air conditioning, modern comfort is at your fingertips. Plus, the two-car garage offers versatility, easily convertible into a studio space. Don't miss this opportunity to embrace the ultimate blend of comfort and natural beauty. Minutes to the Taconic State Parkway, Bard College, Hudson and Rhinebeck is a short distance away. Be sure to keep an eye for the visiting bald eagle!