luxury houses for sale Pine Plains, United States

Yonder Hill Farm. Old and new. A charming and immaculate country house in a private and idyllic setting on 42.8 acres at the end of a quiet country road. The original warm and cozy early farmhouse is updated for modern living. The new addition has high ceilings, spacious airy rooms full of sunlight. 8 bedrooms in all with 7 full bathrooms and 3 fireplaces. A large country kitchen. A hilltop swimming pool and pool house with distant views. An early barn at the entrance to the property overlooks a rushing stream winding through the property. Equidistant between Millbrook and Rhinebeck.

Stunning home perched among the trees on a gorgeous piece of land. Sophistication meets charm. Listen to the Roeliff Jansen stream from your wraparound porch on one of the prettiest roads in the Hudson Valley. This elegant custom modern ranch, built by a respected builder, is nestled on three private and peaceful acres. Wide board floors, stone fireplace, interesting and quality details throughout. Three gracious bedrooms and three baths, allow enjoyment for family, guests or work from home. Two hours from NYC and minutes to Red Hook, Bard, Rhinebeck and all the Hudson Valley offers.

A long, wooded drive brings you to a sunlit meadow tucked into the woods. Adirondack chairs surround a fire pit in the front yard, a place to pass the quiet evening hours, and a rolling lawn is dappled in sunlight that filters through the pines. The expertly renovated, contemporary home sits on four acres abutting hundreds of acres of forever wild Audubon Sanctuary land, there’s not a soul in sight or earshot. The front door is steel framed, and inside is painted the perfect shade of white with oak and concrete accents. The first floor is open and expansive, with large picture windows framing views of the peaceful property. A streamlined kitchen in both look and experience is anchored by a large center island, and you’ll find white oak cabinets, an induction cooktop and sleek, bluestone countertops. The living room and dining area sit side-by-side. With vaulted ceilings, the space is flexible and can accommodate an array of layouts and furniture. Upstairs you’ll find a large primary suite with a walk-in closet and a beautifully appointed bathroom, a tub is perfectly situated infront of a large picture window, looking out onto the forest. A lovely, private balcony does the same. Two additional bedrooms complete the second floor and share a full bathroom off of the hallway. The renovation was extensive and includes all new mechanicals, Marvin windows and a Tesla solar roof, among many other upgrades. Ohland Road is elegant in its simplicity, the architect deliberate and the finishes restrained. Soft light trickles in and creates a peaceful palette, a perfect country house. 2hr to NYC, 20m to Metro North.

Country Lodge with hilltop views. Privately situated on 144 acres off a quiet country road midway between Millbrook and Rhinebeck. Brick and glass custom home built to the highest standards with attached walled garden. Approximately 13,000 sq ft of living space. Spacious rooms with high ceilings full of light and sunshine. Features include 6 ( possible 8) bedrooms. 8 full and 3 half bathrooms. The lower level includes wine cellar, gymnasium and a home theatre. There are 5 woodburning fireplaces. 2 staircases and an elevator that services all 4 levels. 20 x 40 indoor swimming pool. Attached 3 car garage. Wooded and open land with pond.

Call it grand, call it groovy, this one-of-a-kind 8,000+ SF estate encompasses a meticulous 1810 Federal manor with whimsical 70s-style wing that's true entertainment nirvana. Infinite space for a compound, guests, work from home or perhaps reconceived as a luxury inn----and all with a breathtaking gentleman's farm attached. 147 acres of rolling lawns, mature trees, ponds, pastures, pool and greenhouse with multiple potential building sites. Did we mention the stunning Catskill views? Imagine kicking off your gatherings by the textured gold fireplace in the spacious sunken living room in the Modern wing before mounting a few steps to the cavernous indoor pool with lounge and then on to the conservatory deck for sunset (or sunrise) cocktails. Nearby is a free-standing staircase (with original Corning glass blocks) up to 1500 SF primary suite with spa bathroom with dual sinks and dual dressing rooms. Back on the ground floor, an open plan multi-colored kitchen with exposed beams, frosted glass counters and sycamore cabinetry spills into a dining area and wetbar. A stunning rear breezeway with exposed beams and wall of windows serves not only as informal dining room but as connector to a comfy media room and the Federal-era part of the home. The finely-appointed Federal wing, a traditional center hall Colonial, is a favorite for guests, with 4 cozy bedrooms, ensuite bathrooms, and charming sitting and dining areas. A beautiful blue stone terrace leads to the pool and poolhouse with wood burning fireplace that can easily be reimagined as an apartment, office or party barn. Nearby is a 5-bay garage for a serious car collection. So much land, so much potential! With multiple parcels and prospective building lots, there's also agricultural options: Currently there are grazing pastures for Black Angus cattle and five acres of a black currant crop. When a meditation workshop beckons, head to the world-renowned Omega Institute in nearby Rhinebeck, also famous for farm-to-table restaurants. Craving culture? Architect Frank Gehry's celebrated Fisher Center at Bard only 15 minutes away. 2-hour drive to Manhattan. Bring your architect to Red Hook Farmstead and custom-design this into your dream house!

Mare's Nest ~ Circa 1890's equestrian property once home to many thoroughbred racehorses. This charming Colonial has been a cherished family home for over 50 years. The estate showcases a combination of period details and recent additions including a primary bedroom wing on the main level and a greenhouse. The main house boasts 4 fireplaces, 4 bedrooms and 5 baths. Fabulous heated in-ground pool and pool house located off the great room. Across the 27 rolling acres of lawns and pastures, the pastoral beauty of the landscape unfolds, offering a pond and a serene escape into nature. Outbuildings add to the charm and functionality of the property, with garages, 6 stalls and a paddock ~ the latter 2 for equine pursuits. A few minutes to the vibrant village of Millerton with great farm to table restaurants, the movie house, and shopping. Easy access to the rail trail for walking and biking. 2 hours to NYC.

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.

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.

Set on 118 Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air conditioning, and beautifully restored original details. The grand entertaining rooms include a 27-foot-long living room with an adjacent sunroom boasting floor to ceiling windows facing south, east, and west, as well as a formal dining room and billiards room both with original 18th century wood paneling. The ground floor also features a windowed kitchen with a separate windowed breakfast room, a home office and a mudroom. The private quarters upstairs are equally impressive. The primary suite, a corner room, offers a private terrace and an en-suite windowed bathroom with two sinks and a large shower. There is a guest suite with two bedrooms and an en-suite bathroom as well as four additional bedrooms that share a hall bathroom. This wing also has a powder room and laundry room. The home has a generator. A unique highlight of the property is the magnificent Camperdown Elm, located on the expansive terrace of the main house. This rare tree, dating back to the 1940s, provides a beautiful, shaded canopy, perfect for relaxing with cocktails and dinner while enjoying stunning sunsets over the valley. For recreation the estate offers a 48' x 17' gunite heated pool with a hot tub and large terrace, and tennis court discreetly concealed by mature plantings. Additional accommodations include a four-car garage with a two-bedroom, two-bathroom guest apartment above, featuring a living room with a 13'9 ceiling, a wood-burning fireplace, central air-conditioning and a terrace overlooking the paddocks. There is also a caretaker's cottage discreetly located at the top of the property, which has three bedrooms. Designed for Polo, Smithfield Farm is ideal for all equestrian or athletic pursuits. The main barn includes 28 stalls, with additional facilities, including two summer barns, jumping and exercise rings, multiple paddocks and turn out areas, and an infinity polo field with unmatched views. Smithfield Farm is a rare offering, an unparalleled combination of historical charm, luxurious amenities, and stunning natural beauty. Co-Exclusive

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 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.

Nestled on 8Ac, Stonewall is a refreshing newly built Classic home rendered w/a modern hand. Approached by a meandering driveway along a preserved meadow & veiled by towering pines, this handsome cedar sided residence is embraced by mahogany decks & curving stone walls. This 2,500sqft 4BR/3.5bath home offers a nod to the Traditional w/exquisite hand-crafted door/window casings, crown/base moldings, wide board white oak floors & bronze hardware. Massive stone steps lead onto a front porch w/sunset & seasonal mountain views & embraced by planting boxes & Wichita Blues. The Chef's Fisher-Paykel Kitchen has custom reeded cabinetry surrounding a Striata backsplash & a quartz island flowing directly into the Dining Room. Both rooms are coffered & open into the vaulted Living Room w/a central fireplace. Three sides of vast windows & 16' glass doors invite the light & serene views. The Eastern deck & long stone wall w/a cozy firepit create an intimate backyard venue. On this floor we have an ensuite BR facing the upper meadow & sunrise, a lovely 2nd BR, a Home Office/Den or 4th BR as well as 2.5 special baths. Oak steps w/a custom railing rise to a tranquil landing w/a cozy window seat & into the aerie-like Primary BR. The marble bath w/a soaking tub & large windows entice. The heated 1700sqft lower-level w/French doors embraced by stone walls offers a variety of uses for country gear, studio, gym, media. This timeless home is infused w/a subtle, enduring traditional style designed to provide a feeling of permanence. Just 2.25 miles from the poised to pop' Red Hook Village, this is the response to your search for classic & new, private yet accessible.

Design and build your dream home with Welcome. This property pairs best with the Monaco Cabin model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Monaco by Welcome is a luxurious spin on the traditional cabin. It features 3 - 4 bedrooms and 3 full bathrooms, as well as an array of luxury amenities for the modern lifestyle. The open-concept kitchen and living area provide easy access to the rear deck, offering an ideal space for entertaining or unwinding. Natural light floods the kitchen and living room areas through floor-to-ceiling windows. Once you've made your design selections and have an accepted offer on both the construction costs and the land, Welcome handles everything else, from permitting through construction and everything in between. (See MLS #243311 for land-only information.)

Design and build your dream home with Welcome. This property pairs best with the Modern Cabin 3 home model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Modern Cabin 3 by Welcome is a luxurious spin on the traditional cabin. It features 3 bedrooms and 2 full bathrooms, as well as an array of luxury amenities to meet the needs of even the most discerning owner. The open-concept kitchen and living area provide easy access to the rear deck, offering an ideal space for entertaining or unwinding. Upstairs, the loft space adds a touch of versatility and provides ample room for creative expression and personal design. Once you've made your design selections and have an accepted offer on both the construction costs and the land, Welcome handles everything else, from permitting through construction and everything in between. (See MLS #243314 for land-only information.)

Design and build your dream home with Welcome. This property pairs best with the Modern Farmhouse 4 Grand home model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Modern Farmhouse 4 Grand by Welcome features the perfect balance between rustic country style, with contemporary and bold, yet sophisticated, finishes. This 4-bedroom, 4-and-a-half bathroom, one-story home, with an expansive loft, invites lots of natural light and boasts an L-shaped layout that enables a sprawling view of the backyard from almost every room. Once you've made your design selections and have an accepted offer on both the construction costs and the land, Welcome handles everything else, from permitting through construction and everything in between. (See MLS #243319 for land-only information.)

Almost paradise!..lure of the good life in Taylor Brook Hollow. A most coveted location with parklike grounds, statuesque hardwoods, a wildflower meadow & a crystal clear brook nourishing an abundance of watercress is a nature lovers setting for this countryside cape. The home has been well maintained, has 4 bedrooms, 2 full baths, (one recently renovated) large formal living room with a fireplace, eat in kitchen, formal dining room and family room with sliders to the rear deck. Full dry basement a plus, lots of sunlight and a lantern lit driveway. If you wish, bring along your designer/architect. There is loads of potential for updates and/or remodel, or, seeing it's turn key just settle in. Covered Bridge is a private road with only 9 residences. Situated in the beautiful Litchfield Hills you'll be in close proximity to the Berkshires MA & Hudson Valley NY and all that is offered in fine dining with farm to table fare, theatre, hike the AT, cycle or walk the rail trail, ski the slopes, play in our many lakes and rivers. Medical facilities, public & private schools, shopping are all nearby. 1-2 hrs to Bradley Int and NYC airports respectively.

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.