luxury houses with terrace for sale Woodstock, United States

Set on more than nine private acres just minutes from the heart of Woodstock, this elegant sprawling ranch is a rare offering where the views take center stage. Thoughtfully designed in the spirit of 1960s contemporary architecture, the home was created to celebrate its extraordinary natural setting, with sweeping vistas enjoyed from nearly every room. A substantial spring-fed pond, serene pine forest, and dramatic 180-degree Catskill Mountains views create a setting that is both tranquil and unforgettable.The open floor plan enhances the home's effortless flow and inviting, inclusive style of living. A dramatic screened porch with cathedral ceilings, along with an expansive wood deck, offers exceptional spaces for outdoor dining, entertaining, or simply taking in the surrounding beauty. Inside, a bluestone fireplace anchors the living room, while a curved glass wall, dining area, eat-in kitchen with skylight, and breakfast bar all contribute to the home's warmth, comfort, and easy livability.The spacious primary en suite includes an adjoining room with generous closets -- an ideal space for a home office, fitness area, reading retreat, or nursery. Two additional well-proportioned bedrooms provide ample accommodations for guests or family. Both retro-inspired bathrooms are spacious and full of character, offering an opportunity for tasteful updating.The lower level presents an expansive unfinished area ready to be transformed to suit your vision, whether for additional living space, a studio, recreation room, or workshop.Peaceful, private, and exceptionally close to town, this special property combines natural beauty, architectural character, and endless potential. Recent improvements include a new roof and hot water heater. A true Hudson Valley retreat, this is the kind of property that captures the heart and offers a lasting sense of calm.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Guardian House is a private mountain retreat set into the wooded hills of Bearsville, designed by renowned Woodstock architect Barry Price and rebuilt in 2011 to live in harmony with its surroundings. Thoughtful, restrained, and deeply connected to the landscape, the home feels both grounded and elevated, a place meant for retreat, reflection, and gathering. Wrapped in forest and framed by long mountain views, the house unfolds across multiple levels, with light pouring in through expansive windows and doors that blur the line between indoors and out. Natural materials anchor the interiors, creating a sense of warmth and calm that feels equally suited to winter weekends by the fire or long summer days flowing onto the decks and screened porch. The main living spaces are open, intuitive, and deeply connected to the landscape, designed for both quiet mornings and effortless entertaining. Step outside and nearly every room opens to nature, with generous outdoor living spaces that invite coffee at sunrise, evening dinners under the trees, and long conversations that stretch late into the night. The grounds feel like a personal sanctuary. A serene pond sits just beyond the home, while the pool and pool house create a true resort-like experience tucked discreetly into the property. Whether hosting friends, spending time with family, or enjoying complete solitude, the setting offers rare privacy and a constant connection to the land. A separate guest house adds flexibility and independence, ideal for extended stays, visiting guests, or a private workspace removed from the main residence. Every element of the property has been considered with intention, balancing design, comfort, and livability without excess. Just minutes from Woodstock yet entirely its own world, Guardian House is a place to slow down, reset, and live fully within the landscape. A rare Catskills offering that prioritizes lifestyle, privacy, and a deep sense of place.

Modern Victorian estate with pool, yoga studio, cottage and mountain access. Escape to the heart of the Catskills with this extraordinary modern Victorian estate, where timeless architectural charm meets contemporary comfort. Nestled on just under 20 acres of meadows and forest, this spacious 7-bedroom, 5.5-bath residence offers the ultimate mountain lifestyle; ideal as a full-time residence, weekend getaway, multi-generational compound, or income-producing vacation rental. Designed with comfort and connection in mind, the home boasts an expansive chef's kitchen with ample seating and additional counter space for casual gatherings. Light-filled living and dining areas offer an inviting atmosphere for entertaining or everyday living, while oversized windows capture panoramic views of the surrounding landscape. Multiple ensuite bedrooms, a spacious main-level powder room, and thoughtfully appointed shared baths provide privacy and convenience for guests. The primary suite includes a spa-like bath with a soaking tub and shower, a cozy lounge area, and a private balcony for quiet retreat. An additional guest or owner's suite complete with its own kitchen, bedroom, and bathroom offers flexibility for multigenerational living or rental potential. Step outside and discover your own private retreat. A 20x50 in-ground swimming pool invites summer lounging and entertaining, while a dedicated yoga studio, basketball court, hiking trails, and fire pit offer year-round recreation and relaxation. Expansive lawns, gardens and multiple outdoor dining areas make the property perfect for hosting gatherings or enjoying peaceful evenings under the stars. With fresh spring water and crisp mountain air, every detail is designed for restorative living. Perfectly positioned just 2.5 hours from New York City, the property offers effortless access to the best of the Catskills. Enjoy skiing and year-round outdoor adventure with Hunter Mountain just 10 minutes away and Belleayre Mountain only 20 minutes from your door. Explore local swimming holes, fish in the Esopus Creek, and discover the vibrant communities of Phoenicia, Woodstock, and Tannersville; each offering an array of shops, art galleries, dining, and cultural experiences. Whether you're envisioning a private sanctuary, a wellness-focused retreat, or a high-demand short-term rental, this one-of-a-kind Catskills estate offers the perfect balance of nature, comfort, and convenience; all in a setting that feels worlds away yet remarkably close to everything. Furnishings are available for purchase, offering a true turn-key opportunity.

In the 1920s, this land held a bluestone barn that served as a gathering place for the local quarry community. A century later, Hallihans Hill still brings people together. Tucked away on a quiet country road in the town of Kingston, this 3 bedroom, 2 bath home sits conveniently between Woodstock and Uptown Kingston, with quick access to I-87 and just 15 minutes to the Rhinebeck/Rhinecliff train station for those days you need to hop on a train. Recently renovated with a brand new kitchen, updated bathrooms, and new flooring throughout, this home is move in ready. The space flows effortlessly for entertaining. The kitchen opens to the living room, where a woodstove and radiant floor heating add the right amount of coziness in the colder months. Step through to the screened porch, pure perfection after a long day exploring one of many swimming holes nearby, then out to the deck for evening gatherings under the sky. Upstairs, the primary bedroom is a lofted haven with an ensuite bath. Downstairs, a guest room with a balcony offers fresh air mornings, while a smaller third room works well as an office or a quiet spot for a daybed. The 1.3 acres are manageable enough for weekend use, with room to create your own wellness escape, maybe a sauna, a hot tub, or both. Hallihans Hill is the year round getaway you didn't know you were looking for.

The Beach Hut takes full advantage of the breathtaking sea views afforded by its elevated beachfront location, the split-level villa offers 6,500 sq. ft. of breezy living space, including six en suite bedrooms. Three of the bedrooms have walk-in closets and all bathrooms are beautifully finished with marble floors and tiling. The house is fully air-conditioned. A private stairway leads from the pool deck to an unspoiled beach below, where the irresistible waters of the Caribbean Sea gently lap the shoreline; The nearby coral reef provides excellent snorkeling. The property is fully enclosed and surrounded by lush tropical plants to ensure privacy; electric gates and a double-car garage with electric doors provide further security. The Beach Hut’s location provides easy access to excellent shopping and other amenities. The Sandy Lane and Royal Westmoreland golf courses, as well as some of the Island’s finest restaurants, are within a 15 minute drive.

Perched above the Rondout Waterfront in Kingston, The Coykendall House presents a rare study in late 19th-century architecture, where form, craftsmanship, and light converge in a way that feels both timeless and remarkably current. Defined by its rose hued brick façade, commanding turret, and layered rooflines, this Queen Anne Victorian is an exercise in proportion and detail. The wrap around porch softens the structure's geometry, while original stained-glass transoms introduce color and movement even before entering the home. Inside, the architecture unfolds with intention. Circulation is fluid yet deliberate, anchored by a sweeping staircase that acts as both structural spine and sculptural element. Light filters through curved glass and stained panels, shifting throughout the day and animating surfaces of ash flooring, oak paneling, and hand finished plaster walls. Rooms are defined not just by function, but by experience. The parlor's curved window wall softens the geometry of the space, creating an organic flow rarely seen in homes of this era. Opposite, the dining room spans the full width of the structure, its fireplace framed in handmade butterscotch tiles, an interplay of texture, warmth, and craftsmanship. Material integrity remains uncompromised. Original 9 foot oak pocket doors glide effortlessly, dividing and connecting spaces as needed. Tin ceilings, carved millwork, and preserved finishes speak to a level of construction that prioritized longevity as much as beauty. Upstairs, the architecture continues to reveal itself through variation in ceiling height, light, and spatial rhythm. The primary suite occupies a full span of the home, where scale meets restraint. The adjoining dressing area, with its original double sinks, transitions seamlessly into a modernized bath designed for comfort without disrupting the home's architectural language. Within the tower, a circular bedroom offers a unique spatial experience, walls curving gently with the structure, windows positioned to capture light from multiple exposures. Throughout the uppermost level, delightfully finished spaces are shaped by the original rooflines: intimate, atmospheric, and deeply connected to the geometry of the house itself. Beyond aesthetics, the home has been thoughtfully adapted for contemporary living. Updated mechanical systems, a whole house generator, and a recently installed roof ensure performance and reliability, all while preserving the integrity of the original structure. Set on a rare double lot, the exterior extends the architectural narrative. Mature plantings frame views and create privacy, while a winding path leads to a gazebo positioned to take in distant Catskill vistas. A historically sympathetic garage mirrors the language of the main house, reinforcing a cohesive architectural dialogue across the property. Moments from Kingston's Waterfront District where you'll find fine dining, marinas, and cultural offerings, the location balances access with elevation, close to everything, yet distinctly set apart. With only a handful of stewards over its lifetime, The Coykendall House remains an exceptional example of architecture that has not only endured, but evolved with intention. This is not simply a historic home. It is a living architectural composition, designed to be experienced, not just admired.

Down one of the Hudson Valley’s most picturesque winding roads, an awe-inspiring Hudson Valley paradise that has been hidden away for the past 30 years finally comes to the market. The deep love and meticulous care of the previous steward of this property is most tangibly felt throughout its expansive grounds. Once home to Camp Rip Van Winkle, then 25 acres of manicured gardens, timeless stone walls, and a network of spring-fed interconnected ponds, the estate transports you to another time and place. Very few properties can rival the sheer spectacular nature of this land; the atmosphere is defined by the soothing sound of Kaaterskill Creek’s rushing water, which surrounds you the moment you step out the door or crack a window in your bedroom. This sanctuary offers a rare blend of historical preservation and natural beauty, providing an unparalleled retreat in the heart of the valley. Spanning more than 3,000 square feet, the residence is filled with natural light and possesses a profound, inherent beauty. The home's oversized rooms offer a wealth of possibilities to reimagine the floor plan, whether by adding ensuite bathrooms or creating additional bedrooms. With existing kitchen setups on both the ground floor and in the walk-out basement, the layout is exceptionally versatile. Every window provides a scenic backdrop, from the rushing waters of Kaaterskill Creek in the front to the sprawling grounds in the rear. Having served as a cherished setting for family and friends for three decades, the estate is now ready for a restoration that will return it to its peak. While the property is being offered in as-is condition, it presents a rewarding opportunity for a new steward to bring their creative vision to life. This unique sanctuary is simply waiting for its next owner to begin a new chapter within its walls.

Modern Loft Living in a Private Woodland Setting This striking glass and steel residence rises from the woods like a piece of sculpture, pairing industrial structure with natural form. Built in 1994 and inspired by Brutalist design, it combines a steel framework, concrete foundation, and log-stack cladding—an unexpected fusion of raw geometry and organic warmth. A soaring two-story glass curtain wall anchors the facade, flooding the interiors with light and blurring the line between architecture and landscape. Inside, a three-story steel and concrete staircase connects open living spaces with exposed beams, maple flooring, and clean industrial detailing. The Varenna-Poliform kitchen with Sub-Zero, Bosch, and Boffi fixtures sits at the core, overlooking the living area centered on a Wittus Trendline-2 wood stove. Upstairs, the primary suite features Ann Sacks limestone finishes, a deep soaking tub, and skylights as well as an additional bedroom; the lower level offers a flexible studio or guest suite opening to a stone patio and hot tub. Set on 4.3 wooded acres framed by ancient stone walls, forest, and western views toward Mohonk and the Shawangunk Ridge, the property offers complete privacy while remaining minutes from Stone Ridge, High Falls, and Accord. Nearby highlights include Inness, Arrowood Farms, and Westwind Orchard for dining and live music, as well as Mohonk Preserve and Minnewaska State Park for world-class hiking, climbing, and mountain biking. Kingston's galleries, markets, and restaurants are a short drive away. Less than two hours from New York City, this is modern architecture, deeply connected to its surroundings.

Welcome to Lost Clove Mountain House, a rare and remarkable Catskills retreat set along a quiet country road in Big Indian. Surrounded by nearly nine private, wooded acres and bordered by protected state land, this fully renovated estate offers over 5,300 square feet of refined mountain living, where privacy, nature, and thoughtful design come together seamlessly. Just across the road, a mountain stream winds its way into the legendary Esopus Creek, creating a soothing natural soundtrack and a setting that feels worlds away, yet is just two hours from NYC. Inside, the home opens to a dramatic great room with soaring cathedral ceilings, rich hardwood floors, and a striking stone fireplace. Walls of glass invite the outdoors in, filling the space with natural light and framing peaceful woodland views. The open-concept layout flows effortlessly into a beautifully appointed chef's kitchen with gas cooking, custom cabinetry, and modern appliances, ideal for entertaining after a day in the mountains. Designed with both comfort and connection in mind, the home features four spacious bedroom suites, along with additional half baths, offering flexibility for hosting and everyday living. Multiple gathering spaces, including a finished lower level with a pool table and wood stove, create the perfect backdrop for après-ski evenings, game nights, or quiet weekends in. A true sanctuary, the home also embraces wellness and relaxation. Unwind in the Scandinavian wood sauna, relax in the warm cedar soaking tub, or step out onto the expansive deck to take in the crisp mountain air. Every detail has been considered, from ductless cooling and forced-air heat to a tankless hot water system and robust electrical service, ensuring year-round comfort and ease. A separate two-story 1,700 sq ft. guest house adds even more versatility. Perfect for hosting visitors, creating a private studio, or establishing a work-from-home escape. Ideally located just minutes from Belleayre Mountain, Peekamoose Restaurant, Urban Cowboy Lodge, and beloved local destinations like Frost Valley YMCA, Lost Clove Mountain House places you at the center of the Catskills' best outdoor recreation, dining, and culture. Whether you're seeking a refined ski house, a peaceful artist's retreat, or a four-season escape to recharge and reconnect, this is a property that delivers on every level. Private, luxurious, and deeply rooted in the beauty of the mountains.

Welcome to Elmrock Inn, an elegant boutique estate in Stone Ridge, where 19th-century Dutch Colonial architecture meets modern country elegance. Set on five acres framed by towering Locust trees, this historic brick estate has long been a sought-after destination for weddings, private events, and unforgettable Hudson Valley getaways. Inside, soaring ceilings, antique-inspired furnishings, and a welcoming great room and grand dining hall with fireplace flow seamlessly. Head upstairs to a second story bar lounge, and expansive deck overlooking the grounds. Below is the bluestone patio under the elevated deck, organic herb gardens, and outdoor firepit create the perfect backdrop for gatherings or quiet retreat. The expansive property lends perfectly for badminton and frisbee. Five beautifully appointed suites in the main house featuring private baths and luxurious details. On the main level there are two large suites and a separate office and upstairs are three more suites and storage closet. The property also includes ample parking and a professional-grade kitchen, ideal for both intimate breakfasts and large-scale catering.Completing the compound is a picturesque post-and-beam guest cottage, equally suited as an owner’s residence, artist’s studio, or rental opportunity. Its rustic craftsmanship, open floorplan, exposed beams and abundant light highlight the region’s timeless character, with an upstairs suite adding flexibility. Just under two hours from New York City and nestled near Mohonk, Minnewaska, and Stone Ridge, Elmrock Inn offers both lifestyle and income potential: keep it as a thriving bed-and-breakfast, enjoy as a grand private estate, or reimagine it as a creative retreat or Airbnb. Impeccably maintained and steeped in Catskill charm, this turn key boutique farmhouse compound is ready for its next chapter. Property consists of 2 buildings: 4494 Route 209, Marbletown (69.4-1-1.200) and 4496 Route 209, Rochester (69.4-2-1.320).A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Meet Jitterbug, a cedar-clad contemporary cottage set on 2.5 private, wooded acres in Kerhonkson. Tucked away and surrounded by mature trees, it offers a serene kind of privacy that feels both calm and considered. Inside, the space is bright and open, with a natural flow between the living, dining, and kitchen areas. Wide plank bleached maple floors and clean, modern finishes keep things simple and grounded. The kitchen is streamlined with quartz countertops and stainless steel appliances, and the two bedrooms and updated bath are thoughtfully scaled and comfortable. Two sets of sliders open to a spacious deck overlooking boulders, ornamental grasses, and a striking Japanese maple, an easy spot for morning coffee or winding down at the end of the day. The home is designed to be low maintenance and efficient, with a high efficiency heat pump for heating and cooling and full spray foam insulation for year round comfort. Private but not remote, Jitterbug is just minutes from Accord's favorite spots including Inness, Westwind Orchard, Arrowood Brewery, and the new Accord Market, with easy access to hiking and outdoor escapes at Mohonk Preserve and Minnewaska State Park, and a quick drive to vibrant Kingston. A simple, well executed home in a location that makes sense, Jitterbug is easy to settle into and hard to leave, whether you're looking for a weekend escape or a low maintenance full time home.

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the Catskills.Step inside to a dramatic two-story great room where walls of windows frame the mountain landscape and a floor-to-ceiling stone fireplace adds cozy warmth after a day on the slopes. Exposed beams, a vaulted pine ceiling, cherry paneling, and a coffered dining room ceiling create a sense of elegance and calm that's both rustic and refined.The chef's kitchen is designed for gathering featuring granite countertops, a Viking stainless-steel appliance suite, and a large center island perfect for après-ski evenings with friends and family. Multiple dining areas flow seamlessly into the living space, creating a warm, open feel for entertaining or quiet moments by the fire.Each bedroom feels like its own private sanctuary. The first-floor primary suite includes a tiled walk-in shower and classic clawfoot tub, while the upstairs suite offers a private balcony, sitting area, and jetted tub overlooking a peaceful stream the perfect place to unwind with a view.The walk-out lower level adds even more living space, with a family room, game room, guest bedroom, and full bath. Outside, a stone patio with a private hot tub is surrounded by natural beauty, while a heated boot room with custom built-ins keeps ski days simple and organized.This home has been lovingly maintained, with freshly repainted exterior, deck, and railings giving it a like-new glow. Located beside 400 acres recently acquired by Windham Mountain Club for future expansion, it also offers incredible long-term potential for appreciation and lifestyle value.Whether you're dreaming of a luxurious weekend retreat, a high-end rental, or a full-time mountain escape, this property delivers it all luxury, nature, skiing, and serenity all within easy reach of NYC.

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass showcasing panoramic mountain vistas and flooding the space with natural light. A wood-burning fireplace set in floor-to-ceiling stone, along with vaulted pine ceilings and custom live-edge woodwork, exudes warmth and character. Luxurious details flow throughout, with glistening wood and bluestone flooring in the main living areas. The chef's kitchen is a culinary delight, equipped with stainless-steel appliances, granite countertops, a breakfast bar, and a wine refrigerator. It seamlessly connects to the dining room, offering views and access to a large deck perfect for relaxation or entertainment. The residence boasts five spacious bedrooms and three-and-a-half bathrooms, including two ensuite bedrooms. The primary suite, located on the first floor, features a generous walk-in closet and a private balcony. Additional spaces include a large family/game room and a versatile loft that might serve as a home office, studio, gym or extra sleeping quarters. Split unit air conditioning ensures year-round comfort throughout the home. The outdoor living space is equally inviting, featuring a spacious deck with twig railings, a hot tub perfect for relaxation, and a firepit area. You can access the heated gear room through the side entrance, which leads from the covered porch adorned with recessed lighting, or via the grand formal entryway. Buying on Windham Mountain affords you the option of buying into the private club or not. It's your choice! But either way, you'll be buying into a mountain lifestyle, a lively atmosphere, and a growing community. This location right near Windham Mountain Club's slopes offers the perfect blend of excitement and tranquility. Offering spectacular views and luxurious living, this is a rare find. With winter approaching, seize the opportunity to own your dream retreat at Windham Mountain. Buyers may opt to purchase the home fully furnished through separate negotiation. Don't miss out on this remarkable chance!A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.