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Custom built with a distinctly Mediterranean influence, this extraordinary property feels almost hidden in plain sight, surrounded by mature gardens and remarkable privacy, yet within walking distance of the vibrant City of Kingston. For more than twenty years, the gardens have evolved into a verdant, richly layered landscape. Moonflowers and sunflowers mingle with echinacea, daffodils, tulips and climbing vines, while a handmade waterfall tumbles into a koi pond below. It is the kind of depth and abundance that only comes with time, a garden that has grown alongside the house and become inseparable from the experience of living here. Step inside and the architecture immediately reveals itself. Soaring ceilings rise above a dramatic great room, where walls of windows flood the interior with natural light and blur the boundary between indoors and out. A woodstove anchors the room and radiates warmth throughout the home, while the slightly sunken living area, a nod to the sunken rooms of the 1970s, brings an unexpected intimacy to its grand proportions. An open staircase rises nearly twenty feet above the great room, creating a striking architectural focal point and a visual connection between the two levels. Open sightlines continue into the dining room, allowing conversation and entertaining to flow easily from one room to the next. Just beyond, the three-season screened porch may be the quiet jewel of the house. It is a place for morning coffee and slow starts, summer rainstorms, long dinners and those rare moments when there is nowhere else you need to be. From here, the gardens become the entertainment, with birdsong, monarchs and hummingbirds moving among the flowers, and the gentle sound of the waterfall spilling into the koi pond. Protected from the elements yet immersed in nature, it is a place that invites you to slow down and stay awhile. A generously proportioned first-floor primary suite with an en suite bath adds ease to the floor plan, while three additional bedrooms and a full bath upstairs create a natural separation for guests. The Mediterranean influence continues through the stucco exterior and beautifully proportioned casement windows, designed to capture the breeze and allow fresh air to move throughout the house. The property is also being offered with an adjacent parcel of nearly three-quarters of an acre, which can remain untouched to preserve the setting or offer possibilities for creating an extended compound with an additional dwelling. After years of walking through homes throughout the Hudson Valley, it still feels special to encounter one that is genuinely its own. This house has personality, drama and grandeur, but also warmth, intimacy and a wonderful sense of ease. Most of all, it has been shaped over time, by thoughtful design, an extraordinary landscape and twenty years of life lived within it.
…By Four Seasons Sotheby's International Realty
Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past. Thoughtfully renovated, the home offers a beautiful balance of vintage charm and modern convenience. A stunning new open-concept addition features dramatic vaulted ceilings and walls of windows that flood the space with natural light and open seamlessly to a welcoming porch—perfect for entertaining or quiet moments surrounded by nature. The flowing floor plan is ideal for today's lifestyle and effortless gatherings. The chef's kitchen is beautifully appointed with a large center island offering seating, abundant storage, and a layout designed for both everyday living and entertaining. The main level primary suite features a new ensuite bath, fireplace, and peaceful views. Upstairs, you'll find an additional full bath and a second ensuite bedroom, also offering lovely views. Throughout the home, creative and distinctive tilework adds artistic flair, reinforcing the seamless blend of contemporary design and original farmhouse character. A separate guest cottage sits close to the main residence and offers exceptional flexibility—configured as a living room and bedroom or two private ensuite bedrooms, complete with a sauna. Ideal for guests, extended family, or creative use. A truly unique Woodstock offering—steeped in history, thoughtfully updated, and perfectly located just minutes from town.
…By Four Seasons Sotheby's International Realty
White Feather Farm is one of the Hudson Valley's most distinctive private estates, where historic architecture, ecological stewardship and refined country living are set across 65 extraordinary acres. Organic fields, mountain-view meadows, wetlands, tributaries, woodlands, orchards, beehives, pollinator habitats and native plantings create a richly layered landscape fed by a spring-fed pond.At the heart of the estate stands a beautifully restored 18th-century stone farmhouse, expanded and enhanced with exceptional care. Original Dutch doors, wide-plank floors, exposed stone walls and hand-hewn beams speak to the home's roots, while thoughtful renovations provide comfort and functionality throughout.The principal living spaces are warm, inviting and richly textured. Exposed stone walls, original beams and custom millwork create a sense of history and comfort throughout. A welcoming sitting room with French doors opening to the grounds flows into a series of interconnected gathering spaces, including a living room anchored by a wood-burning fireplace and a dining room crowned by a lofted gallery above.The centerpiece of the home is an exceptional chef's kitchen with custom cabinetry, soapstone countertops, dual islands, two farmhouse sinks and an eight-burner Wolf range. A vaulted dining area, warmed by a propane stove and bathed in natural light, offers an inviting setting for relaxed gatherings and conversation. Two main-floor principal suites enjoy garden views. The East Wing offers a private sitting room, spa-inspired bath and walk-in dressing room, while the West Wing combines rustic elegance with exposed stonework, hand-finished walls, private study, dressing room and spa-like bath with oversized steam shower. Also tucked away on the main level is a versatile ensuite room, offering privacy and flexibility for guests, work, or quiet retreat. Upstairs, two additional guest bedrooms are served by a full bath with antique clawfoot tub and an ensuite powder room.Outside, bluestone pathways connect a stone terrace with wood-fired oven, an English garden with raised beds and space for quiet contemplation, a heated yoga studio/gym and a log cabin with stone fireplace. At the center, a private stone courtyard offers a sheltered setting for dining and entertaining.Beyond the residence, a remarkable collection of structures is woven throughout the landscape. Among the most notable is the Broken Wing Barn, a restored circa-1750 post-and-beam structure centered around a soaring timber-framed gathering space suited to dinners, retreats, workshops, performances and celebrations. A lofted library/workspace, kitchen, office and sitting areas and one-and-a-half baths support a wide range of uses.Equally distinctive is a Hartley Botanic greenhouse imported from England, with radiant-heated bluestone floors, exceptional craftsmanship and versatility. A further substantial working greenhouse supports the estate's medicinal and edible gardens, orchards and productive growing areas, while a relocated 19th-century timber-frame barn with equipment storage and walk-in refrigeration supports agricultural, horticultural and estate operations. Additional structures, including a sugar shack, farm stand, potting shed and poultry coops, contribute beauty and function. A detached garage with one-bedroom apartment provides flexible accommodations for estate management or guests, while a covered carport with EV charging adds convenience. Minutes from Woodstock and within easy reach of the Catskills and the Hudson Valley's celebrated dining, cultural, recreational, and skiing destinations, White Feather Farm offers a rare combination of privacy, beauty and versatility. Equally suited as a private estate, a place for gathering and hospitality, or a property with established short-term rental and event capabilities, it presents a singular opportunity to become the next steward of one of the region's most distinctive estates.
…By Annonceur International
Unique centrally located single story apartment building. Three one-bedroom, one-bath apartments all on one level, are a short distance to the Rondout business district shops and restaurants as well as the Mid-town arts district restaurants and shops and the Ulster Performing Arts Center (UPAC). It is also close to Health Alliance Hospital and 9W shopping and grocery stores and offers easy access to local highways.
…By Four Seasons Sotheby's International Realty
Welcome to the Goat Hill House. Set on 18.15 acres, this Scandinavian inspired modern barn is flawless. Surrounded by wild Blueberry bushes on all sides, this brand new build is a rare find: Design-forward, built for efficiency, and boasting ultimate privacy- yet only five minutes from the town of Woodstock. Black-stained siding, a matching standing seam metal roof, and crisp black-framed windows give the house its distinct modern look. Inside, the design forward floor plan unfolds under cathedral ceilings while finished wide-plank oak floors complement the modern kitchen and living room. Double-pane windows fill every room with light. Built for year-round comfort, with a low operating cost, the property functions with superior insulated windows, central AC, baseboard heat, ductless mini-splits, and ENERGY STAR appliances throughout. An incredibly easy property to maintain and comfortable in every season. With 18.15 acres of true seclusion and R2 zoning, the property has room to grow. A guest house, studio, barn, or full multi-structure compound are all possible on this prime lot location. Minutes to Woodstock, Saugerties, Kingston and Rhinebeck. And an easy drive to all the best hiking, biking, swimming and nature Ulster County has to offer. This private, design-forward retreat mixes beautiful architecture, acreage, and flexibility to match.
…By Four Seasons Sotheby's International Realty
Where history meets reinvention in Woodstock. From 19th-century barn to 21st-century landmark, come explore one of Woodstock's most extraordinary buildings. With part of the building dating to 1865, this extraordinary 10,000+ square foot barn conversion has been renovated to a high-end standard and is unlike any other structure in Woodstock, and quite possibly unlike any other building in the Catskills. Formerly operated as The Hawthorn, this exceptional building now offers a private residence with a range of possibilities for its next steward. The 6,000 square feet spanning the first and second floors are grandfathered for office, gallery, or studio use, and include a semi-commercial kitchen area, opening the door to a wide variety of live-work or mixed-use configurations. It's an ideal setting for an entrepreneur, artist, or sculptor who needs voluminous, large-scale space to work in, or a musician in search of wide-open acoustics. The possibilities extend further still. Envision a bed and breakfast, a yoga or wellness retreat, an artist's compound, film production or studio, co-working space and professional offices, all within a building that already carries the character and soul these uses thrive on. Exposed posts and beams, bluestone walls, and passive solar south-facing windows speak to the building's history and craftsmanship. The main level with an accessible entrance and bathrooms adds to the building's versatility. A separate one-bedroom apartment with skylights and a private entrance offers additional flexibility for guests, extended family, or rental income. Above it all sits a stunning 3-bedroom, 2-bath penthouse apartment; a genuine retreat within the building itself, complete with a hand-carved sauna, a stone shower, Indian temple doors, stained glass, and a private screened-in porch. Own a piece of history and a piece of now, in one of the most famous small towns in the world. 34 Elwyn Lane is an incredible opportunity in the heart of Woodstock.
…By William Pitt Sotheby's International Realty
Welcome to timeless elegance in one of Uptown Kingston's most coveted neighborhoods. This classic Tudor home, originally crafted in 1945 by photographer Abraham Litgar and designed by architect Albert Milliken, blends historical charm with modern functionality across a spacious .43-acre fenced double lot. Inside, you'll find three large bedrooms and four bathrooms (two full, two half), complemented by a den on the main level that easily serves as a fourth bedroom or home office. Original hardwood floors flow throughout, and abundant natural light pours in through ample windows, enhancing the warm, inviting ambiance. Host unforgettable gatherings in the formal living room, featuring a cozy fireplace, or enjoy meals in the spacious dining room with French doors that open to a private deck and patio. The eat-in kitchen offers ample space for culinary creativity, while the laundry room on the upper floor adds everyday convenience. Outdoor living shines with beautiful gardens, a large fenced yard, a charming garden shed, and a separate studio shed--ideal for hobbyists, or anyone needing creative space. The artist's room, complete with a sink, is perfect for painting, potting, or projects of any kind. Located on a quiet dead-end street in Uptown, this property is perfect for walking to the Stockade District's vibrant shops, galleries, dining, and weekly Farmer's Market. Enjoy municipal water and sewer, as well as plenty of character with original built-ins throughout. Discover the best of classic design, serene privacy, and walkable city living in this remarkable home.
…By Four Seasons Sotheby's International Realty
Set on 3.1 acres along a quiet country road in Saugerties, 52 Fawn Road is a beautifully preserved 1963 home where warm woods, expansive windows and clean architectural lines sit easily within the surrounding landscape. The three-bedroom home retains much of its original midcentury character. The centerpiece is the expansive wood-paneled living room, with a vaulted ceiling, exposed beams and banks of casement windows that frame the lawn, woods and landscape beyond from nearly every direction. Natural materials and simple lines are complemented by iconic Noguchi paper pendants, whose soft light feels particularly at home within the architecture. The adjoining dining room is bright and understated, with large windows filtering sunlight across the room throughout the day. A series of quieter spaces provide places to read, work or retreat, while open sightlines and generous proportions make the house equally well suited to gathering. Upstairs, all three bedrooms are serene and simply finished, with soft natural light and views into the surrounding trees. Original details and a restrained material palette give the rooms a sense of calm that carries throughout the house. The setting is an important part of the property. Broad lawn gives way to woods, creating privacy and a sense of seclusion from the quiet road, while gorgeous mountain views rise beyond the property and give the landscape a remarkable sense of depth. Late afternoon is particularly beautiful, when golden light moves across the lawn and the mountains beyond; by dusk, the house itself begins to glow against the landscape. A hot tub offers another way to enjoy the property well into the evening. A detached garage provides useful additional space and could make a fabulous studio or workshop. 52 Fawn Road is a distinctive Saugerties property: warm, architectural and wonderfully private, with gorgeous mountain views and an unusually strong connection between the house and its setting.
…By Four Seasons Sotheby's International Realty
Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience abundant wetland wildlife. Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a quiet formality which begins at the entry foyer. High ceilings, big windows and gleaming wood floors all invite the light and create a sense of spaciousness. The beautiful staircase is flanked by a living room and den, each quite comfortable. The fully equipped sundrenched kitchen has a sweet breakfast bar, appliance counter and generous dining area. The formal dining room, just off the kitchen, is presently used as a yoga/meditation & music room, and is certainly available for fabulous meals prepared from the local farmers' market fare. Through the kitchen glass doors is a spacious deck overlooking the lawn, beautiful trees, and your own undisturbed natural scenery. Up the stairs, we have a most inviting landing below a vast Palladian window. This offers moonlight for all nocturnal doings and early sunlight to enjoy your first cuppa, It's a really wonderful place to begin or end your day. The vast primary bedroom is privately situated at one side of the house and includes a dressing room and romantic full bath with a spa tub. Three other bedrooms are more than ample, presently one serving as an office. They share another full bath. Below, we have an insulated, very dry basement for storage, workshop, whatever, and access into a quite large 2-car garage with electric doors. This home is within the highly regarded New Paltz school system and minutes to SUNY and all it offers for further education, culture, and sport. The vibrant village of New Paltz is replete with a thriving food and art scene. Preserved land sanctuaries abound throughout the area: nearby Black Creek Preserve, Shaupeneak Ridge, Empire Trail, Burroughs' Slabsides, and of course, Mohonk and Minnewaska. Plutarch Road, and the environs, are a little Hudson Valley 'secret' so lovely for walking and biking. You're close to Kingston, the NYS Thruway, and over the bridge to MetroNorth. This home has been carefully maintained and is truly an opportunity to experience a healthy country life yet be convenient to so much else.
…By Four Seasons Sotheby's International Realty
Located on a quiet cul-de-sac this new construction offers turnkey living in a peaceful Hudson Valley setting. Thoughtfully designed with an open floor plan, natural light, and modern finishes, the home balances everyday comfort with a strong connection to the outdoors. The main level features an inviting living and dining area with an open-concept layout and a custom kitchen showcasing maple cabinetry and a practical, well-designed floor plan. Beautiful hardwood flooring adds warmth and character throughout the main living spaces. A first-floor primary suite offers privacy and convenience, while two additional bedrooms and a full bath upstairs provide comfortable accommodations for family, guests, or a home office. A screened-in rear sunroom creates a lovely retreat for morning coffee, quiet afternoons, or evening relaxation. The adjoining deck extends the living space outdoors, offering an ideal setting for dining, entertaining, or enjoying the surrounding woods. A two-car garage and unfinished lower level provide additional storage and flexibility for future needs. With the advantages of new construction and a location close to the Awosting Reserve and Minnewaska State Park, this home offers an exceptional combination of comfort, privacy, and access to the natural beauty of the Hudson Valley.
…By Four Seasons Sotheby's International Realty
A little house with a lot of possibility, perfectly positioned in the heart of the Catskills. Set on more than 1.5 acres in the charming town of Saugerties, this three bedroom home offers an approachable opportunity to put down roots in one of the Hudson Valley's most sought after areas. With a petite footprint of just under 1,000 square feet, the home offers an inviting canvas to personalize over time while enjoying everything that makes this location so desirable. Outside is where this property really shines. A nicely landscaped yard framed by mature hardwoods and towering evergreens creates a beautiful sense of privacy, with plenty of room to garden, gather around the fire, entertain friends or simply enjoy having your own piece of the Catskills. Just minutes from the Village of Saugerties, HITS and the Hudson River, and approximately 20 minutes from Hunter Mountain, the location puts four seasons of the Hudson Valley and Catskills within easy reach. Hiking, skiing, boating, golf, great restaurants and the villages and small towns that make this area so special are all close by. For those looking for an accessible entry into the Hudson Valley, this is a compelling place to begin.
…By Four Seasons Sotheby's International Realty
A c1854 farmhouse, thoughtfully reimagined for a modern way of living. This meticulously restored compound brings together the romance and character of an original Hudson Valley farmhouse with a level of design, craftsmanship, and functionality that feels entirely current. Original hand-hewn beams, historic proportions, and authentic materials remain at the heart of the home, while a complete gut renovation has introduced sophisticated finishes and effortless everyday comfort. The main residence offers three bedrooms and 2.5 completely renovated baths, with a new kitchen wing designed to be both highly functional and beautifully understated. Custom inset cabinetry, aged brass hardware, a Shaw farmhouse sink, and Carrara marble counters and backsplash create a warm, tailored backdrop for a suite of high-end appliances including Bertazzoni and Bosch. Throughout the home, original 1850s beams have been carefully preserved, while a refinished original brick mantel—restored using a period-appropriate plaster technique—anchors the living spaces with genuine old-world character. The second-floor ceiling height has been raised to create a greater sense of volume and ease, while the home’s new bathrooms pair custom shiplap and Zellige tile with House of Rohl and Waldorf vanities. Antique brass lighting throughout adds another layer of quiet sophistication. Across the property, the fully rebuilt one-bedroom guest cottage creates a private and beautifully independent retreat for friends, family, or extended stays. Inspired by the simplicity and utility of Shaker design, the cottage has substantial solid beams and raised ceilings, while its open entertaining space centers around a custom kitchen featuring reclaimed wood cabinetry, an oversized island in rugged concrete quartzite, and Bosch appliances. The bath continues the property’s elevated material palette with gorgeous Tundra Gray marble and Charlotte Perriand sconces. The compound is further enhanced by a detached two-car garage, already connected with upgraded electrical infrastructure and offering compelling potential as a future studio, creative workspace, or additional guest space. Outside, the property has been comprehensively transformed with new siding and paint, privacy fencing, and extensive landscaping. Beautiful stone and gravel hardscaping and garden beds create a series of inviting outdoor spaces that feel both polished and natural. Behind it all is comprehensively updated infrastructure: new electrical, plumbing, HVAC and ducting, roofing, Marvin windows and doors, hardwood flooring, and septic in the main residence; a structurally rebuilt cottage with new plumbing, electrical, roof, and efficient split systems; underground electrical connecting the main house, cottage, and garage; upgraded 200-amp service with all-new wiring and panels; and two new septic systems, including a 1,000-gallon system for the main house and a separate 500-gallon system for the cottage. Part sophisticated country retreat, part design-forward compound, this exceptional property offers the flexibility and privacy today’s lifestyle demands. Host friends without sacrificing personal space, create room for work or artistic pursuits, offer the property as a flexible short- or long-term rental, and enjoy the soulful authenticity of an 1854 farmhouse—completely restored for the next chapter.
…By Four Seasons Sotheby's International Realty
Set along a quiet country road, this intimate retreat feels as though it has been transported from the English countryside. Mature trees, old stone walls, and established landscaping surround the property, creating a private and peaceful setting. An original 1970s A frame, this one bedroom, one bathroom home has been thoughtfully renovated and restored, pairing its original character with a warm, considered interior. Wide pine floors, reclaimed doors, British cabinetry, handmade tile, and beautifully chosen finishes lend a timeless, collected feel throughout. A Stûv stove with custom fluted plaster surround and Calacatta Borghini marble hearth anchors the living space. Nearly every essential has been renewed, including new electrical, appliances, central heating with cast iron radiators, a brand new septic system and leach field, and a full house generator. Just minutes from Minnewaska and Mohonk Preserve, with Accord, Stone Ridge, and High Falls nearby, the home is perfectly positioned for hiking, swimming, farm markets, restaurants, and some of the best of the Hudson Valley and Catskills. Thoughtfully restored and full of character, this original 1970s A frame is an idyllic upstate escape where timeless design meets modern ease.
…By Four Seasons Sotheby's International Realty
Welcome to Moondance Farm, a private 85 acre Hudson Valley retreat in Kingston, New York, where sweeping vistas, refined country living, and exceptional equestrian amenities converge. Set high above the property, the thoughtfully updated four-bedroom farmhouse commands panoramic views across the Hudson River Valley, including the Kingston-Rhinecliff Bridge and the Judge John T. Loughran Bridge. Inside, two fireplaces create inviting gathering spaces, while the primary suite opens to a wraparound deck and newly added screened porch ideal for leisurely mornings and lingering Autumn evenings. Recent enhancements include a completely remodeled primary bath, updated downstairs bath, new kitchenette, quartz kitchen countertops, and fresh interior paint. Major infrastructure upgrades include seven mini splits, on-demand hot water, a new well pump, water softening system, whole-house surge protection, chimney repairs, automatic garage doors, and an extensively rebuilt Trex deck. The residence offers four bedrooms, three full baths, a sauna, and an attached two car garage and a seasonal pond. Beyond the house, approximately 20 acres are maintained as open fields, complemented by nine fenced paddocks, each with its own three-sided shelter. An apple and pear orchard and wildflower meadows enrich the pastoral landscape, while a grass riding ring, lunge ring, and wooded horseback riding and ATV trails extend throughout the acreage. The substantial 35X80 horse barn features 12 stalls, a bathroom, new full-size washer and dryer, tack room, feed room, and utility area. The upper level provides approximately 2,800 square feet of storage, along with an office with kitchen and bath and a dedicated boarder lounge. Completely private yet remarkably accessible, Moondance Farm is approximately 14 minutes from downtown Kingston and the NYS Thruway, 20 minutes from Rhinebeck, 21 minutes from New Paltz, and 30 minutes from HITS. The Rhinecliff-Kingston Amtrak station is approximately 18 minutes away. Moondance Farm is a rare Hudson Valley offering--beautifully updated, exceptionally equipped, and surrounded by 85 acres of possibility.
…By Four Seasons Sotheby's International Realty
Welcome to 248 Stoll Road. Set on 5.6 flat acres along one of Saugerties' most desirable country roads, this architect-designed property offers complete privacy, architectural character and an exceptional location. Designed by local architect Jess Walker, the home centers around a barrel-vaulted great room with an open-concept kitchen and living space. The living room features maple flooring, abundant natural light and a Rais wood stove, which anchors the space. French doors and generous glazing draw the natural setting indoors and lead to an outdoor area overlooking the expansive backyard and bluestone outcroppings. The home office with built-in maple desk and pocket door provides a private, dedicated workspace. Hot water baseboard heat keeps the house comfortable, while a stand-up attic and generous crawl space provide excellent storage. Outside, red cedar shake siding, white trim and a standing-seam metal roof give the home a restrained, timeless character. A covered entry and broad lawn complement the natural setting, with surrounding acreage offering room to garden, explore and enjoy the landscape. Offered for the first time, the home enjoys exceptional privacy, with no neighboring homes visible from the house. The property is minutes to Woodstock, Saugerties, Kingston and Rhinebeck and an easy drive to all the best hiking, biking, and nature Ulster County has to offer. 248 Stoll is a timeless property distinguished by its architecture, setting and location.
…By Four Seasons Sotheby's International Realty
Welcome to easy, one-level living in Woodstock! This inviting ranch offers the perfect blend of comfort, convenience, and charm--ideal for first-time buyers, weekenders, downsizers, or investors seeking a move-in ready home close to all the action. Step inside to a bright, open-concept layout, where the kitchen, dining, and living areas flow seamlessly together--perfect for everyday living and entertaining. The large front mid-century windows flood the space with natural light, creating a warm and welcoming atmosphere. You'll love the oversized bathroom, thoughtfully designed with double sinks, two generous windows, and tile flooring to make busy mornings a breeze. Year-round comfort is yours with three brand new split units, offering energy-efficient heating and cooling. The freshly painted interior provides a crisp, modern feel, while new stainless appliances and a stacked washer/dryer add everyday convenience. Outside, enjoy a spacious, fenced-in backyard--ideal for pets, gardening, or relaxing under the stars. The detached garage with ample storage includes a finished, insulated room, perfect for a home office, art studio, or creative workspace. Located just a short stroll from Woodstock's vibrant village, acclaimed restaurants, theater, health food store, and the popular Bearsville Complex, you'll have the best of the Catskills right at your doorstep. Whether you're starting your homeownership journey, looking to downsize, or searching for a smart investment, this Woodstock gem has it all. Move right in and make it yours!
…By Four Seasons Sotheby's International Realty
In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the Sawkill Stream and swimming hole. All less than a mile from Woodstock's vibrant town center. The home radiates a bright, airy open charm, creating a peaceful retreat that is equally suited for quiet relaxation or entertaining family and friends. A thoughtfully designed guest house provides exceptional flexibility, featuring two private ensuite bedrooms, a spacious sauna, and an outdoor shower that allows you to fully embrace the surrounding natural setting. The main residence beautifully combines Woodstock's artistic heritage with modern comfort. Once owned by Michael Lang, legendary founder of the 1969 Woodstock Festival, adding a rare and meaningful connection to the town's iconic past. The home has been extensively expanded and reimagined. The spacious open-concept great room with vaulted ceiling & walls of windows frame stunning views of the rolling meadow beyond. The main-level primary suite welcomes the morning sun, mountain views and features a newly renovated ensuite bath. Upstairs offers an additional 3 bedrooms, one ensuite and two baths offer ample space for family and guests. The property includes two separately deeded parcels. The existing residence sited on 3.71 acre parcel, while the adjoining 8.38-acre parcel (3-acre zoning) presents exciting possibilities for future development or even better preserving the land for ultimate privacy. The yard between the guest house and main residence is also ideally suited for a future swimming pool. Originally built in 1930 and extensively renovated and expanded, the home offers the character and soul of a Woodstock classic with the comfort, style, and functionality of modern construction. Whether you're seeking a full-time residence, a weekend escape, or a legacy property with room to grow, this remarkable estate captures the very best of Woodstock living.
…By Four Seasons Sotheby's International Realty
One of the Hudson River's most extraordinary waterfront settings awaits. Where quiet luxury and timeless natural beauty converge, this exceptional contemporary home offers a rare opportunity to experience the river not simply as a view, but as a way of life. Perfectly positioned along the banks of the mighty Hudson, the home captures nearly 180 degrees of unobstructed river views and enjoys direct deep-water access from the property's edge. Here, breathtaking sunrises unfold each morning as bald eagles soar overhead and the ever changing rhythm of the river becomes part of everyday living. Designed to embrace its remarkable setting, the dramatic great room is framed by floor to ceiling windows that place the Hudson River front and center throughout the seasons. Spring welcomes brilliant mornings and returning wildlife. Summer brings sailboats, kayaks, and colorful hot air balloons drifting across the valley. Autumn transforms the surrounding mountains into a spectacular display of color, while winter settles into the quiet stillness that makes the Hudson Valley so unforgettable. Set on nearly 1.5 acres of level waterfront land with municipal water, sewer, and natural gas, the property offers an exceptional combination of natural beauty and everyday convenience. The home's thoughtful layout is warm, inviting, and designed to celebrate the landscape from nearly every principal room. Just minutes from the heart of the Village of Saugerties, you'll enjoy one of the Hudson Valley's most beloved destinations, known for its vibrant dining scene, independent boutiques, the historic Saugerties Lighthouse, the internationally acclaimed Opus 40 sculpture park, world-class HITS-on-the-Hudson equestrian competitions, and celebrated annual events including the Hudson Valley Garlic Festival and the Saugerties Artists' Studio Tour. This is more than a waterfront home. It is a front-row seat to one of New York's most iconic landscapes, a place where every season tells a different story, every sunrise feels personal, and the Hudson River becomes an extension of home. Opportunities like this are increasingly rare and seldom forgotten.
…By Four Seasons Sotheby's International Realty
Enchanting Woodstock Compound with three separate buildings—Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring three distinct buildings, including a licensed short-term rental ready Craftsman home, a historic converted barn, and a sun-drenched cottage—each with its own character, purpose, and potential. The Craftsman Home. Thoughtfully restored and offered fully furnished, this two-story residence boasts cozy elegance and charm. An inviting front porch sets the tone for relaxed country living, while the 3-season sunroom offers the perfect perch for morning coffee or quiet reading. Inside, original hardwood floors, wainscoted ceilings, and a bright, open layout offer space for entertainment and relaxation. Upstairs, two bedrooms and a stylish bath provide a peaceful retreat. The dry, spacious basement offers extra storage or workshop potential. Currently a operating as a short-term rental, this home is truly turn-key for those seeking an income-producing property or an effortless weekend escape. The Converted Barn. Once home to the Bearsville Woodworking Collective, where the famed Pete Seeger commissioned the building of the Hudson River Sloop, Woody Guthrie, this large barn holds a legacy of artistry and craftsmanship. Its soaring ceilings, open floor plan, and natural light make it ideal for a studio, gallery, or workshop. French doors open to a bluestone patio overlooking stone gardens and field—an inspiring space for creatives or gatherings. The upper attic provides additional space for storage or future expansion. The Bearsville Cottage. A charming blend of vintage soul and creative flair, this one-bedroom cottage is perfect as a guest house, rental unit, or home office. Exposed wood beams, oversized artist windows, and a cozy woodstove make the living space both inspiring and inviting. A private bedroom entrance offers added privacy for tenants or guests, while the open kitchen and living area seamlessly extends into the backyard for easy indoor-outdoor living. The Land & Location. The Woodstock compound is fully fenced with fruit trees, open fields, and garden beds—ideal for farming, raising chickens, or simply enjoying quiet nights under the stars. A babbling creek runs year-round, adding to the property's natural serenity. Whether you're dreaming of a regenerative homestead, a live/work artist's retreat, a multi-generational family property, or an income-generating opportunity, this magical compound offers flexibility and soul in equal measure. Located just minutes from Woodstock's vibrant restaurants, music venues including the Bearsville Theater, and art galleries—with easy access to hiking, swimming, and all the natural beauty of the Catskills—this is a truly one-of-a-kind offering where history, nature, and creative potential come together. Note: Short-term rental income available upon request.
…By William Pitt Sotheby's International Realty
Nestled on a quiet cul de sac and just minutes from the heart of New Paltz, this light-filled contemporary offers the perfect balance of privacy, comfort, and convenience. Set on over an acre of beautifully landscaped grounds, the property is surrounded by mature trees with a private backyard, creating a peaceful backdrop for everyday living. Inside, the cathedral ceiling and expansive windows bathe the living room in natural light, creating an airy and inviting atmosphere. The open-concept kitchen showcases custom wood cabinetry and connects seamlessly to the dining area and backyard, where two decks provide the perfect setting for al fresco dining, summer barbecues, evenings around the fire pit, or quiet mornings surrounded by nature. The thoughtfully designed layout includes three large bedrooms, two full baths, and a spacious finished lower level featuring a private office and a versatile living area, offering exceptional flexibility as a family room, fitness studio, media lounge, playroom, or guest retreat. Enjoy easy access to local restaurants, farmers markets, SUNY New Paltz, Mohonk Preserve, Minnewaska State Park, and miles of world-class hiking, climbing and cycling. Conveniently located near the New York State Thruway and bus service to NYC, this home offers an ideal blend of accessibility and Hudson Valley charm. Whether you're seeking a full-time residence or a weekend retreat, it delivers a lifestyle defined by natural beauty, recreation, and effortless living.
…By Four Seasons Sotheby's International Realty
Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream, and mountain views, this well-maintained home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and comfortable layout, with hardwood flooring throughout. The lower level adds valuable living space with a spacious family room, complete with a pellet stove—perfect for cozy evenings. An attached one-bedroom apartment, with its own private entrance, is ideal for guests, extended family, or rental income. It features a full kitchen, bath, in-unit washer and dryer, and a charming three-season porch with skylights that fill the space with natural light. A rare opportunity to own a versatile property in a peaceful Woodstock setting, surrounded by nature yet close to everything the area has to offer.
…By Four Seasons Sotheby's International Realty
Welcome to 120 Dashville Road, an extraordinary, newly constructed eco-luxury estate where world-class architectural theory meets the serene beauty of the Hudson Valley. Designed by renowned architect David Murray and deeply rooted in the design principles of theorist Christopher Alexander (A Pattern Language), this home is a masterclass in how a built environment can foster well-being, harmony, and peace. Stepping inside the 3,675-square-foot residence, you are immediately greeted by an abundance of natural light tracking the sun's natural trajectory. The home’s innovative straw bale construction is subtly revealed through grand, deeply recessed windows and built-in window seats—perfect for losing yourself in a book or watching the local wildlife. Every detail has been meticulously curated to soothe the senses and inspire creativity, featuring soft rounded corners, barrel ceilings, custom handmade tiles, sleeping niches, and secret-door bookcases. The main level offers an effortless flow designed around a "gradient of intimacy," featuring a gourmet chef’s kitchen equipped with high-end appliances, an elegant dining space, and a cozy living area anchored by a wood stove. Retreat to the primary suite on the main floor, or ascend the sculptural spiral staircase to find two additional bedrooms, a family room/den, a private office, and a second-floor deck. The bathrooms serve as personal spas, complete with a traditional Japanese Ofuro soaking tub. Outside, the property opens up to a sprawling 34.5-acre private sanctuary encompassing a pristine pond, rolling meadows, and protected wetlands. A separate artist’s studio and a dedicated pottery/potting shed provide the ultimate escape to create without distraction. Though you are tucked away in a world of your own, you are just 15 minutes from the vibrant heart of downtown New Paltz, close to the historic charms of Kingston and Woodstock, and an easy 80-minute drive to NYC. This isn't just a home—it's a lifestyle, an oasis, and a living piece of art.
…By Ellis Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa Next To The Wood Burning Stove! The Perfect Home For Retreat Or Year Round Use. Great Opportunity For Those Looking To Host A Vacation Rental. A Must See!, Additional information: Appearance:Diamond
…By Daniel Gale Sotheby's International Realty
Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an American sense of scale and ease. The result is a residence both gracious and grounded, expressive in form yet timeless in spirit. Set on 61 acres of terraced lawns, wildflower meadows, specimen trees, and woodlands with walking trails, the property offers sweeping views across the Catskills. Its half-timbered facade, leaded glass windows, and sculpted cedar shake roof evoke the romance of the English countryside, while interiors reveal over 8,200 square feet designed for both entertaining and private living. Enter through the porte cochere into an all-season mudroom leading to the spacious eat-in kitchen and adjacent breakfast room. From here, a generous butler's pantry, complete with original cabinetry, a vintage warming cabinet, and a zinc-clad sink, connects to both the informal dining room with leaded glass and stone floors and the formal dining room with beamed ceilings, fireplace, and a built-in bar concealed behind paneled doors. At the heart of the home, the living room blends comfort, character, and versatility. A wall of built-in bookcases displays books and personal collections, while a deluxe billiards table anchors the space beneath its original pendant light. A cozy seating area centers around the carved mantel bearing Galli-Curci's initials flanked by foxes, an enduring nod to Sul Monte's storied past. With leaded glass windows, wide-plank floors, and period details throughout, the room invites both lively gatherings and quiet evenings at home. Just beyond, a sunroom perfectly frames Catskill Mountain views and offers an inviting spot for a morning read or evening aperitif. Monumental windows framed in stone flood the great room with natural light, accentuating its soaring ceilings and exposed timber trusses. Originally Galli-Curci's private rehearsal studio, the space now serves as a magnificent setting for music, gatherings, or peaceful downtime. Its scale, light, and craftsmanship give the great room a presence that's both impressive and inviting. Up a private staircase from the great room, the primary suite is rich in character, with a barrel-vaulted ceiling, diamond-paned windows, and a deep window seat perfectly poised for taking in the grounds and views beyond. The suite includes a dressing room lined with mirrored closet doors and an en suite bath with original tilework and fixtures, positioned to capture western sunset light. Five additional bedrooms are gracious and well-proportioned, four of which feature finely crafted built-in closets. All six of the home's bathrooms retain original 1920s porcelain fixtures. Tucked into a beautifully landscaped corner of the grounds, the saline, heated pool also enjoys expansive views and offers a tranquil escape just a short stroll across the lawn from the house, ideal for a morning swim, a relaxed afternoon, or gathering with friends at sunset. Other features include an indoor sauna, expansive flagstone terrace, a small barn, a charming shed, and a four-room studio space with a bathroom and kitchen above the garage, currently used as a potter's studio, with potential for guest or staff accommodations with additional improvements. Located minutes from Belleayre Mountain Ski Resort and the hamlets of Phoenicia, Margaretville, and Fleischmanns, Sul Monte is just 2.5 hours from NYC and within easy reach of Woodstock and other Hudson Valley destinations. More than a residence, Sul Monte is a piece of architectural heritage, shaped by Lindeberg's belief that great homes are meant not just to endure, but to be lived in fully and shared generously.
…By Four Seasons Sotheby's International Realty
A Rare Opportunity in the Heart of Woodstock. Own a remarkable piece of Woodstock history. Once the site of the Woodstock Lodge and The Pinecrest, this storied property invites you to step back in time while envisioning its next chapter. Set on 6.5 acres of scenic land with a mix of cleared grounds, wooded trails, and a seasonal stream, this property offers a rare combination of privacy and convenience a short distance from the vibrant village center with its shops, restaurants, and year-round cultural events. The property includes nine structures plus one foundation, a workshop, and an in-ground pool. Utilities, wells, and septic exist on the property. Property and all structures, infrastructure being sold as-is/where-is. Currently zoned R3 Residential with potential for residential redevelopment and possible subdivision, Buyer to due diligence on future use/configuration.
…By William Pitt Sotheby's International Realty
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