luxury house for sale Big Indian, United States

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.

Set across 280 extraordinary acres in the Catskills, Eagles Ridge Farm is not merely a property, but a fully realized private world, an irreplaceable convergence of art, architecture, wilderness, and legacy. Bordered by thousands of acres of protected wilderness within the historic sphere of the Gould and Rockefeller Catskills holdings, the estate retains the scale and quiet grandeur of a disappearing era. Assembled over generations, the property carries forward a tradition of deeply personal estates created not simply for habitation, but for reflection, creativity, and permanence. Unlike many great legacy properties lost to subdivision or time, this extraordinary holding remains remarkably intact, a singular offering of cultural depth, ecological scale, and privacy that would be nearly impossible to recreate today. Just over two hours from New York City, the property unfolds across forests, open meadows, private streams, and mountain ridgelines rising to 2,270 feet. More than ten miles of trails weave throughout the land, swimming holes, moss-covered pathways, sculptural clearings, and panoramic viewpoints that feel entirely removed from the modern world. At the heart of the estate lies one of the most extraordinary environmental sculptures ever created, Michael Ayrton's stone maze. Conceived by Wall Street investor and contemporary art collector Armand Erpf after reading Ayrton's The Maze Maker, a fictional autobiography of Daedalus, the work was commissioned directly from the celebrated English sculptor and completed in 1965. Believed to be the largest stone maze built since antiquity, the work stretches approximately 1,680 feet and is anchored by original bronzes depicting Daedalus, Icarus, and the Minotaur. Both artwork and immersive landscape experience, it transforms the property into something far beyond a traditional country estate, a museum-quality assemblage woven into the landscape itself, equal parts philosophical environment and living work of art. Near the entrance to the stone maze, a smaller contemplative labyrinth offers a quieter moment of reflection within the landscape. More than a dozen additional sculptures are woven throughout the grounds, reinforcing the estate's identity as a place shaped as much by imagination as by architecture. The main residence was fully renovated in 2016 for modern mountain living while preserving its timeless relationship to the surrounding landscape. Spanning approximately 5,300 square feet with eight bedrooms and seven-and-a-half baths, the home opens to expansive terraces, formal gardens, wide lawns, and sweeping mountain views. A cupola crowns the residence, creating a rare balance between refinement and wilderness. Beyond a covered cedar staircase and moss-lined bluestone paths sits a beautifully restored 2,800-square-foot brick guest house with three private apartments, offering flexible accommodations for guests, caretakers, artists, or multi-generational living. The estate further includes: An 800-square-foot pool house with kitchenette and changing rooms A heated 56' x 24' pool with expansive bluestone terrace A five-stall horse barn and polo stick-and-ball field Garages accommodating up to six vehicles An office cabin and trout stream pump house A Har-Tru tennis court ready for resurfacing for tennis or pickleball Wired and wireless high-speed internet and comprehensive security infrastructure Existing systems supporting future off-grid energy potential The land itself is among the property's greatest luxuries. Approximately 40 acres of lawns, meadows, and pasture blend into 240 acres of mixed forest traversed by two year-round trout streams, Bush Kill and Dry Brook, creating private swimming holes, wildlife corridors, and a sense of immersion in nature. Importantly, the property remains free of conservation easements and deed restrictions, allowing unusual flexibility for future stewardship.

Nestled in the heart of the beautiful Catskill Mountains, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, privacy, and convenience. Built in 2012 and featuring approximately 1,560 square feet of living space, the home boasts a spacious, thoughtfully designed layout with generously sized rooms, abundant natural light, and the ease of one-level living. The inviting great room serves as the heart of the home, highlighted by a beautiful fireplace that creates a warm and welcoming atmosphere year-round. The kitchen features attractive butcher block countertops, offering both style and functionality for everyday living and entertaining. Situated on approximately 0.6 acres, the property is designed for enjoying the outdoors. Step into your own private backyard retreat, complete with a pool, hot tub spa, and plenty of space to relax, entertain, and take in the peaceful mountain surroundings. Whether you're hosting summer gatherings, unwinding under the stars, or enjoying your morning coffee, the backyard delivers exceptional Catskills living and vacation-like vibes. Conveniently located just minutes from the Village of Margaretville, you'll enjoy easy access to local shops, restaurants, skiing, hiking, fishing, and all the recreational opportunities the Catskills are known for. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity, this property delivers exceptional value in a picturesque setting. Experience the best of country living with modern comforts at 99 Glen Acres Road! This is a place where mountain charm, modern amenities, and outdoor enjoyment come together beautifully.

Spectacular Artisan Lodge: A Sun-Drenched Woodland Sanctuary.Welcome to an extraordinary blend of rustic grandeur and refined modern luxury. This master-built artisan timber lodge sits in perfect harmony with its natural surroundings, offering an expansive floor plan wrapped in warm, hand-crafted detail, architectural brilliance, and sun-soaked living spaces.Step inside to experience an incredible sense of scale and light. Soaring cathedral ceilings anchored by rich timber craftsmanship frame dramatic floor-to-ceiling windows, bathing the home in brilliant southern exposure. A stunning river rock mantle surrounds the wood-burning fireplace, while designer lighting fixtures throughout highlight the home's unique architectural lines and rich wood tones.Designed for both intimate dinners and grand hosting, the gourmet kitchen effortlessly balances modern performance with artistic charm. It has been upgraded with contemporary finishes, high-end cabinetry, and premium stone surfaces, and is anchored by a 6-burner chef's stove built for serious culinary endeavors. An eye-catching, oriental-inspired fan bar serves as both a functional breakfast counter and a striking centerpiece, all while overlooking the most beautiful mountain views the Catskills have to offer.The main-level primary suite is privately positioned on the main floor, offering the serene retreat of main-level living at its finest. Enjoy effortless accessibility, beautiful natural views, generous closet space, and a spa-inspired en-suite bath, with motorized window treatments adding a high level of convenience.Ascend the handcrafted staircase to a versatile upper-level guest quarters designed for privacy and comfort. Two spacious, light-filled bedrooms share a full guest bathroom with a changing area, while an open upper-level seating area and loft provide the perfect spot for a cozy reading nook, home office, or secondary lounge overlooking the main living space.The substantial walkout basement offers expansive additional living or recreational space that opens directly to the outdoors, equipped with a massive woodstove capable of warming the entire house. It provides seamless access to the attached two-car garage, ideal for parking, a workshop, or additional storage, and includes a separate office room offering extra space and privacy to work or study.The grounds are a serene extension of the interior living space, with gently rolling lawns framed by fragrant, low-maintenance landscaping woven with creeping thyme, making upkeep a whole new experience. Enjoy all-day sunlight, starry nights, and tranquil mountain breezes from every corner of the property.An irreplaceable masterpiece combining architectural scale, modern convenience, and total serenity. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

203 Watson Hollow Road is a Creekside Gem Close to Woodstock, NY. A beautiful and impeccably maintained single-family home tucked away on a quiet road near the Ashokan Reservoir includes three bedrooms and one bathroom. The property is a tranquil paradise for outdoor enthusiasts. The gorgeous creek flows year-round and is surrounded by lovely trees and foliage. This exceptional cottage residence is warm and inviting with two wood-burning fireplaces. A stone, wood-burning fireplace is in the living room and another wood burning fireplace in the primary bedroom. A delightful sunroom is ready for entertaining, or reading your favorite book. The kitchen has all the appliances you will need for home cooking. A dishwasher can be added, if desired. There is a washer and dryer, the heating source is propane and central air conditioning was added in 2026, The roof is also new. Effortless convenience to Woodstock, Kingston, and the NY State Thruway makes this dream home in the Hudson Valley the one you have been waiting for.

Welcome to 270 Kristen Ridge in Margaretville, NY -- a beautifully designed mountain retreat privately situated on 5.1 scenic acres within the exclusive ThornApple Ridge Estates. Located at the end of a quiet cul-de-sac, this exceptional 4-bedroom, 4.5-bath custom home offers breathtaking mountain views from nearly every room and the perfect blend of privacy, comfort, and luxury Catskills living.Expanded in 2013 while maintaining the integrity of the original design, the home now encompasses approximately 4,199 square feet of thoughtfully crafted living space. Designed for both entertaining and relaxation, the property features expansive decks and patio areas, a hot tub, game room with pool table, well-equipped gym, two saunas, and two laundry rooms.The main level welcomes you with an elegant entryway leading to a formal dining room and spacious living room highlighted by vaulted ceilings, oversized windows, and a striking cobblestone wood-burning fireplace. Just beyond is the private primary suite featuring a fireplace, ensuite bath with double sinks, walk-in closet, and a dedicated office area ideal for working from home.A bright stairwell leads to a recreation area complete with a TV room, gym, full bath, laundry room, and an imported custom Finnish sauna with direct access to the outdoor patio and hot tub.The kitchen offers custom cabinetry, granite countertops, skylights, and a wine refrigerator, while the sunny eat-in area opens to the upper deck with panoramic mountain views. Adjacent to the kitchen, the grand sunroom creates a warm and inviting gathering space filled with natural light.The lower level includes three additional bedrooms, two full baths, a second sauna, additional laundry area, and a spacious game room, providing excellent accommodations for guests and family. Residents of ThornApple Ridge enjoy access to a private community pool within an intimate community of only 14 homes, ensuring a peaceful and private atmosphere. Conveniently located just five miles from the village of Margaretville, the property is close to hiking trails, the NYC reservoir for fishing, Hanah Mountain Resort & Country Club, and the ski slopes of Belleayre and Plattekill, with Hunter and Windham also within easy driving distance.This remarkable Catskills retreat offers an exceptional opportunity to enjoy mountain living at its finest, combining luxury amenities with stunning natural beauty.

3026 New Kingston Mountain Road is a beautifully composed mountain retreat set on 11 private acres in Roxbury, with sweeping eastern views across the Catskills. The house sits in complete privacy, thoughtfully positioned to capture morning light and expansive long-range views. The setting feels both secluded and connected to the surrounding landscape, with mature trees, layered gardens, and mountain vistas in nearly every direction. Inside, the interiors are warm, understated, and deeply inviting. Soft lime washed walls, warm wood floors, thoughtful built-ins, and a restrained material palette create a home that feels both elevated and entirely livable. The generous great room is anchored by a woodstove and wrapped in windows, while the kitchen balances utility and charm with custom millwork and easy access to the surrounding deck. Bedrooms are quiet and comfortable, and the baths are simple and beautifully executed, with clean lines and timeless materials throughout. The outdoor spaces are equally compelling. An expansive deck overlooks the pond and mountain views beyond, while a cedar hot tub and firepit create natural gathering points across the property. A striking detached studio adds exceptional flexibility—ideal as a workspace, guest overflow, or creative retreat. Private, peaceful, and thoughtfully designed, this is a rare Catskills offering that feels both refined and deeply rooted in place.

Modern Mountain Retreat with Hunter Mountain Ski Slope Views, Hot Tub & Entertainer's Dream Layout. Perfectly positioned in the heart of Hunter and capturing direct views of the Hunter Mountain ski slopes, this contemporary mountain retreat offers the ultimate combination of style, comfort, and four-season adventure. Designed with entertaining in mind, nearly the entire main level unfolds as one dramatic open living space highlighted by soaring pine vaulted ceilings, walls of glass framing breathtaking mountain and trail views, and a stunning double-sided stone fireplace anchoring the great room, bar area, and recreation space. Multiple sliding doors lead to expansive decking, creating seamless indoor-outdoor living and the perfect setting for après-ski gatherings, summer entertaining, or relaxing while overlooking the slopes. A woodstove adds additional warmth and mountain charm to the already inviting living area. The updated kitchen blends modern design with functionality, featuring crisp white cabinetry, stone countertops, breakfast bar seating, and stainless-steel appliances including Bosch. The beautifully renovated half bath showcases sleek subway tile and offers convenient access from both the main living area and the upstairs bathroom layout. The lower level is thoughtfully designed for hosting large groups, getaways, or future short-term rental potential. Four additional bedrooms -- including two en-suites -- and a common area full bathroom offer plenty of space for guests. A dedicated gym rounds out the amenities, while a separate gear entry provides the perfect landing spot for skis, snowboards, mountain bikes, fishing equipment, and all your outdoor essentials after a day exploring the Catskills. Step outside to your private hot tub retreat complete with privacy enclosure, ideal for relaxing after skiing at Hunter Mountain or hiking nearby trails. Whether you're searching for a stylish ski house, vacation home, Airbnb investment opportunity, or year-round Catskills escape, 109 Botti Drive delivers the mountain lifestyle buyers are searching for just minutes from skiing, dining, hiking, golf, and all that Hunter and the surrounding Catskills have to offer. A 3D Walkthrough Tour is available in the digital Lookbook or by request

There's a distinctly Bohemian heartbeat to this Woodstock compound -- the kind of place where every corner feels like it has a story to tell or awaits the hearing of yours. The 1850 respectfully updated, original farmhouse, with its rich hand-hewn beams, gleaming wide floorboards, and six over six windows carries the patina of time, offering warmth, charm, and the kind of character that make old homes irresistible. The early 1990's addition expands the residence to provide alluring and flexible usage. This home is soulful, and available for those who appreciate authenticity. In the living room, with its two directions of light, an old brick fireplace anchors the space with rustic charm. The intimate, fully equipped kitchen with a natural stone seating bar & the beamed dining room feel like the heart of a true country home: Fetch, prepare and enjoy the local farmland bounty. The vaulted gathering room is dramatic with its absolutely fabulous wallpaper and 16' north light wall offering pastoral views into a peaceful meadow making it an ideal spot for music, reading, long conversations and rest. French doors open onto a stone patio and into the garden where, through the arbor, a sheltered brook offers its expected coolness and melodic sounds. In every season, this land provides a visual symphony and an earned sanctuary. The property's creative soul radiates in the 4-season studio, a 1000sqft space, w/ a 20' skylit ceiling, that beckons your creative expression no matter the medium - paint, sculpture, music, or movement, in group or solo. A bluestone path leads beneath massive trees to a woodworking shop offering yet another layer of creative opportunity. In the home, the hobby room was Harriet Tannin's darkroom, ready to once again function as such. Perhaps here is where she pioneered photo weaving. The buildings and property provide the atmosphere for your projects and expression long awaiting their and your realization. Together, these elements form a true Woodstock compound, walking distance from the celebrated Bearsville Theater Campus: An historic acoustic showcase from the '70s for leading artists, and revived in 2019 as a platform for ongoing musical and film venues, a unique event space, as well as local fare. The property's three buildings shape a natural, secluded courtyard and quiet oasis. Delightfully sited on over 3.5 poetic acres with exquisite old growth trees, flowering shrubs, and adjacent to larger land, this is a place for one who sees beauty in creation, who values character and nature, and who's been waiting to have an antique home, workspace, and creative life all in one. This inspiring property is a refreshing homage to the old Woodstock. It feels like home from your first step inside. Just minutes from the renowned village, yet a world apart.

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.

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!

Ever-changing light rises from the Ashokan Reservoir and travels uphill, casting its spell across this elegantly designed contemporary colonial on 4 acres. The home's construction reflects an uncommon commitment to quality. Built well beyond code requirements, it is framed with kiln-dried Douglas fir, insulated to exceptional standards, and fitted throughout with argon-filled, double-paned low-emissivity glass. A new roof and completely painted on both the interior and exterior results in a remarkably efficient and comfortable home that has been meticulously maintained.Privately sited and thoughtfully designed, the approach immediately sets the tone. Bluestone stepped gardens lead to either of the home's two front entrances, framing the arrival with the same careful attention that defines every space within.Inside, a soaring great room forms the heart of the home, seamlessly uniting the kitchen, dining, and living areas beneath lofty ceilings and walls of glass. At its center, a double-sided marble fireplace anchors the space, offering warmth and architectural presence while framing views of the pool, mountains, and shimmering reservoir beyond. On the opposite of the fireplace find a gracious sitting area providing an inviting setting for either intimate or expansive gatherings.Just beyond these living spaces, a cozy media room offers a welcome retreat. It is thoughtfully positioned for comfortable viewing day or night. The first floor also includes a flexible owner's room anchored by a second fireplace and opening to the outdoor living areas via double doors. Here is a full bath for easy pool and terrace access.Upstairs, the primary suite occupies the full depth of the home running from front to back. A fireplace provides warmth during the cooler months, while the spacious bath elevates daily routines, with a deep soaking tub, an oversized walk-in shower, and an expansive vanity. A wide, polished-wood hallway leads to two more generously sized bedrooms that share a skylit bath flooded with natural light. Throughout the second floor, windows are oriented to multiple exposures, and every room feels bright and connected to the landscape.A separate staircase off the kitchen, opposite the sunny laundry room and adjacent to the attached two-car garage, leads to a completely private loft/suite. Here you'll discover soaring vaulted ceilings, a full bath, and generous living space. Here is an ideal suite for guests, caregivers, creative pursuits, or work-from-home flexibility.The rear of the property centers on a dynamic pool setting, privately framed by mature landscaping, mountain views, a peek-a-boo Ashoken view, and open sky. The generous pool has a new heater.The offering includes two lots. A contiguous third lot, located above the driveway entrance, is available separately to further expand the estate or preserve privacy. A list of recent improvements is available upon request, including interior and exterior paint, pool improvements, updated bathrooms, electrical, and new garage doors. The mechanical systems are of the highest caliber. There is an accessible, usable basement.Ideally located minutes from Woodstock, Kingston, and Phoenicia, the property offers easy access to hiking trails, ski mountains, and some of the Hudson Valley's most beloved destinations. The New York State Thruway is approximately fifteen minutes away, while Rhinebeck and Hudson are easily reached for dining, shopping, and cultural pursuits. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.

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.

Introducing Roaring Kill Retreat. Tucked among the trees on a secluded parcel, this light-filled 3-bedroom, 2-bath home is a modern Catskills escape where thoughtful, modern architecture meets handcrafted design. Abundant natural light pours through expansive windows, creating the feeling of a treehouse, while warm interiors balance clean lines with inviting character. The newly renovated kitchen is a standout, featuring custom cabinetry, ceramic checkerboard flooring, and a one-of-a-kind backsplash handcrafted by the homeowner, a local artist. Custom built-in cabinetry in the dining room adds warmth and functionality, while a wood-burning fireplace anchors the living space. A generous back deck and private balcony off the primary bedroom place you right in the forest canopy—perfect for entertaining, morning coffee, or simply taking in the peaceful surroundings. Partly wooded and exceptionally quiet, the property offers seasonal mountain views, nearby stream, and walkable access to nearby trailheads leading to some of the Catskills' most beloved hikes and waterfalls. Ideally situated between Plattekill Falls and Roaring Kill, it's also just 20 minutes from Colgate Lake and only 15 minutes to Hunter Mountain. Nature lovers will appreciate the property's remarkable wildlife, with more than 70 bird species observed from the home, including nesting Barred Owls. The surrounding woods and stream offer opportunities for mushroom foraging, while spring brings the unforgettable courtship displays of American Woodcocks nearby. Throughout the seasons, the landscape is constantly changing—from vibrant autumn foliage and mountains that glow red at sunset to soft pink evening skies created by the mountain elevation. In winter, Roaring Kill Retreat becomes an especially cozy escape, with snowy forest views best enjoyed beside the fire.

THIS is your chance to own the pinnacle of luxury in Greene County NY. Take a ride in the scenic mountains near Tannersville NY and you will have the opportunity to wander down a magical drive that will transport you back in time to the Golden Age of The Catskills, and to Caddam Hill. Once the home of the famous actress Maude Adams, you can hear echoes of a time gone by from every corner of the estate's 31 acres, which are comprised of majestic mountain views, an extensive trail system that passes a spring-fed pond, and lovely sparkling streams. The estate's acreage offers an abundance of natural beauty and privacy for your exclusive enjoyment; but, meander among the trees, you'll also connect to the Mountain Top Arboretum (156 acres of protected land) and Hunter Foundation (136 acres) which are both adjacent to this property, as is the well-known artist and writer's retreat, Onteora Club - where Maude Adams once mounted theatricals with friends. The warmth and charm that envelopes you when you walk through the front door of Caddam Hill follows throughout the home. Enter the stunning great room, take in the original woodwork, beams & gleaming oak floors - the stone fireplace will surely capture your attention until you look through the antique windows at the spectacular mountain views. Breathtaking sunsets can be enjoyed from every room on the south side of the house and from the expansive wrap-around deck. This beautiful, historic property from the 1900's has been updated for modern comfort and practicality in every way imaginable, without losing any of its prodigious original character. If the walls could talk the stories would amaze you. Standout spaces include a well-appointed chef's kitchen, billiards room, media room, gym, a cozy bar, and elegant primary suite with fireplace. Caddam Hill is convenient to the many attractions in the vibrant 4-season Catskills community: Kaaterskill Falls, Twilight Park, Hunter Mountain Ski Resort, the trails of Catskill Park, Colonial Country Club, Colgate Lake, the charming Village of Tannersville, performing arts venues, restaurants (it's a mere 0.2 miles to The Deer Mountain Inn), and area festivals are just of few of the nearby notables. - WELCOME TO CADDAM HILL. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

The Clove House in Elka Park- There are places in the Catskills where the journey is every bit as beautiful as the destination. 1958 Platte Clove Road is one of them. Set on just over two acres in Elka Park, this four-bedroom, three-bath mountain retreat sits amid one of the Catskills' most dramatic landscapes--where winding mountain roads climb past waterfalls, deep forest and rocky cloves, and miles of celebrated hiking trails are just moments away. Inside, the house is designed for relaxed four-season living. A woodstove sets the tone after a day on the mountain, while the lower-level recreation space--with ping-pong and Pop-A-Shot--offers plenty of room for gathering and play. An attached one-car garage adds everyday practicality. Out back, a generous deck looks toward the surrounding mountains and creates the perfect perch for morning coffee, summer dinners and long autumn afternoons. A swim spa adds another layer of four-season enjoyment-equally inviting for a refreshing summer dip or a warm soak after a day of hiking or sking. A separate ADU adds another layer of possibility--ideal as a studio, office, creative retreat or additional flexible space. Close to Platte Clove Preserve, Plattekill Falls, Huckleberry Point and some of the Catskills' most extraordinary hiking, 1958 Platte Clove Road is more than a mountain house. It's a front-row seat to the Catskills!

The Elka Park Studio-Build, Create, Expand. Tucked just beyond the reach of the everyday, in the quiet pocket of Elka Park, this property offers something increasingly rare — a finished, thoughtfully renovated guest house/art studio paired with the infrastructure to grow. Set on two acres along sought-after Platte Clove Road, the groundwork has already been done. A newly improved septic system sized for a four-bedroom home, in-ground electric, drilled well, and whole-house generator allow for a seamless transition to your future build. The existing structure lives beautifully in the meantime — a light-filled studio with vaulted ceilings, a lofted living space, and a wood-burning stove that anchors it all. Below, a one-car garage and flexible workspace lend themselves to creative use or quiet retreat. What sets this property apart is its position. A south-facing orientation captures sweeping mountain views and steady light throughout the day — the kind of setting that draws artists, designers, and those looking to disconnect without disappearing entirely. From your door, access some of the Catskills’ most iconic outdoor destinations, including Kaaterskill Falls and Platte Clove Preserve, with skiing at Hunter Mountain just minutes away. The villages of Woodstock and Tannersville are a short drive for dining, galleries, and everyday ease. A rare opportunity to own a small, meaningful piece of Elka Park — with the hard work complete, and the vision still yours to define.

Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse--where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks--one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for entertaining or quiet evenings by the fire. The main floor primary ensuite features a walk-in closet, built-in shelving, and serene views, while two flexible-use rooms offer space for a home office, media room, or guest quarters. Smart thermostats add modern comfort. Step outside to your private bluestone patio with a heated saline inground pool, outdoor kitchen, and firepit--your personal oasis nestled in the Catskills. A finished studio space above the 440 sq. ft. garage offers even more options for creativity or guests. Additional features include solar panels with battery pack, a circular drive for easy access, and meticulous attention to detail throughout. A truly rare offering--private, peaceful, and just minutes to the vibrant arts, dining, and community of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.

A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home beautifully embodies the enduring ideals of the Arts & Crafts movement with exposed stone walls, hand-hewn beams, warm wood floors, and handcrafted details that reveal themselves around every corner. Every room tells a story, offering a sense of warmth, artistry, and timeless character rarely found today. From the 1950s through the 1960s, the property operated as a beloved summer camp, a history reflected in its sprawling 8.69 acres and collection of charming outbuildings. Brimming with potential, these structures invite endless possibilities as artist studios, workshops, guest cottages (subject to approvals), wellness spaces, or inspiring creative retreats. The current owners have thoughtfully restored the impressive 60'x 20' in-ground pool, transforming it into the centerpiece of unforgettable summer gatherings. Whether hosting friends or enjoying a quiet moonlit swim, the setting captures the nostalgic magic of a classic Catskills camp. The accompanying A-frame pool house completes the experience, offering a charming place to change, relax, or simply embrace the carefree spirit of summers gone by.Inside, careful updates honor the home's original character while providing modern comfort. The beautifully renovated kitchen features bespoke walnut cabinetry, elegant stone countertops, and stainless steel appliances. Both bathrooms have been tastefully redesigned with materials and finishes that feel entirely at home within the property's historic architecture. The generously proportioned living room is both dramatic and inviting, easily accommodating a grand piano at one end and a spacious seating area anchored by a magnificent stone fireplace at the other. Just beyond, a delightful three-season porch serves as the perfect summer sleeping porch or guest retreat. A small adjoining alcove, illuminated by a stunning wall of stained glass, offers a tranquil nook for reading, meditation, or quiet reflection. Upstairs, three charming bedrooms and a full bath enjoy peaceful views over the property's beautiful grounds, large raised-bed garden and meandering 3-season stream. Before the current owners, the home was cherished for four decades by a renowned musician, continuing a long tradition of creativity, hospitality, and inspiration. Today, the landscape remains as captivating as ever, with rolling lawns, mature trees, woodland, historic outbuildings, and abundant space to explore, gather, and create. Properties of this caliber and provenance seldom become available. Whether you're captivated by its architectural significance, Woodstock's celebrated artistic legacy, or the remarkable opportunity to create your own history here, 60 Boggs Hill Road offers far more than a home--it offers the chance to become the next steward of one of Woodstock's truly exceptional legacy properties.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A charming red 4-stall barn - a nod to the property's days as a functioning horse property - adds tremendous character and versatility, complemented by a detached garage and shed for ample storage and utility. Whether you're looking for a private personal retreat, an equestrian revival, or a savvy investment, this property delivers on all fronts - already subdivided into four separate parcels, offering exceptional flexibility and significant potential for additional building.

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular air-conditioned modern log cabin delivers the perfect combination of privacy, luxury finishes, breathtaking ski slope views, and exceptional future short-term rental potential. Whether you're searching for a luxury ski house, furnished vacation home, Catskills retreat, or future Airbnb investment property, this rare offering checks every box. Arrive via freshly paved and town-maintained Anchor Camp Road, surrounded by beautiful newer construction homes, underground electric, and dramatic mountain scenery that buyers seeking long-term value near Windham Mountain Club are searching for. Freshly stained just one week ago--including the exterior, expansive decking, and railings--the home feels polished, updated, and move-in ready. Inside, soaring vaulted ceilings, warm wood finishes, and a dramatic wall of glass, flood the home with natural light while showcasing stunning views of Windham's ski slopes and surrounding mountains. One of three sleek modern fireplaces anchors the great room, creating the ultimate après-ski atmosphere. The open-concept floor plan was designed for entertaining, featuring a chef's kitchen with stone countertops, stainless steel appliances, custom cabinetry, oversized entertaining island, and two refrigerators--perfect for hosting parties, holidays, and large groups. Sliding doors open directly to an expansive rear deck complete with hot tub, seamlessly blending indoor and outdoor living year-round. Offering a total of five bedrooms, including four private en-suite bedrooms with beautifully finished bathrooms, the layout was thoughtfully designed to accommodate large gatherings, and luxury vacation rental guests. The first-floor primary suite offers a spa-like retreat with a tiled walk-in rain shower, while every bathroom features custom tile work and elevated finishes. Upstairs, two oversized en-suite bedrooms with private Juliet balconies provide exceptional guest accommodations with peaceful mountain and ski slope views. A fourth en-suite bedroom is privately situated in its own wing above the attached two-car garage, creating the ideal setup for guests, a private office retreat, or additional flexibility for future short-term rental use--while still remaining connected to the main residence. The fully finished walkout lower level creates an additional entertainment space featuring a spacious family room with fireplace, custom bar area, fifth bedroom, full bath, sauna room, and flexible office or additional sleeping space. Outside, the property transforms into a private luxury mountain retreat. A beautifully landscaped fenced garden area with outdoor kitchen, pizza oven, and dining space leads to a magical wooded path that meanders to a stunning cascading stream and private fire pit area. Relax to the peaceful sounds of rushing water, cool off during warm summer days, or unwind beneath the stars after skiing at Windham Mountain. While the home is not currently operating as a short-term rental, the layout, location, amenities, privacy, and proximity to Windham Mountain Club create exceptional Airbnb and Vrbo potential in one of the Catskills' strongest four-season rental markets. Minutes to skiing, golf, hiking, restaurants, spas, and year-round Catskills adventures, this is the type of Windham property that rarely becomes available. Select furnishings may be available separately for purchase and are negotiable outside of the real estate transaction, offering buyers the opportunity to create a more seamless turn-key experience if desired. A 3D Walkthrough Tour is available by request.