luxury real estate 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.

Prime Turnkey Investment Property in the Heart of the Catskills – Fleischmanns, NY Located in the heart of the picturesque Catskill Mountains, this exceptional turnkey investment property offers a rare opportunity to own a beautifully maintained home in one of the region's most desirable areas. Just minutes from Belleayre Ski Mountain, this property is perfectly positioned to attract year-round guests, whether they’re seeking a winter getaway or a peaceful retreat in the warmer months. This property is an ideal choice for investors looking for a low-maintenance, high-reward venture. Whether you're interested in short-term vacation rentals or long-term tenants, the property is ready to generate consistent rental income. With its modern amenities and meticulously cared-for living spaces, this home is both comfortable and welcoming. The layout is thoughtfully designed to maximize both functionality and relaxation, making it perfect for guests after a day on the slopes, hiking the nearby trails, or enjoying the stunning natural beauty of the Catskills. The home features spacious living areas, a fully equipped kitchen, and cozy bedrooms. Each room has been updated with stylish finishes, providing a balance of charm and modern convenience. Guests will appreciate the home's inviting atmosphere, with plenty of natural light streaming through large windows that offer scenic views of the surrounding mountains. Step outside to enjoy a wraparound deck, perfect for outdoor dining, entertaining, or simply unwinding in nature. After a day of outdoor adventures, relax in the hot tub and soak in the serene atmosphere of this peaceful retreat. The property’s low upkeep makes it an ideal investment for those seeking a hassle-free ownership experience. With its prime location, the property is in high demand for both short-term and long-term rentals. The nearby Belleayre Ski Mountain is a major draw for winter sports enthusiasts, while the surrounding area offers ample opportunities for hiking, fishing, and exploring the vibrant local community throughout the year. This home blends natural beauty with excellent income potential, making it an exceptional investment opportunity. Whether you’re looking to expand your portfolio or step into the world of vacation rentals, this property offers both immediate and long-term value. Don’t miss your chance to own a piece of the Catskills! **Investor Alert! This is a rare opportunity to purchase three successful Airbnb properties together all on Kleis Spur Road. Add this turnkey, income-generating-package to your portfolio (MLS # 202525576 and 202525578)

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.

Tucked away on a quiet country road in the heart of Boiceville, this beautiful three acre parcel offers the kind of peace that's becoming increasingly difficult to find. Towering mature trees create a natural canopy over the property, offering shade, privacy, and an inspiring setting for your future Catskill retreat. Beyond the homesite, the land drops steeply toward the Little Beaver Kill stream below. While the terrain is rugged, there are access points for those who wish to explore. From above, the sound of flowing water rises through the trees, adding a quiet soundtrack that naturally slows the pace and deepens the sense of escape. Thoughtfully improved and ready for its next chapter, the property is serviced by public water, electricity has already been established, the driveway has been roughed in, and a homesite has been cleared, providing an excellent foundation for whatever comes next. Located along the scenic Catskill Byway, Boiceville is perfectly positioned between the vibrant historic city of Kingston and the high peaks of the Catskill Mountains. Hiking trails, world class trout streams, Belleayre Mountain, farm stands, antique shops, and winding back roads are all just minutes away. This is a place where you'll find yourself rolling the windows down, taking the long way home, and breathing a little deeper. Whether you're dreaming of a weekend escape or a full time home immersed in nature, this property offers a rare opportunity to build a life that's a little quieter, a little slower, and deeply connected to the landscape that makes the Catskills so special.

Dating to 1783, 38 Van Road is an exceptionally early Catskills stone house set in a quiet vale between mountains and the pristine waters of the Schoharie Creek. The house sits at the heart of an extraordinary 155-acre property in Lexington, NY. Nearly everything within view is yours or forever-wild land as the property abuts thousands of acres of state land, extending the wilderness far beyond its boundaries, with no visible neighbors—just quiet and a profound sense of privacy. Originally built by French Huguenots, the property was carefully renovated in 2016 to combine its old-world charm with modern living. With radiant flooring throughout, new plumbing and electrical, updated HVAC systems and a new standing-seam roof, this is a property that is as updated and turnkey as it is hand-hewn and handmade. A small solar array at the edge of the property reduces energy costs to almost nothing while retaining connection to the grid, backed by a whole-house generator. The house retains the wonderfully imperfect character of its nearly 250-year history: wide-plank floors hand-milled from old-growth trees, massive hand-hewn beams, thick stone and plaster walls, all anchored by extraordinary original hearths—enormous open fireplaces that feel almost architectural in scale. You’ll find additional woodstoves in the living room, sunroom and upstairs bedroom. Connected directly to the original house is an extraordinary 18th-century timber-framed artist’s studio. Enjoy this wonderfully creative space with soaring ceilings, monumental old beams and enormous windows that create a dramatic, volume-filled space. The potential to retain or transform it abounds. Bathed all day in natural light thanks to a strategically sited wall of north-facing windows, the space is both open and cozy, with a woodstove and heat pumps for effortless heating and cooling year-round. Above, on a mezzanine level, additional sleeping quarters and an exercise room look out across gorgeous mountain views, creating a wonderful space for guests or a personal spot for restorative retreat. Once a cattle and later a flower farm, the land surrounding the house is particularly beautiful, with mature magnolias, thousands of peonies, a fruit and nut orchard and remarkable specimen trees. Trails and old farm paths continue deep into the acreage and up the mountainside, offering the rare experience of wandering for hours without leaving your own land. Outside, a cedar hot tub provides another way to experience the setting throughout the seasons, though the greatest amenity is the land itself. With 155 acres and thousands more acres of state land directly adjoining it, 38 Van Road feels immersed in a wilderness far larger than its boundaries. To find a historic property like this, intact and removed from a main road, is a rare treasure. There are woods to wander, your own mountainside to explore and over 1/4 mile of water frontage on one of the Catskills' most pristine creeks to swim in on long summer afternoons. The property is minutes from two ski areas, has a trendy grocery within walking distance and several delicious cafés and restaurants up the road. A conservation easement protects the wild character of the landscape while allowing for further development within its provisions and reduced taxes—a compelling balance between possibilities for the future and long-term protection of this special swath of land. 38 Van Road is ultimately much more than an early stone house on acreage. It is the rare opportunity to become the next steward of an extraordinary piece of the Catskills.

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.

ONCE-IN-A-LIFETIME OPPORTUNITY: TROPHY PROPERTY on 485 ACRES with +752 ACRES of adjoining NYC land at the end of a quiet town road in Roxbury, NY. Discover mountain vistas, spring-fed ponds, stone walls, and a 500-ft private driveway leading to a pondside home site with grape arbor, footbridge, and gazebo. The 3-bed, 2-bath farmhouse features wood floors, a FIELDSTONE-FIREPLACE, and rustic charm throughout. Additional highlights include a 30x60 barn with STONE PIZZA OVEN, extensive trails, open meadows, and a HIDDEN LOG CABIN retreat overlooking a pristine pond. With this remarkable estate, you'll not only own one of the region's most significant country properties-you'll also be helping to support the lifesaving mission of ST JUDE CHILDREN'S RESEARCH HOSPITAL.

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

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.

Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship with an increasingly desirable location in Windham Mountain Club's Village East community, just over two hours from NYC. The heart of the home is a spectacular two-story great room where soaring pine-clad ceilings, rich cherry paneling and exceptional custom millwork showcase the craftsmanship of this true post-and-beam retreat. A massive stone fireplace rises through the space, while expansive walls of glass capture the surrounding mountain landscape and fill the room with natural light. It's a setting made for the best parts of mountain life--fireside cocktails after a day on the slopes, long dinners that stretch late into the evening, and weekends filled with guests and entertainment. The adjoining chef's kitchen is every bit as impressive, with a premium Viking appliance suite, granite countertops and an oversized center island that naturally becomes the gathering place. Multiple dining and entertaining spaces flow together beautifully, allowing the home to feel equally suited to an intimate weekend escape or a house full of visitors. Substantial, warm and beautifully detailed, the level of woodwork and craftsmanship throughout gives this home a character and sense of luxury that simply cannot be replicated by today's typical new construction. The first-floor en-suite features a tiled walk-in shower and classic clawfoot tub, while the second-floor en-suite offers another private retreat with its own balcony, sitting area and jetted tub overlooking a peaceful stream. Four additional bedrooms provide plenty of space for everyone. The walk-out lower level adds even more room to gather with a family room, game room, guest accommodations and full bath. Outside, enjoy the private hot tub surrounded by Catskills scenery. A heated ski and boot room with custom built-ins keeps mountain gear organized, while an attached one-car garage adds year-round convenience. The exterior, deck and railings have also been freshly painted. The location may be one of this property's greatest assets. 19 Twin Maples borders land where Windham Mountain Club is developing new luxury homes, positioning this property in the heart of an expanding luxury resort community and offering compelling potential for future appreciation as the surrounding development takes shape. With walkable trail access, proximity to Windham Mountain Club, six bedrooms, expansive entertaining spaces and strong short-term rental potential, 19 Twin Maples offers an appealing combination of personal enjoyment and investment opportunity. Whether envisioned as a luxury Catskills ski home, NYC weekend retreat, STR investment property or full-time mountain residence, this is a home to enjoy now with exciting potential for the years ahead. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Sited in nearly 13 private acres between Hunter Mountain and Windham Mountain Club, this exceptional 6-bedroom home offers the kind of Catskills experience buyers spend years searching for--complete privacy, lush landscaping, mountain views, and a rushing stream that borders the entire rear of the property.Wake up to the sounds of nature, spend your days exploring your own woodland trails, and stroll down to the stream that winds through the back of the property. Whether you're hosting a crowd or escaping for a quiet weekend, there's room for everyone to spread out and relax.Inside, warm wood and natural stone finishes create an authentic mountain-lodge feel. Hickory and stone floors flow throughout much of the home, bringing the beauty of the outdoors inside. The heart of the home is the spacious kitchen featuring cherry cabinetry, stone countertops, stainless steel appliances, and a Viking range. Designed for effortless entertaining, the kitchen opens directly onto the expansive deck, allowing gatherings to transition seamlessly from indoors to out. A dedicated main-level laundry room with utility sink adds everyday convenience.All of the home's full bathrooms have been thoughtfully updated with timeless finishes. On the main level, a beautifully renovated full bath showcases a jetted soaking tub framed by stone accents in soothing gray and earth tones. The first-floor primary suite serves as a private retreat, complete with dual walk-in closets, a luxurious soaking tub, and a tiled walk-in shower.A cozy fireplace anchors the living room, while the finished lower level creates the ultimate gathering space. Walls adorned in knotty pine, stone flooring, a wet bar, spacious family and game room, woodstove, steam shower, and a beautifully updated full bathroom make it the perfect place to unwind after a day spent skiing, hiking, or exploring the Catskills.Outdoor living takes center stage with expansive multi-level decks that seamlessly connect indoor and outdoor spaces. Entertain under the stars, enjoy morning coffee overlooking the mountains, or simply relax to the soothing sounds of the stream that runs along the rear of the property.Additional highlights include central air conditioning for year-round comfort and a substantial 4-car garage, including an oversized bay capable of accommodating a motorhome, boat, or other recreational vehicles.Despite its secluded setting, you're just minutes from Hunter Mountain, Windham Mountain Club, Scribner's Lodge, Tannersville's restaurants and shops, and some of the best outdoor recreation the Catskills have to offer. Offering the perfect balance of privacy, comfort, and adventure, this is the Catskill Mountain retreat you've been waiting for.**Water Heater was just replaced and a UV system was installed 8/2026.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.