luxury real estate for sale Hunter, United States

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.

Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation.The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats.The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further.Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look.A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility.The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination.Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c.1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting—an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every season. Generous in scale yet remarkably inviting, the room is equally suited to large holiday dinners, quiet winter weekends, and evenings spent around the fire after a day outdoors. Large windows frame views of the property and bring the surrounding landscape into everyday life. Outside, the acreage unfolds in a series of open fields, specimen trees, and historic outbuildings. The two barns lend both beauty and utility, reinforcing the property's agricultural roots while offering endless possibilities for creative use. The setting feels private and peaceful, yet remains convenient to the Catskills' most beloved destinations for skiing, hiking, dining, and weekend exploration. 939 Joseph Chadderdon Road is the kind of property that has become increasingly difficult to find—a historic farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate.

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.

Modern Mountain Luxury , Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features five spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium Wolf & Viking appliances including double ovens and an four-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room, click into your bindings, and glide directly onto White Way. Built with timeless timber-peg construction, the home embraces the character and warmth of a classic mountain lodge while delivering the space and comfort expected in a luxury retreat. From the moment you step inside, you're welcomed by the calming aroma of natural wood--a subtle yet unmistakable reminder that you've escaped to the mountains. Rich wood-clad walls, soaring vaulted ceilings, and exposed beams create an atmosphere that is both grand and comforting, evoking the feeling of a private alpine retreat. Walls of glass flood the home with natural light while framing breathtaking mountain views in every season. The remarkable great room serves as the heart of the home, anchored by a magnificent wood-burning fireplace and framed by two stories of windows that bring the mountain directly indoors. During ski season, the ever-changing backdrop is nothing short of magical as cherished guests carve their way down the trail just beyond the glass. The open-concept floor plan was designed for gathering. The kitchen, dining, and living spaces flow seamlessly together, creating the perfect setting for après-ski entertaining and holiday weekends. A heated ski and boot room with brick flooring offers direct access to both the expansive deck and the trail, providing a dedicated space to store equipment, shed winter gear, and transition effortlessly from the slopes to the warmth of the home. The first floor features a private en-suite bedroom with direct deck access, ideal for guests. Upstairs, the primary suite occupies a privileged position of its own, complete with a walk-in closet, double vanities, a separate shower, and a soaking tub perfectly positioned to capture serene mountain views. An adjoining flex room offers endless possibilities such as a private office, fitness room, reading retreat, or additional sleeping space, allowing the entire second floor to function as an exclusive owner's sanctuary. The lower level accommodates additional bedrooms and baths, along with laundry and utility spaces, providing ample room for all your guests. A recently replaced roof adds peace of mind, while the quality craftsmanship and enduring beauty of the timber-frame construction ensure this home will remain as timeless as the mountain itself. Opportunities to own true ski-in/ski-out property at Windham Mountain Club are exceptionally rare. Opportunities to own one directly on White Way are rarer still. For those who dream of first tracks in the morning, unforgettable après-ski evenings by the fire, and a home that fully embraces the mountain lifestyle, this is the one. Drone video available on most sites showing the direct trail access. 3D virtual tour and floorplans available upon request.

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

Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from the stresses of everyday life. Designed to embrace the surrounding landscape, the home features soaring vaulted ceilings and walls of glass that bring the spectacular views indoors. The spacious floor plan offers five bedrooms, three full bathrooms, one half bath, a dedicated ski and boot room, and a lower-level family room with wet bar for entertaining. Outdoor living is equally impressive with an expansive wraparound deck, covered front porch, stone patio, hot tub, outdoor shower, fire pit, and lush lawns surrounding the pond. Whether enjoying morning yoga on the deck, watching wildlife pass by, or gathering with friends beneath the stars, every inch of this property was designed to connect you with nature. A newer heated two-story barn offers endless possibilities and could easily be converted into a guest house, studio, or apartment. An attached two-car garage with storage above provides plenty of room for vehicles and gear. Located just minutes from skiing at Windham Mountain Club, dining, shopping, hiking trails, CD Lane Park, and the Windham Path, this remarkable property offers the perfect balance of seclusion and convenience. Owners may also choose to join the nearby High Ridge Club, which offers a pool, tennis, pickleball, and social amenities. Properties combining privacy, views, a pond, usable acreage, and proximity to Windham's year-round recreation are exceptionally rare. This is the mountain escape buyers dream about but seldom find. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Modern Mountain Luxury , Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining.. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Tucked along a quiet wooded ridge just five minutes from the heart of Woodstock, 400 Stoll Road is a rare 8.09-acre offering for the buyer who wants privacy, dramatic natural beauty, and a clear path to building. Significant professional due diligence and infrastructure work has already been completed, including: - Approved, engineered septic plan delivered with property (3-bedroom) + full well plan and survey - Widened, code-compliant, graded driveway - Full architectural plans by Walker Architecture + detached studio concept by Two Studios - Complete solar-integration study - Material/finish specifications Privacy here is permanent. The property directly abuts the 88-acre Sloan Gorge Preserve, maintained by the Woodstock Land Conservancy, with hiking trails extending right from the lot into protected woodlands of streams, rock formations, and year-round scenic beauty. The land's defining character is its geology. A former bluestone quarry and exposed bluestone ledges give the ridge remarkable texture, with dramatic rock outcroppings woven throughout the site and walking paths meandering across the property. From the upper ledge, the natural building site, views open in two directions: east toward the Berkshire Mountains and looking the opposite way, up to majestic Overlook Mountain. Secluded and serene, yet minutes to Woodstock's restaurants, shops, and galleries- and just 5 minutes to the village of Saugerties- it's an ideal base for the world-class hiking, biking, swimming, dining, and culture of the Hudson Valley. What truly sets 400 Stoll Road apart is how much groundwork is already done. The driveway has been professionally widened and graded to code, and the parcel will be delivered build-ready with approved, engineered septic plan for a three-bedroom residence, a full well plan, and a complete survey by Praetorius and Conrad. Secluded, build-ready, and unlike anything else on the market, 400 Stoll Road must be seen in person to be fully appreciated. Please note the first 3 photos are renderings* Shown by appointment only.

Discover the perfect blend of comfort, character, and investment potential in this expansive four-bedroom, three-bath home nestled on 2 scenic acres with truly breathtaking Catskill and Berkshire mountain views. Whether you're an investor searching for a proven Airbnb success, a large family needing abundant space, or a weekender seeking the ultimate Hudson Valley getaway, this property is your opportunity. Entertain with ease in the unique four-car garage that doubles as a party pavilion, or unwind in the spectacular in-ground heated pool, surrounded by the beauty of nature. The enclosed wraparound porch, featuring walls of windows and wood floors, invites you to soak up year-round sunlight and panoramic vistas. Inside, find three finished floors of living space, with charming beamed ceilings in the kitchen and a stunning brick fireplace in the spacious first-floor primary suite. The kitchen features stainless steel appliances and 2 large windows letting in the natural sunlight while you cook. The third-floor yoga room offers an inspiring retreat space along with 2 more rooms for a den, family room, or art room. The home's thoughtful layout ensures privacy and comfort for all. Radiator heat keeps the first floor cozy, and large windows throughout maximize natural light and showcase those unforgettable mountain views. With eight parking spaces, hosting friends, family, or guests is always convenient. Once home to a beloved French restaurant, this property is rich with possibilities--ready to continue as a lucrative rental, accommodate multi-generational living, or become your personal sanctuary in the Hudson Valley. Don't miss this rare offering where history, beauty, and opportunity converge.

Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream, and mountain views, this well-maintained home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and comfortable layout, with hardwood flooring throughout. The lower level adds valuable living space with a spacious family room, complete with a pellet stove—perfect for cozy evenings. An attached one-bedroom apartment, with its own private entrance, is ideal for guests, extended family, or rental income. It features a full kitchen, bath, in-unit washer and dryer, and a charming three-season porch with skylights that fill the space with natural light. A rare opportunity to own a versatile property in a peaceful Woodstock setting, surrounded by nature yet close to everything the area has to offer.

Library Lane is a historically significant compound on a quiet road in the heart of Woodstock, where a thoughtfully designed stone house and a sprawling, light-filled guest cottage sit nestled amidst a uniquely lush, abundant landscape. The History: Built by the iconic Woodstock artist Paul Arndt in the 1920s as his home (the stone house) and his sprawling art studio (the cottage), this property is steeped in the history of the region's most influential generation of artists. Arndt was part of the circle of painters, many his neighbors and frequent guests of his renowned gatherings on Library Lane, often referred to as the Woodstock Impressionists, a group active during a period when many Depression-era artists chose to live and work outside New York City. The Stone House: The expansive four-bedroom, two-bathroom stone house marries rich textures and refined materials with a minimalist calm intended to both soothe and inspire. It has been meticulously restored to bring a modern sensibility that favors light and clean lines, a nod to nature, while preserving charming details such as exposed wood beams, classic Dutch doors, and the original wide-plank oak and pine floors. The kitchen, outfitted with Viking appliances, has Siberian elm countertops that sit below a backsplash of gorgeous Cle tiles, and an unlacquered brass Barber Wilson faucet graces the sink. The living room is framed by striking wood beams, and the whole room meditates around a grand stone-clad wood-burning fireplace. The 4 bedrooms, one of which is on the ground floor, are generously proportioned and have idyllic views. The newly renovated master bathroom has a double-sized sink and a soaking tub. And perhaps one of the home’s most beloved features - the original, wavy-glass, paned windows in every room that open like classic French doors. The Artist’s Cottage: Meandering out the front door of the stone house down the gravel path, or slipping through the secret garden fence at the edge of the property, you’ll encounter Paul Arndt's former painting studio, now a dreamy three-bedroom cottage. The living room has soaring high ceilings, an original stone fireplace fitted with a Stüb Belgian insert, and an incredible picture window overlooking some of the property’s most beautiful trees. Throughout the cottage are wide pine floors, and modern touches such as skylights and a Venetian plastered bathroom by artist Anthony Chase. The screened-in porch with its cathedral-style ceilings has some of the most special views of the property, including its plentiful wildlife, wetlands, gardens, and towering trees. The Grounds: The gardens at Library Lane have been envisioned over several years by renowned landscape architect Michael Trapp. Arborvitae, dogwoods, hydrangeas, crab apples, clematis, magnolias, viburnum, vibrant fuchsia rhododendrons, majestic 100-year-old oaks, silver birch, and hemlock trees populate the grounds. Forsythia and privet beautifully line the property, while Heavenly Blue morning glories cascade along the fence lines and fragrant honeysuckle drapes elegantly across the pergola. The Surroundings: Library Lane is a peaceful, quiet haven just a five-minute walk to downtown Woodstock, near the area's most beloved skiing and hiking spots, and just under 2 hours from New York City. The list of closeby favorite haunts could be endless, but in short, stop by Silvia’s, Nirvana, or Good Night for the perfect weekend dinner, get moving at the Woodstock Tennis Club and then cool off with some wild swimming at the Big Deep, fill a basket of local goodies from the Wednesday farmers market, grab the best bagels from Moonrise, stroll around the Ashokan Reservoir, and stock up the pantry from Sunflower Market.

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.

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.

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 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.

460 Main St. is a fully renovated mixed-use investment property located in the vibrant village of Catskill, NY. This building offers investors a rare combination of stability and location. Completely renovated in 2006 with modernized heating/cooling systems, finishes, and infrastructure. The 3-story structure blends one commercial storefront and 2 residential units under one roof which was replaced in 2021 - always full occupancy delivering immediate, reliable cash flow from day one. Can be sold separately or combined with 462 Main St.

Set on a beautifully landscaped parcel in one of the Hudson Valley's most sought-after river towns, this impeccably maintained home offers the ease of single-level living with timeless appeal. Built in 1991, the home features three bedrooms, two full baths, warm wood floors, a spacious two-car garage, and a full basement offering abundant storage and future possibilities. Recent mechanical updates, including a new central heating and air conditioning system, provide comfort and peace of mind for years to come. Outside, thoughtfully landscaped grounds create a private, park-like setting, while multiple patios offer inviting spaces for outdoor dining, entertaining, or simply enjoying the quiet beauty of the property. Ideally located just minutes from the Hudson River, the Amtrak station in Hudson, the vibrant village of Tivoli, and the celebrated restaurants, galleries, antique shops, and cultural destinations of both Hudson and Rhinebeck, this home offers the perfect balance of country living and convenience. Move-in-ready Hudson Valley retreat where comfort, charm, and location come together effortlessly.

Refined Equestrian Living on 12 Private Acres Discover the pinnacle of upscale country living at this custom-built log estate, privately sited on over 12 serene acres with no neighboring homes in sight. A long, winding drive welcomes you to a peaceful retreat designed for both refined living and equestrian excellence. Tailored for the discerning horse owner, the property features a pristine 4-stall barn with a spacious hay loft, two expansive pastures with run-in sheds, and a professional outdoor riding arena offering a turnkey setup for training, care, and enjoyment. The 3-bedroom, 2-bath residence impresses with soaring vaulted ceilings, a stunning wall of windows, and a cozy gas fireplace in the main living area. Natural light pours in, highlighting the home’s warm finishes and open design. A heated two-car garage with EV charger adds modern convenience beneath the rustic charm. Stone steps from the paved drive lead to an inviting deck, perfect for morning coffee or evening unwinding. A pristine, never-used Morton building with extra-tall garage doors, concrete pad, Polyurea floors, and full utilities offers endless potential from car collection and workshop space to a dream hobby studio. Outdoor living is a dream, with a built-in kitchen and firepit made for entertaining under the stars. Perfectly located—30 minutes to Windham and Hunter Mountains, 45 minutes to HITS, and just 60 minutes to Saratoga Springs, this exceptional estate blends luxury, privacy, and equestrian lifestyle into one rare opportunity.

Perfectly positioned on a beautiful block, perched on a hill with a lush, private yard, this 4-bedroom, 3-bath home is move-in ready, impeccably maintained, and equally suited as a full-time residence or a Hudson Valley/Catskills retreat. The mailing address is Woodstock, but the home is assessed in the Town of Hurley, bringing with it the favorable lower tax rate and municipal services. Beautiful stonework lines the entrance, from the bluestone walls at the top and surrounding the driveway, to the elegant stone path leading to the front door, a nod to the history of the area. Inside, hardwood floors run throughout the first floor, and an oversized skylight bathes the kitchen in natural light. Two fireplaces, one in the living room and one in the fully finished lower level, lend the home a warmth and soul that you feel the moment you step inside. An abundance of closet space ensures everything has its place. The fully finished lower level is a terrific feature of this home with a full bath, a flex room that serves beautifully as a guest suite or home office, and a thoughtfully appointed laundry area with brand new machines topped with a butcher block counter. From the lower level you'll also find additional storage and direct access to the two-car garage. Just off the dining room, the expansive screened-in porch is nothing short of magical, completely engulfed in nature, with two ceiling fans keeping things comfortable and a direct entrance to the backyard. The immaculate 2-car garage features remote door openers, and the oversized driveway offers generous parking for family and guests alike. As for the location, it's just 2 hrs from NYC and five minutes to Woodstock Village, where some of the region's most celebrated restaurants and venues await: Sylvia, Good Night, The Red Onion, Shelter, Cucina, Colony, the Bearsville Theater, The Pines, and more. Hike the storied trails of Overlook Mountain, bike the rail trail along the Ashokan Reservoir, or ski the slopes at Hunter Mountain. Whether you're planting roots or seeking a retreat from the city, this home is as comfortable as it is convenient.

Greendale House is a rare Hudson River estate where historic character, graceful architecture, and breathtaking natural surroundings come together in one remarkable offering. Set within one of the Hudson Valley's most iconic landscapes, the property carries the quiet elegance and enduring presence of a true legacy home. Walking distance from Frederic Church's Olana and across the river from Thomas Cole's studio. You will recognize the landscape from their paintings. Around 2000, the home underwent a thoughtful renovation and the addition of the expansive screened porch, designed by architect Harry Van Dyke, best known for his association with the 1977 restoration of the Frick Collection on Fifth Avenue. The main residence features four bedrooms and three-and-a-half bathrooms, centered around a dramatic light-filled living room that feels both grand and inviting. Designed for effortless entertaining and comfortable daily living alike, the home opens to an expansive riverside verandah and screened porch overlooking the Hudson River — an idyllic setting for quiet mornings, summer dinners, and unforgettable sunsets. Rich with timeless appeal and a profound sense of place, Greendale House offers a rare opportunity to own a storied piece of Hudson Valley history. Tucked at the end of a dead-end road shared by only one other home, the property enjoys an exceptional level of privacy and tranquility along the Hudson River. Conservation easements in place.

On one of the most beautiful roads between Woodstock and the Ashokan Reservoir, perched atop a mountain with epic, far-reaching verdant views, lies the striking Ohayo Mountain House. Built in the early 1930's as a peaceful Catskills retreat, this perfectly renovated and light-filled home sits on over eight acres, bordered by incredible wooded landscapes. The new gunite pool, bluestone lounge area, and poolhouse perfectly blend into the surrounding nature, and a long path meanders through a sweeping meadow of wildflowers and young evergreens. The Home: The home sits at the end of a long, fern-lined driveway and has a charming silhouette characteristic of regional mountain houses built in the early to mid-1900s. The original stone chimney is visible on the exterior, and an expansive front porch offers some of the most beautiful sunset views on the property. The interior is abundantly peaceful and thoughtfully envisioned, with walls of original historic windows looking out on lush greenery, light, wide-plank wood floors with delicate graining, wood beams, terracotta-tiled baths, and exquisitely curated fixtures and hardware. The great room has a powerful woodstove, inset into the circa 1930s stone fireplace. There are two bedrooms on the second floor, and two full baths in the house. A large office/utility/family room is on the garden floor, with beautiful interior stonework and its own exit to a covered exterior porch. The Grounds: The Ohayo Mountain House's eight-acre grounds are truly exceptional. The mix of mid-density forest, open meadow, gardens, long stone walls, and walking paths is delightful, and all just minutes away from the village of Woodstock. The large pool and its accompanying poolhouse are tucked into a perfect nook within the landscape. There are multiple places to entertain or enjoy long summer dinners, from the bluestone terrace, to the covered porch, to the breezeway of the pool house. The Surroundings: The property is surrounded on three sides by over 5,000 acres of NY State protected land, and is located five minutes from Woodstock, 20 minutes from Kingston, 30 minutes from Rhinebeck, and just over 2 hours from New York City. There are endless nearby options for dinner, like Silvia's, Nirvana, or Good Night, plenty of outdoor play from the more rigorous - games at the Woodstock Tennis Club - to the more wild - swimming at the Big Deep - to the completely invigorating - hiking around the Ashokan Reservoir. Incredible produce and groceries are easy to access, whether you are filling a basket with local goodies from the Wednesday farmers market, grabbing the best bagels from Moonrise, or stocking up the pantry at Sunflower Market.