Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the

Leigh Wagner-Quintana Keller Williams Hudson Valley

Welcome to Bearsville Record House, a landmark property with a legacy in American music. Built in 1873 and once home to Bearsville Records, this storied compound includes two dwellings; the main farmhouse and a guest cottage, plus a studio building waiting to be finished to your specs. A gunite saltwater pool, outdoor kitchen, and fenced-in plum orchard complete the grounds, all along 500 feet of

Anthony D'Argenzio Houlihan Lawrence

Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected.While the exterior presents a discreet, understated presence, the interior unfolds into a

Alexis Li Corcoran Country Living

Enchanting Woodstock Compound with a Craftsman Home, Cottage, and Historic Barn. 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 a

Michelle Bergkamp William Pitt Sotheby's Interna

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

Joan Capria Four Seasons Sotheby's Int'l R

A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

Ashley Olson Minard eXp Realty

Situated on a large level lot and a quiet road near the heart of town. Some recent updates and fresh paint make this 4 brdm ranch home a terrific find in today's market. A covered porch in the front and rear allow for convenient outdoor entertainment. There is also plenty of off street parking and a detached shed for additional storage. Central location just minutes to Woodstock's vibrant music

Rodney Batista Howard Hanna Rand Realty

WOODSTOCK VILLAGE COTTAGE - LOCATION, CATSKILLS CHARM & VALUE! Their loss is your gain --previous buyer couldn't qualify--so here's your chance to own an authentic Woodstock retreat in the heart of the Hudson Valley's most coveted small town.Just moments from the village center, this cozy, character-filled cottage offers the perfect blend of vintage charm and everyday comfort. The

Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

TURNKEY WOODSTOCK COTTAGE. A deep violet front door opens to a rustic ''mudroom'' with a bluestone floor and a closet for your outdoor gear. The kitchen, with its Liebherr and Bosch appliances, custom cabinetry with pantry, stylish lighting fixtures, radiant heat, beamed ceiling with a skylight - leads into a light-filled Living/Dining/Den space with original wide-plank wood floors, ceiling fan

Marilyn Heir BHHS HUDSON VALLEY PROP-WDST

Driving on this scenic road just minutes from Woodstock, you'll discover a long private driveway leading to a sunlit clearing and attractive raised ranch surrounded by lawns and breathtaking mountain views. After taking in the scenery, step up to the home's welcoming main level, where natural light pours in from all sides. The open living space includes sliders to a large deck perfect for

Judy Steinfeld Halter Associates Realty

Welcome to Nature's Edge -- a Woodstock estate, where wilderness meets luxury. Perched at the end of a secluded private road, this modern mountain marvel offers unmatched privacy, serenity, and grandeur. Surrounded by natural woodscapes and native rock outcroppings, this 40 acre property sits adjacent to over 500 acres of forever wild NYC DEP land. The home itself, a Barry Price architectural

Heidi Rothe Grist Mill Real Estate

PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR

Danielle Sevier Compass Greater NY, LLC

Own this stunning, architect-designed contemporary home in Woodstock, NY. Professionally decorated and thoughtfully crafted with passive solar principles, this energy-efficient residence seamlessly blends modern design with its natural surroundings. Set just across the road from the famous Cooper Lake, the home is nestled in a beautiful, 3 acre wooded setting—private yet not isolated—surrounded

Mackenzie Grate The Machree Group, LLC

Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

Kimberly Cantine Halter Associates Realty

Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

Longing for the vibrant artistic Woodstock community but yearning for serene and peaceful country living? This is it! This charming and quaint one level cottage in a bucolic setting with mountain views is sure to check all the boxes. The expansive landscaped lawn offers a multitude of flower bushes and fruit trees. A pond sits at the edge of the property while the babbling brook in the back is

Sylvie Ross Halter Associates Realty