Woodstock, NY Homes for Sale with Pool

Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance.A dramatic great room framed by soaring

Amy Owens Coldwell Banker Village Green

More than a century in the making, and unlike anything else on the market, this extraordinary multi-residential estate began as a historic Hudson Valley farm before being thoughtfully transformed into a modern lifestyle retreat of remarkable scale and character. Over the years, musicians, entrepreneurs, and creative thinkers have called it home. Prior to that, it served as the Woodstock Farm

Laurie Ylvisaker Coldwell Banker Village Green

Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance. A dramatic great room framed by soaring

Amy Owens Coldwell Banker Village Green

Classic Woodstock Farmhouse with Pool, Valley Views & Storybook Grounds Come settle into the quintessential Woodstock lifestyle, a warm, welcoming farmhouse that invites both quiet mornings and spirited gatherings. The wide rocking-chair front porch sets the tone from the moment you arrive, the perfect place to linger with friends over a drink or lose yourself in a book through the long, golden

Laurie Ylvisaker Coldwell Banker Village Green

Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways. Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house, centered

Michelle Bergkamp William Pitt Sotheby's Interna

A bright and sunny Colonial gem just minutes into the center of Woodstock! This home is set far back and hidden from the road creating a true sense of privacy. Coming down the driveway, you begin to see the 1.47 acre yard wrapping around the house which is partially bordered by a charming stone wall. Once inside, the spacious living room is on your left with built-in bookcases and a fireplace

Richard Stoll Halter Associates Realty Inc

The essence of Woodstock; the artists, the poets, the musicians and the creatives who have gravitated to the beautiful, iconic Catskill Mountain town, no-one embodies the original spirit of Woodstock more than local artist and environmentalist Calvin Grimm. Every home tells a story. This hand built 1 Bd/ 2 Ba with additional flex room and art studio tucked away on 2 private acres on a dead end

Johanna Trimboli Halter Associates Realty

Tucked into a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial features a gorgeous in-ground swimming pool surrounded by mature plantings. With a comfortable, easy flow, a welcoming foyer opens to a bright main level that connects the living room, dining area, and updated kitchen.The kitchen is equipped with granite countertops and stainless-steel appliances, while the bathrooms

Susanna Scott-Mitchell Compass Greater NY, LLC

Perched at the end of a secluded private road in Woodstock, NY, is where you will find, ''Nature's Edge''. Designed by renowned architect, Barry Price. Estimated to have cost nearly 11 million to complete the project, this modern mountain masterpiece sits on over 40 acres offering unmatched privacy, serenity, and connection to nature at a bargain well under market value. It's no surprise that the

Heidi Rothe Grist Mill Real Estate

Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

Derek Greene Greene Realty Group

Nestled in a storybook setting, this enchanting residence is embraced by a natural tapestry of mature trees and exquisite landscaping. Situated on Jessop Road, a peaceful dead-end lane, it offers the ultimate privacy and seclusion--an idyllic retreat perfectly nestled in the mountains. Immaculately maintained over the years, this home exudes timeless charm and quaint elegance. ''Romantic'' is the

Danielle Marchisella Corcoran Country Living

Experience the legacy of Woodstock through this extraordinary historic offering. Once home to the iconic Woodstock Lodge and The Pinecrest, this storied 6.5-acre property offers a unique opportunity to reimagine a legacy estate in one of the Hudson Valley's most sought-after destinations. Set on scenic, gently rolling land with a blend of open clearings, wooded trails, and a seasonal stream, the

Kathryn Johnson William Pitt Sothebys Int Rlty

Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully

Sheena Lepez Compass Greater NY, LLC

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

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

Ellen Osgood Coldwell Banker Village Green

Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting.Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable

Baris Demirel Serhant LLC