364 John Joy Road,

Set off a quiet lane and approached by a gracious circular driveway, this classic Cape Cod carries the particular confidence of a house that has always known exactly what it is. Spanning 1,969 square feet, the home has been thoughtfully refreshed throughout with all-new wood flooring, freshly painted interiors, updated bathrooms, and an eat-in kitchen with marble countertops and custom wood cabinetry that feels both current and completely at home within the architecture. The main level is arranged for the way people actually live. Just off the kitchen, a well-proportioned formal dining room flows naturally into the living room, where windows frame the lawn and surrounding woodlands, a view that earns its place in every season. The primary bedroom anchors its own quiet wing, complete with an en suite bath and an adjoining room that invites flexibility. Whether used as a home office, exercise room, dressing room, or private retreat, the space adapts easily to changing needs. Single-level living is offered here with a real sense of generosity and ease. Sliding doors off the kitchen open onto a screened porch, perfectly scaled for morning coffee or long summer evenings. Beyond, a sweeping lawn unfolds toward extensive woodlands across 7.1 private acres, offering the kind of quiet that has become genuinely rare. There are trails to discover, seasons to watch unfold, and a satisfying sense that the landscape stretches endlessly outward. Upstairs, two additional bedrooms tuck beneath the home's signature roofline, their peaked ceilings adding architectural charm and warmth. A freshly updated shared bath serves both rooms with ease. Below grade, the home reveals an unexpected highlight: a full walk-out basement with soaring ceilings and sliding doors that open directly to a sunken sunroom and the lawn beyond. The original owners used this level as their creative sanctuary, drawn to its natural light, flexibility, and remarkable sense of privacy. It is the kind of space that quietly becomes the heart of the home. A two-car garage with high ceilings and natural light handles the practical details effortlessly. For added peace of mind, a new whole-house generator ensures uninterrupted heat, air conditioning, and power through every season. Classic in character, quietly transformed, and remarkable in its setting, this is the Cape Cod you remember, elevated for the way we live now. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

The Upstate Lifestyle at 364 John Joy Road, Woodstock

Life at 364 John Joy Road puts you in easy reach of everything that makes the Woodstock area worth writing home about. Just down the road, the Thorn Preserve (managed by the Catskill Center) offers level, wide-open meadow paths buzzing with pollinators — the kind of place that makes a morning walk feel genuinely restorative, not like exercise. For something a little wilder, The Comeau Property sits near the center of town and threads through pine forest and alongside a classic Catskills stream, with views of Overlook and Guardian mountains to remind you exactly where you are. When you're ready to trade trail boots for a barstool, Pearl Moon Woodstock serves up inventive brunch and dinner with live music woven into the mix — the sort of spot that turns a Tuesday into something worth planning. A short stroll away, Shelter Woodstock earns consistent raves for its empanadas, warm atmosphere, and the kind of unhurried service that suits the pace of life up here. And when the mood calls for something more contemplative, the Woodstock Artists Association & Museum on Tinker Street offers rotating exhibitions of regional work — a reminder that this town has been drawing serious creative talent for over a century, and hasn't stopped. Taken together, these neighbors don't just add convenience; they add texture to daily life in a way that's genuinely hard to manufacture.