This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming property blends historic character with thoughtful updates, featuring a composite slate roof, copper-roofed addition with gutters, original wide-plank wood floors, and distinctive custom Pella windows, an architectural focal point and often the first feature guests remark on. Set on 1.49 landscaped acres, this special property invites you to wander through meandering paths, patios, and stone walls. Outdoor living is a highlight, with a wood pergola and harvest table overlooking a seasonal stream, along with a built-in cooking area and grill. The Brazilian Ironwood wraparound deck, complete with hot tub, offers a spa-like space to relax. The beautifully landscaped and paved front garden leads to a welcoming porch - perfect for morning coffee in an Adirondack chair or a swing. Inside, the entry hall and impressive oak staircase open to a cozy living room where sun pours through the bay windows and a modern gas fireplace adds warmth. At the back of the home, a dining room and peaceful sunroom has French doors opening onto the deck - perfect for effortless summer entertaining. The kitchen features cherry cabinetry, honed granite counters, Bertazzoni appliances, and generous pantry space. A full bathroom and laundry complete the first floor. Upstairs you'll find three bedrooms and a full bath with a clawfoot tub, and hallway landing that frames a mountain view. Topping it all off, the third-floor adds two additional rooms, each with its own mini-split for heating and cooling. The nicely-kept stone basement houses a high efficiency Buderus boiler and well-maintained mechanicals. Blending upscale custom details with historic charm, this special property offers easy living, plenty of space, and the option to personalize to your taste - all just minutes from Woodstock's vibrant town center.