Tucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-town convenience and private, garden-like seclusion. Behind the home, a fully fenced backyard - shaded by mature trees and thoughtfully landscaped - frames both the primary residence and a detached guest studio with a legal short-term rental permit, creating a true village retreat that feels peaceful and tucked away, despite being just steps from the heart of Woodstock. The main house welcomes you with high ceilings and an open living area that flows effortlessly to the outdoors. Large windows overlook the lush yard, and French doors lead to a private deck, perfect for quiet mornings or lively gatherings. The spacious country kitchen is well-suited for everything from casual meals to hosting dinner parties, with a sunny dining area that opens to a bluestone terrace. A library on the first floor offers a flexible space that can serve as a home office or an additional bedroom. Upstairs are two cozy bedrooms and a full bath with a classic clawfoot soaking tub. The primary bedroom features a charming arched nook ideal for reading or meditation. Set at the rear of the property, the detached studio has been updated with a new bathroom, kitchenette, updated windows, skylights, and an airy, high-ceilinged living area. This space is ideal for hosting guests or generating income, supported by the property's legal short-term rental permit, which allows for Airbnb-style use in full compliance with town regulations. Key improvements have been made to the property, including structural enhancements to the basement to ensure the home's integrity and accommodate additional storage space. The property was converted to an on-demand 2-in-1 hot water system for both water and radiator heat. Town water and sewer aid in the easy maintenance of the property. Just moments from the heart of Woodstock, the home is ideally situated for enjoying all the village has to offer, from art openings and live music to gourmet restaurants and eclectic shops. Yet at home, you're surrounded by quiet, with tree-lined back streets perfect for evening walks or friendly chats with neighbors. This is a rare opportunity to enjoy the best of both village life and private retreat - all in one of the most charming corners of Woodstock.