Positioned on a prime residential stretch in Woodstock, Ontario, this versatile R2-zoned property presents an exceptional multi-generational living setup or a income-generating investment opportunity in Oxford County. Designed with maximum functional flexibility, the residence features two completely independent single driveways-one situated on each side of the structure-providing seamless, private access and ample parking for multiple households. The expansive main floor layout encompasses three well-proportioned bedrooms, a full bathroom, a dedicated kitchen, two distinct living areas, a practical mudroom, and direct entry to the attached garage, alongside access to a full basement with dedicated laundry facilities. Upward on the second level, a fully equipped, autonomous secondary living space unfolds, complete with its own private kitchen, two bedrooms, a spacious living area, a convenient 1.5 bath layout, and in-suite laundry. Outdoors, the property extends into a rare, oversized L-shaped lot within city limits, offering extensive green space, matured privacy, and two versatile storage sheds ideal for equipment or seasonal gear. Situated with swift access to central Woodstock amenities, vibrant local shopping along Dundas Street, and nearby green spaces like Southside Park. The potential dual-unit residence combines urban convenience with flexible residential potential and is within the Central Public School catchment area.