Welcome to this beautifully renovated landmark property, where modern updates blend effortlessly with historic charm. Set on an oversized in-town lot, just steps from Orangeville's vibrant core, this 1926 construction home stands out for its timeless quality and craftsmanship. Inside, the traditional layout features spacious primary rooms, filled with natural light and classic architectural details. The main floor boasts high ceilings and an updated kitchen with modern cabinetry, a large butcher block island, ample storage, and a convenient side entrance to the yard. Adjacent to the kitchen is a 2-piece bathroom, family room and dining room. The expansive private backyard offers a perfect retreat, backing onto a walking trail ideal for relaxation or entertaining family and friends.The second floor has 3 bright bedrooms, each with its own closet, and an additional office, den, or nursery space overlooking the backyard. The third floor provides a finished living area, perfect as an extra living room, primary suite, playroom, or yoga retreat the possibilities are endless.Notable features include period trim, upgraded insulation, brand new windows (2024), brand new front door (2024), fresh paint, and a charming covered front porch, perfect for your morning tea or quiet moments.Situated on a desirable street within walking distance of Orangeville's best shops, restaurants, and entertainment, this home offers a rare opportunity for discerning buyers seeking thoughtful design, a spacious lot, and an unbeatable location.