Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the timeless grandeur of one of Orangeville's most iconic homes and massive property. Admired for over 140 years, this stately .70-acre property is a rare gem nestled in the heart of downtown, offering a sprawling 164' x 187' private lot and endless possibilities. The home's quality craftsmanship is evident in every detail, from the original doors and trim to the soaring ceilings and elegant hardwood floors. The main level invites grand-scale entertaining with its expansive foyer, formal living room featuring an original fireplace, and a massive dining room with a second fireplace. Quiet retreats abound in the dedicated library, or enjoy a good read in the cozy den. A spacious kitchen offers lots of space for meal prep and a sun-filled breakfast area that opens to a private side patio. Upper-level highlights 3 bedrooms, with an open landing leading to the primary bedroom featuring a walk-in closet and 3-piece ensuite bath. A unique secondary, rear staircase to the 2nd level provides access to a self-contained guest or in-law suite, complete with its own living/dining area, kitchen, bedroom, and full bath. Outside, the park-like grounds feature mature trees, a massive yard, and a historic driveshed/storage building. This is a rare opportunity to own a piece of local history on a one-of-a-kind downtown lot.