This listing includes both 859 and 861 West Main Street properties. Stately and iconic, this 1870 Victorian stands proudly along West Main Street in Dover-Foxcroft, offering timeless architecture, steep, gabled roof lines, gingerbread trim, a slate roof, bay windows, thoughtful updates, and exceptional flexibility. From the moment you enter the entryway and glassed-in porch, you're greeted by an open foyer with black and white tile and a graceful central staircase leading to three upstairs bedrooms and a two full baths. The first floor features a classic double parlor with bowed windows overlooking Main Street, curved walls, and period trim--perfectly complemented by a beautifully converted gas fireplace that blends historic charm with modern comfort. A full bath and laundry area add convenience on the main level, along with a dining room, kitchen, and pantry. The kitchen opens directly into a two-story attached barn, once home to a successful antique shop, offering hallways, rooms, and excellent access for a variety of uses. The lower level of the barn lends itself to future garage space, while the upper level provides abundant storage or expansion potential. An additional apartment is accessed by its own private staircase off the front entryway--ideal for rental income, guests, or extended family. The paved driveway provides ample parking both in front and alongside the barn. Also included is a separate, turnkey office building with a full foundation, seven individual office spaces, a half bath, and a wheelchair ramp for accessibility--perfect for professional services, remote work, or business ownership right at home. Much of the original character of this Victorian has been lovingly preserved, while thoughtful updates include propane heaters, a heat pump and a pellet stove. This is a rare opportunity to own an elegant historic home with built-in residential and commercial versatility in the heart of town. Call today for a private showing!