Welcome to 86 Pleasant Street, a distinctive 1808 Colonial set in one of Yarmouth's most historic and desirable neighborhoods. This property offers a total of 1.08 acres, featuring a main residence with 3,800 sq. ft. of living space and a legal 2-bedroom, 1-bath apartment above the detached barn. The main home showcases period charm throughout, including exposed beams with hardwood & pine floors. With 4+ bedrooms and 2.5 baths, the flexible layout includes a welcoming living room with a working fireplace, a spacious eat-in kitchen, a first-floor bedroom, an office, a sunroom, and more. While the home is ready for updates and improvements, it presents an outstanding opportunity to create your dream home just steps from the Royal River, marinas, shops & restaurants, Main Street, and the Westside Trail. The barn apartment offers excellent versatility with 2 bedrooms, a full bath, laundry, and plenty of natural light. It's perfect for rental income, extended family, or guests. Bring your vision to this historic property and enjoy the best of Yarmouth living!