Steeped in history and character, this stately 6-bedroom home in the sought-after Hawthorn School district offers over 3,800 sq. ft. of living space and endless potential. With ER-3 zoning, the property provides exciting options for restoration or redevelopment. Inside, you’ll find original charm throughout — from detailed fireplaces and original hardwood floors to 9-foot ceilings and abundant natural light streaming through large windows. The main level offers an expansive layout featuring bright living areas, a formal dining room, a dedicated office or sixth bedroom, full bath, convenient laundry, and a spacious mudroom area. Upstairs, you’ll find five generous bedrooms, a full bath, and the convenience of a second laundry room. Brimming with potential, the third level can easily be transformed into a self-contained unit—ideal for extended family or an income suite. Generous parking off a quiet side street add practicality to this unique property. The good-sized backyard offers privacy, partial fencing, and a handy baby barn for extra storage. Full of potential, this timeless home awaits a new owner with vision to restore its original charm. Ideally located in one of Dartmouth’s most coveted neighbourhoods—steps from parks, schools, and downtown amenities—105 Pleasant Street is a rare opportunity to own a true piece of local heritage.