Set in the heart of downtown Charlottetown, 193 and 195 Hillsborough Street are offered together as a premier side-by-side residential portfolio. With two distinct PIDs (892323 and 344517), this rare holding offers ultimate exit-strategy flexibility?allowing an owner to hold both as a high-yield investment or sell either side independently in the future without municipal subdivision delays. Both residences share a generous three-bedroom, three-level layout. The main floors feature open living and dining areas with hardwood flooring, propane fireplaces, and direct access to private rear decks. Each kitchen offers extensive cabinetry and practical workspace, while convenient powder rooms complete the main levels. Upstairs, each side includes three bedrooms and a full bathroom. The primary bedrooms are remarkably spacious, featuring multiple closets, triple windows, and dedicated heat pumps. The finished lower levels significantly expand the functional square footage, adding a family room, a second full bathroom, dedicated laundry, and storage on each side. Zoned as Downtown Neighbourhood (DN), the property supports low-impact "Home Occupations." With fully developed lower levels, separate entries, and independent single garages, both homes are structurally and legally optimized for remote executives, professionals, or creatives looking to run a business straight from the core. Outside, the property boasts fenced rear yards with mature landscaping, paved driveways, and great privacy for city living. 195 Hillsborough benefits from central heat pump heating and cooling, while 193 retains its existing heating system. Both units include oil heat, air exchangers, and propane fireplaces. An exceptional downtown asset within walking distance of shops, waterfront trails, and schools. Perfect for multi-generational living, an owner-occupier seeking a premium mortgage helper, or a highly strategic addition to a residential investment portfolio. (id:2493)