This distinguished four-unit heritage residence (circa 1890) offers a rare combination of historic character and exceptional income potential in the heart of Halifax's prestigious South End. Renowned for its tree-lined avenues, vibrant coastal charm, and rich historical architectural tapestry, the South End represents one of the city's most coveted residential enclaves. Owner-occupied and meticulously maintained, this two-storey home features soaring 10.5-foot ceilings, dramatic bay windows, original millwork, intricate mouldings, stained glass accents, solid wood wainscoting, rich hardwood flooring, and four wood-burning fireplaces with ornate mantels. The main level presents a grand foyer leading to a formal parlour, living and dining rooms, sitting room, tastefully upgraded eat-in kitchen, 1.5 renovated baths, and two bedrooms. On the upper level has a two-bedroom unit with a fireplace and walkout deck, plus a separate one-bedroom suite with its own kitchen and living area. Under ER2 zoning, this space can easily be reincorporated for family use or an in-law suite. The lower level contains a self-contained two-bedroom apartment featuring a full kitchen, living room, and bathroom, which is ideal for an in-law suite or professional office. Outdoors, the property includes parking for four cars, a multi-level deck, and a fenced, professionally landscaped backyard. Set within prime walking distance to the oceanfront trails of Point Pleasant Park, top-tier universities, private schools, renowned hospitals, and the thriving dining and boutique shopping scene along Barrington and Spring Garden Road, this location offers an unparalleled urban lifestyle for working professionals, families, and students alike.