Welcome to 33 Cuisack Street, prominently positioned at the end of a quiet street with commanding views of Halifax Harbour and the city skyline. This lovingly maintained 3 bedroom, 2 bathroom century home sits on two parcels with favourable ER-3 zoning and directly borders the Dartmouth Harbourfront Trail. Inside, beautifully preserved character details blend seamlessly with modern comforts. The spacious foyer features original softwood floors and custom storage, leading to a generous family room, cozy living room with propane stove, and an open-concept galley kitchen with heated floors and dining area. Harbour views appear throughout the home, but the covered back patio and fully fenced, mature backyard may offer the best vantage point of all. Enjoy seasonal fireworks, sailboat races, ferry crossings, cruise ships, and the ever-changing activity of the harbour from your own private garden. A character-filled 4-piece bathroom completes the main level. Upstairs, the spacious primary bedroom once again captures impressive harbour views. A convenient walk-through laundry area and walk-in closet lead to a full bathroom featuring a classic clawfoot tub, updated fixtures, and a beautiful corner-window outlook. Thoughtfully maintained by the same family for 45 years, the home includes ductless heating and cooling (2022), an oil furnace (2017), and hot water tank (2023). The established garden features vegetable and flower beds plus high-bush blueberries. Just a 12-minute walk along the Harbourfront Trail to the Woodside Ferry, this is an exceptional combination of character, privacy, flexibility, and one of Dartmouth’s most compelling views.