Welcome to 16 Connaught Ave N, a lovingly maintained century home in Hamilton's sought-after Stipley neighbourhood. Cherished by the same owners for over 40 years, this detached 3-bedroom, 1.5-bathroom home offers approximately 1,340 sq. ft. above grade and is ready for its next chapter. Timeless character shines throughout with original wood trim, detailed millwork, and a beautiful staircase that showcases the craftsmanship of a bygone era. The main floor features a welcoming living room, formal dining room, and functional kitchen. Upstairs you'll find three comfortable bedrooms, including a spacious primary bedroom with a walk-in closet, along with a 3-piece bathroom. The partially finished basement offers additional living space, ample storage, and a convenient 2-piece bathroom with shower. Outside, enjoy a fully fenced backyard, detached garage, and additional parking. Ideally located near Gage Park, Ottawa Street, Hamilton Stadium, schools, transit, and everyday amenities, this home offers character, community, and convenience.