5 Undercliffe Avenue

Nestled beneath the escarpment in Hamilton’s prestigious Durand neighbourhood, this stately Georgian Revival residence offers a rare opportunity to own a piece of architectural and cultural history. Built in 1924 by the Levy family, this distinguished home was once owned by philanthropist and art collector Herman H. Levy, whose notable collections were later donated to McMaster University and the Royal Ontario Museum. Offering over 5,000 sq. ft. of living space with ample room for both comfortable family-living and elegant entertaining, the home blends timeless character with thoughtful updates. A classic centre hall layout and 9-foot ceilings create an elegant flow throughout the main level, complemented by original millwork, detailed mouldings, and three fireplaces. The walnut library provides a warm and refined retreat, while the updated kitchen features granite counters, a large island, quality appliances, and a secondary staircase that reflects the original design. The second level offers four spacious bedrooms, each with ensuite access. The primary dressing area includes original built-ins, a vintage ironing board, and a discreetly integrated safe installed by the Levy family. The third floor adds flexibility with two additional bedrooms, a full bathroom, and a separate living area ideal for a nanny suite, multigenerational living or a private workspace. The lower level includes a laundry area with original cedar chute servicing all levels, a workshop, bathroom, walk-in safe or wine cellar, and interior access to the heated garage. Additional features include a slate roof, copper downspouts, central vacuum, EV charging station, and zoned heating and cooling. Set on a private, tree-lined lot, the backyard features a heated saltwater pool, year-round hot tub, and covered porch, offering a quiet setting for relaxation and entertaining. Located close to parks, schools, hospitals, the Bruce Trail, downtown amenities, and Highway 403, this is a truly rare offering.