South Hill

South Hill is one of midtown Toronto’s most charming and understated luxury neighbourhoods. Set between the grand estates of Forest Hill and the historic streets of the Annex, South Hill offers a quieter, more intimate alternative. Its elevated position on the escarpment provides stunning views of the Casa Loma skyline and the city beyond.

The neighbourhood is defined by its three distinct pockets: Poplar Plains, known for its generous lots and heritage homes; Rathnelly, a vibrant village-within-the-city with a strong community spirit; and South Hill proper, where stately homes line curving, tree-shaded streets. Each has its own character, but all share an air of quiet exclusivity.

Architecture: South Hill features an eclectic mix of Edwardian and Georgian homes, many extensively renovated for modern living. The area around Poplar Plains Road is particularly prized for its large lots, deep setbacks, and century-old trees. Contemporary infill homes have added a fresh dimension while respecting the neighbourhood’s established scale and character.

The Market: South Hill is characterized by low turnover and high demand. Its homes, from well-maintained semis to detached estates, attract buyers who value privacy, community, and understated luxury in one of midtown's quietest enclaves.

Who Lives Here: South Hill attracts professionals, academics, and families who value privacy and community over conspicuous display. Its proximity to top public and private schools, combined with easy access to both downtown and midtown, makes it particularly appealing to families with school-age children.