North of High Park, the neighbourhood has several high-rise apartment buildings, built after the construction of the Bloor-Danforth subway.

The oldest residential houses in High Park North were built in the late 1800s and early 1900s and are mostly Victorian, Edwardian and Tudor-style.

High Park North falls entirely within the boundaries of the town of Toronto Junction, which was purchased from the Keele estate in 1882 by Daniel Clendenan who subdivided the farm and racetrack for a residential district (now called High Park North) to serve the Junction commercial district.

High Park Avenue in particular was the site of many early homes of the Junction wealthy, as was modern Evelyn Crescent; many of these houses are still standing.

High Park North emerged as a neighbourhood once Bloor Street was widened and evened out following World War I, when most of the residential homes which still exist today were built.

By the 1970s, local residents formed associations in harmony with new reform Council members, partly to fight the block-busting north of High Park.

In the first decade of the 2000s, a condominium development was built on the site of a former gas station on the south side of Bloor Street, overlooking High Park on the landfill of the former bridge over Wendigo Creek.

This is the first block of older homes directly on Bloor Street, facing High Park, to be demolished for apartment building.

Legend has it that St. Cecilia, the patron saint of sacred music, was chosen as the new name because the Heintzman Piano factory stood in view, across the railway tracks, from the school.

The present St. Cecilia's Church, at the corner of Annette Street and Pacific Avenue, was opened in 1909, replacing a smaller structure first occupied in 1895.

The school's first teachers and administrators were the Loretto Nuns, who lived in the former Heintzman family residence at Annette and Laws Streets, providing another musical connection with St. Cecilia.

The Runnymede Branch of the Toronto Public Library, housed in a renovated heritage building built in 1930, is located within High Park North at Bloor Street West and Glendonwynne Road.

The neighbourhood is served by the Dundas West, Keele and High Park stations of the Bloor-Danforth TTC subway line.