Hazeldean
In the early 1800s, the City of Toronto did not extend north of present-day Queen Street. Like many of the City's elite families of the time, Chief Justice William Draper (1801-1877) maintained a country estate overlooking the picturesque Rosedale Ravine.
Draper emigrated to Upper Canada in 1820. His successful law career led to his appointment as Solicitor General in 1837, Attorney General in 1840 and Chief Justice in 1863.
Draper's estate, "Hazeldean" included this location, with the residence south of here at the top of the ravine. The image below provides a glimpse of Hazeldean through the trees. A bridge across Castle Frank Creek, which once flowed through this ravine, connected Draper's estate to the Jarvis estate, "Rosedale". The City demolished the house by 1890 to make way for the construction of Collier Street.
Plaque via Alan L. Brown's site Toronto Plaques. Full page here.