Neighbourhood guide  /  Midtown

Bennington Heights

A small ravine-bounded pocket south of Leaside, quiet and tightly held.

Bennington Heights is a compact neighbourhood south of Leaside, cut off from through traffic by ravine on three sides and reached by a small number of streets. That isolation is the point: it is genuinely quiet, the ravine trails are at the door, and the housing is a mix of interwar and postwar detached homes on good lots, many since expanded or rebuilt. It shares Leaside’s schools and much of its family character while feeling considerably more secluded. Very little comes up for sale in any given year.

Housing stock

Detached houses, interwar and postwar, many substantially renovated.

Who buys here

Families, often moving from Leaside for more space and quiet; long-term owners.

Transit

The Bayview bus south to the Bloor line; the Eglinton Crosstown to the north.

Worth checking

Access is limited to a few streets, which matters in winter. Drive the routes before deciding.

Homes for sale in Bennington Heights

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