Field Note · Toronto

Old money, new money

Rosedale and Forest Hill against the condo corridors downtown.

Rosedale-Moore Park

Rosedale-Moore Park, Toronto · Photo: Jeff Hitchcock / Wikimedia Commons · CC BY 2.0

In Rosedale-Moore Park right now
$1,312Per sq ft
4Active listings
34Walk Score

Toronto keeps its wealth in two very different places. The old money sits north of Bloor in Rosedale and Forest Hill — winding streets, century mansions, ravine lots, and a hush that money has been buying here for a hundred years. Nothing about it is loud, which is rather the point.

Forest Hill South
Forest Hill South

The new money went vertical and moved to the water. The condo corridors of CityPlace and the central waterfront are where the city’s next generation of buyers lands: glass towers, amenities, and a walk-everywhere life a fifteen-minute streetcar — and a world — away from Rosedale’s oaks.

The old money settled under the trees; the new money moved to the water — fifteen minutes, and a world, apart.
Harbourfront-CityPlace
Harbourfront-CityPlace

Neither is “better”; they’re different bets on what a good life looks like. One buys you privacy, land, and permanence; the other buys you convenience, lock-and-leave freedom, and a front-row seat to the lake. Toronto, characteristically, is happy to sell you both.

Common questions

Where does Toronto's old money live?
Primarily in Rosedale and Forest Hill — established, tree-lined neighbourhoods of century homes and ravine lots, north of Bloor, that have been the city's premier addresses for generations.
Is a downtown condo a good alternative to a Rosedale house?
It is a different bet: the condo corridors near the waterfront offer walkability, amenities, and lock-and-leave convenience at a lower entry point than a Rosedale house, trading land and privacy for location and ease.
What makes Rosedale so expensive?
Scarcity and prestige — large lots, mature trees, ravine backdrops, heritage homes, and a century of being Toronto's most exclusive address. Supply is limited and rarely turns over.

Sources & further reading

The neighbourhoods in this note

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