
Toronto's most prestigious address
Rosedale is synonymous with old-money Toronto prestige. Its winding, tree-lined streets follow the natural ravine topography, creating an enclave that feels worlds removed from the city grid just blocks away. Original Victorian and Edwardian homes sit alongside modernist architect-designed estates, and the area has one of the highest concentrations of $3M+ properties in Canada.
The neighbourhood is anchored by the Rosedale Valley Ravine — a green corridor that connects to the Don Valley trail system. Residents walk their dogs past heritage properties to Summerhill Market, then up to the Rosedale Tennis Club or across to Chorley Park. The area feeds into Whitney PS and Rosedale Heights, and is minutes from Upper Canada College and Branksome Hall.
There are 100 homes for sale in Rosedale today, with a median asking price of $2M. Most are asking between $675K and $7.95M, so the range a buyer actually shops here is about $7.28M wide.
The most common thing on the market is condo apartments, at 43 of the 100 listings, asking a median of $999K. Rosedale also has 36 detached houses, 10 co-op apartments, 5 condo townhouses, 3 semi-detached houses available, which is worth knowing before you fix on one type.
On the rental side there are 26 places available in Rosedale, with a median asking rent of $3,150 a month. Against a $2M median asking price, that is the comparison worth running before deciding whether to buy here or rent first.
Figures are taken from active TRREB listings and were last updated 2026-10-27.
| Property type | For sale | Median asking |
|---|---|---|
| Condo Apartment | 43 | $999K |
| Detached | 36 | $5.5M |
| Co-op Apartment | 10 | $880K |
| Condo Townhouse | 5 | $2M |
| Semi-Detached | 3 | $3.63M |
More Toronto guides: Forest Hill, King West, Liberty Village and The Annex.