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Join me for the best tours of Toronto GTA homes.
Today, we explore the wonderful history and homes of Rosedale.
Rosedale, one of Toronto’s oldest and most prestigious neighborhoods, began in the 1820s when Sheriff William Botsford Jarvis and his wife, Mary, settled on an estate north of the city, naming it "Rosedale" for the wild roses dotting its ravines. After the Jarvis family sold the land in 1864, it evolved into Toronto’s first "garden suburb," with South Rosedale developing in the late 19th century and North Rosedale following after a 1909 bridge linked the areas, attracting wealthy residents who built grand Victorian, Edwardian, and Georgian mansions. Nestled among three ravines, its winding streets and seclusion made it a haven for Canada’s elite, including figures like writer Morley Callaghan and modern luminaries like Gerry Schwartz, while landmarks like Chorley Park—once Ontario’s Government House (1915-1960)—added to its legacy before becoming a public park. Designated a Heritage Conservation District in the 2000s, Rosedale remains a symbol of Toronto’s "old money," blending historic charm with modern affluence.
Here are just a few of the streets we will be exploring on this tour....
Mount Pleasant Rd, Moore Ave, Ottawa St, Standish Ave, Glen Rd, Whitehall Rd, Glen Rd, Shaftesbury Ave, Glenrose Ave, Rosedale Heights Dr, Heath St E, Garfield Ave, Harper Ave, Inglewood Dr, Rose Park Dr, Glen Elm Ave, Rosedale Heights Dr, Welland Ave, Cluny Dr, Roxborough Dr, Roxborough St E, Mckenzie Ave, Hawthorn Ave, Highland Cres, Douglas Dr, Rosedale Rd, Rose Park Dr, Roxborough Dr, Binscarth Rd, Maple Ave, Pine Hill Rd, Chestnut Park Rd, Roxborough Dr, Chestnut Park Rd, Beaumont Rd
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