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Property Then & Now: Almost 100 Years Later, the Stately Homes of Chestnut Park Rd. Stand Proudly as Pillars of Rosedale

The above photo (taken in 1914 at the corner of Chestnut Park Rd. and Roxborough St. E.) features three classic Toronto homes in the heart of tony Rosedale.


Below, almost 100 years later, the same three homes (taken March 2012) stand proudly as ever, along with a century’s worth of tree growth, amid what is still one of the city’s most coveted neighbourhoods.



One of the oldest suburbs of downtown Toronto, Rosedale was settled in the 1820’s (an additional century before the above photo was taken in 1914). Formerly the estate of William Botsford Jarvis, his wife named it ‘Rosedale’ in honour of the beautiful roses that grew all over the area.


Rosedale is known for quaint gourmet restaurants and food shops, like The Rosedale DinerAll the Best Fine FoodsLe Petit Castor, and Cafe Doria; fantastic home decor boutiques like Hollace Cluny and 1212 Decor; some of the city’s top schools such as The York SchoolBranksome Hall, and Rosedale Junior Public School; as well as plenty of ravines, parklands, and green space.


Now one of the most highly-priced neighbourhoods in Toronto, the median selling price for a detached home in February 2012 was $2,375,000*, as compared to the median price of $830,500* a decade ago, in February 2002.


*pricing data from TREB



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More Property Then & Now from The Chestnut Park Blog


The Yorkville Branch, Toronto’s Oldest Library, Has Seen an Evolution of the City From Classic Novels to the Digital Age


This scene from 1911 isn’t hard to find today: Forest Hill marries Toronto old and new with exquisite charm


South Hill’s McMaster Avenue, in The Republic of Rathnelly, boasts an illustrious past that dates back to 1830


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