Summerhill

Experience upscale living in one of Toronto’s most sought-after residential enclaves. Nestled amidst some of the city’s most prestigious neighborhoods, Summerhill charms with its picturesque tree-lined streets and abundant greenery. Situated in between Yorkville, the Annex, and Rosedale, residents here revel in easy access to the vibrant amenities and cultural riches of these adjoining communities, all within a leisurely stroll away.

History

Summerhill’s story began in 1842 with the construction of the ‘Summer Hill’ house by Charles Thompson. Thompson’s estate, sprawling over 200 acres from Yonge Street to Mount Pleasant Road, transformed into the Summer Hill Spring Park and Pleasure Grounds, featuring rides, games, swimming, and a dance pavilion—a popular destination for picnics and day trips. By the 1860s, Thompson’s heirs subdivided the estate, leading to rapid growth spurred by the emerging railroad in the 1880s. The establishment of the North Toronto railway station nearby fueled industrialization, attracting residents seeking employment and opportunity. By the 1920s, Summerhill had become a hub for the Canadian Pacific Railway, catalyzing its transformation into a prestigious and highly sought-after neighborhood, a reputation it continues to uphold today.

    • North: Farnham Avenue

    • East: Yonge Street

    • South: Davenport Road and Hillsboro Avenue

    • West: Avenue Road

  • Most of the original residences in Summerhill date back to the period between 1880 and 1910, characterized by a predominance of semi-detached and detached Victorian architecture. While many properties in Summerhill do not have driveways, the neighbourhood typically offers permitted street parking. Alongside its Victorian homes, Summerhill features a diverse array of modern townhomes and luxury low-rise condo buildings.

      • K-6

        • Cottingham Junior Public School

        • Brown Junior Public School

      • K-8

        • Deer Park Junior and Senior Public School
          Jesse Ketchum Junior and Senior Public School

        • Our Lady of Perpetual Help Catholic School

      • Grade 9-12

        • Jarvis Collegiate Institute

        • North Toronto Collegiate Institute

      • Private Schools

        • De La Salle College Oaklands

        • The York School - Middle and Senior

  • The only houses in Summerhill prior to 1910, other than the Summer Hill estate itself, were the Victorian row houses and workers’ cottages at the south end of the neighbourhood.

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