Summerhill Neighbourhood History

Summerhill real estate is some of the finest real estate in Toronto. The community of Summerhill was originally named after ‘Summer Hill’ house which was built in 1842 by Charles Thompson, a Canadian transportation baron. Most of Summerhill was once a part of the Thompson estate and was ultimately subdivided by Thompson’s heirs in the late 1800s. Since the construction of the Summerhill Subway Station in 1954, the community of Summerhill has grown substantially.

Summerhill Neighbourhood Today

Today, the community of Summerhill is a beautiful neighbourhood located in midtown Toronto and consists of tree-lined streets combined with elegant homes of various sizes. Summerhill includes a wide variety of interior décor and clothing shops, cafes, restaurants and bars, making it one of the most desired communities in the city of Toronto.


Summerhill Properties & Real Estate

Summerhill’s first homes consisted of both semi-detached and detached Victorian houses as well as detached Edwardian style houses. These homes were built between 1880 and 1915. A large number of these homes didn’t include driveways. As a result, street parking was made available from the city for a low annual fee.

Today, the neighbourhood of Summerhill includes homes of many different sizes and styles with many properties that include private driveways. Summerhill also includes various townhouses and a variety of low-rise luxury condominiums which were mostly built in the 1980s and 1990s.

Thinking About Making A Move?

Are you thinking about buying a home or condo in Summerhill or you are thinking of selling your Summerhill home or condo? As a local, award-winning real estate agent at Chestnut Park Real Estate Limited, I have helped may clients with their buying and selling needs and I would love to help you too. Take the first step towards achieving your Summerhill real estate objectives by contacting me today.

Summerhill Real Estate


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Summerhill Local Business Directory

Below are some of the most prominent businesses within Summerhill and the surrounding area.




10 Scrivener Square, Toronto



1095 Yonge St, Toronto


The Rosedale Diner

1164 Yonge St, Toronto



1 Balmoral Ave, Toronto


The York School

1320 Yonge St, Toronto


Toronto Lawn Tennis Club

44 Price St, Toronto



1240 Yonge St, Toronto


Impact Kitchen

1222 Yonge St, Toronto


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Get in Touch

+1 (416) 294-3776 braden@chestnutpark.com