Sheppard Avenue

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Sheppard Avenue is an east-west principal arterial road in Toronto, Ontario, Canada. A small portion of a continuation of the road in Pickering, Ontario is also called Sheppard Avenue.


Sheppard is named for Joseph Sheppard I, who acquired of land at the northwest corner of Sheppard and Yonge Street. His son opened a general store there. The site was occupied in 1860 by the Dempsey Hardware Store, which was later moved and restored as a museum. The former site is now an empty lot pending developed of a commercial building.

In the former Scarborough municipality, Sheppard was once called the Lansing Sideroad.


Sheppard Avenue East

East of Yonge Street, Sheppard travels east through North York to Highway 404. Historically, it continued straight to Victoria Park Avenue at the Scarborough border, where travellers then turned south to meet up with the Sheppard section through Scarborough. However, a new section called the Lansing Cutoff was constructed joining the two disconnected pieces. The orphaned section of Sheppard between the 404 and Victoria Park was renamed Old Sheppard Avenue.

Sheppard continues straight east through Scarborough until just east of Meadowvale Road, where the Rouge River valley presents steep grades , and so Sheppard curves southwards to meet Kingston Road just north of Highway 401. At that junction, it also meets Port Union Road, which heads south into the Port Union neighbourhood. However, Twyn Rivers Drive continues east into the...
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