Pleasantville is a community located in the Town of Whitchurch–Stouffville, Ontario, Canada.

It is a small hamlet consisting of mainly farms, residential homes and horse ranches.See the detailed 1878 map: Township of Whitchurch, Illustrated historical atlas of the county of York and the township of West Gwillimbury & town of Bradford in the county of Simcoe, Ont. (Toronto: Miles & Co., 1878). Pleasantville was originally settled by Quakers from Pennsylvania in the early nineteenth century.For a brief history, cf. Jean Barkey et al, Whitchurch Township (Erin: Boston Mills, 1993), 71.

Pleasantville is situated east of Highway 404 and can be reached from Vivian Sideroad (Mulock Drive) by driving north on Woodbine Avenue.

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