Kinsale School. Photograph. 1930. Brian Winter Collection, Pickering Local History Collection. 2007-00307. The earliest settler in Kinsale was Wing Rogers who was related to Timothy Rogers, the first settler in Pickering Township with a large group of Quakers. Wing’s home still stands on Hwy 7 but may be demolished for the Hwy 407 expansion. The original Kinsale School still stands but has been transformed into a large daycare centre.