The Proudfoot family originated from Woodside, near Lockerbie, Scotland. James Proudfoot (1802-1862) was a tea dealer in Woodside from 1821-1832. He married Janet Cairns (?-1865) c.1830 and had three children: Christopher, Jean, and Elizabeth. Leaving Woodside on 2 April, James, Janet and Christopher arrived on Prince Edward Island the 11 June 1832. They farmed in Greenvale near Alberton and in 1850, had named their family farm "Hawhill." By 1856, James had 120 acres of land cleared, but had lost his right arm in a farming accident. He became a Commissioner of Roads. James supplied Janet's two widowed sisters, Jane Miller and Mary Ryan with land on the corner of his property where they lived.

Christopher Proudfoot (1831-1890) married Elizabeth Brown (1842-1876) of New Glasgow, PEI, on 14 January 1864, and had six children: James, Christopher Junior, Jennie, Elizabeth, William, and Jessie. Elizabeth Brown died in 1877 and was buried in New Glasgow. Christopher married his second wife, Mary Jane Cairns (1853-1924) of Freetown, on 17 April 1878. Their children were John, Janet, Amelia, and Ella. Christopher had a 280 acre farm in Greenvale. He belonged to the Methodist - Episcopal Church in Alberton and is buried in the present day Bloomfied United cemetery.