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Deacon Leavitt’s direct descendants were among the first settlers in an area known as Leavitt’s Head outside of St. George, New Brunswick, Canada. His fourth great-grandsons, Elisha “The Settler” Leavitt and David “The Settler” Leavitt were, according to family legend, shipwrecked on their voyage from Maine to Saint John, New Brunswick and came ashore in Lepreau, New Brunswick. After working in a lumber mill in Lepreau, the brothers made their way to Mascarene, New Brunswick. They worked at McKenzie’s Shipyard. Elisha left the shipyard to work for McVicar’s Lumber Camp. He was paid in land in the area known as Letang. He rented land to people who cleared land in lieu of paying rent. Elisha farmed and fished. He operated a limekiln and a lobster factory. He also invested in lumber land, purchasing over six hundred acres in 1858, known as the Glebe. He later built a home there, on higher ground. His brother David chose land and farmed and fished in the area that would become known as Leavitt’s Head. Both brothers are buried in a family plot on David’s land. Their descendants hold reunions regularly at Leavitt’s Head.