In 1905, she wrote her first and most famous novel, Anne of Green Gables. She sent the manuscript to several publishers, but, after receiving rejections from all of them, she put it away in a hat box. In 1907, she found the manuscript again, re-read it, and decided to try again to have it published. Anne of Green Gables was accepted by the Page Company of Boston, Massachusetts and published in 1908. An immediate best-seller, the book marked the beginning of Montgomery's successful career as a novelist. After Grandmother Macneill died in March of 1911, Montgomery married the Reverend Ewan Macdonald, to whom she had been secretly engaged since 1906, on July 5, 1911. Prior to her engagement to Macdonald, she had had two romantic involvements: an unhappy engagement to her third cousin Edwin Simpson, of Belmont, and a brief but passionate romantic attachment to Herman Leard, of Lower Bedeque. After their marriage, Montgomery and Macdonald moved to Leaskdale, Ontario, where Macdonald was minister in the Presbyterian church. She bore three sons: Chester (1912), Hugh (stillborn in 1914), and Stuart (1915); assisted her husband in his pastoral duties; ran their home; and continued to write best-selling novels as well as short stories and poems. She faithfully recorded entries in her journals and kept up an enormous correspondence with friends, family, and fans. Maud Montgomery Macdonald did not live on Prince Edward Island again, returning only for vacations.

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