Montgomery wrote six sequels to Anne of Green Gables: Anne of Avonlea, Chronicles of Avonlea, Anne of the Island, Anne of Windy Poplars, Anne's House of Dreams, and Anne of Ingleside.

Generally considered the best novel in the series, Anne of Green Gables introduces several important characters who reappear in the sequels. Anne of Avonlea relates Anne's two years as the Avonlea schoolmarm and the developing friendship between Anne and Gilbert Blythe. Anne of the Island depicts Anne's four years at Redmond College in Nova Scotia. During this period Diana Barry marries and has children, and Anne and Gilbert become engaged. In Anne of Windy Poplars, Anne recounts her experiences as principal of Summerside High School in a series of letters to Gilbert, who is attending medical school at Redmond College. Through a combination of charm, intelligence, and good luck, Anne again succeeds in befriending almost...