The home that is now known as Montgomery Inn at Ingleside was built by Senator Donald Montgomery (1808-1893) in 1877. He was Lucy Maud Montgomery's paternal grandfather and one of the first four Senators of Prince Edward Island. The house has views of both the Gulf of St. Lawrence and Campbell's Pond, Montgomery's "Lake of Shining Waters." Senator Donald Montgomery's son, James Townsend Montgomery (1850–1903) and his wife Eliza Montgomery (1854–1944), took over the home and farm after the Senator died and kept the furnishings with the house, including many items Maud wrote about in her books, such as the rosebud tea set, Magog the china dog, the china fruit basket, and the Townsend clock. The house is considered a model for "Ingleside" in the Anne books.

James and Eliza's son Heath was Maud's first cousin. Heath and his wife Mary Ella Montgomery were the 3rd generation to live in the Park Corner home. Heath (1893–1962) and Mary Ella (1902–1996) lived across the road from Silver Bush, the home of Montgomery's Campbell relatives, now owned and maintained by brother and sister George and Pam Campbell. Heath served in the First World War in France, returning to the farm in Park Corner after the war ended. He and Mary Ella had five children, some of whom remember Maud visiting the home when she came out to Park Corner. Heath had one of the few automobiles in the area at the time and motored Maud around the Island to see friends. The Montgomerys maintained the legendary hospitality they were always known for, opening their home in Park Corner to many visitors through the years. After Heath's death, Mary Ella welcomed guests into her home, then named "Montgomery Tourist Home." She was remembered as being a great cook and a hard worker as she hosted many tourists at her bed and breakfast. "She was a strong and kind-hearted woman. She had a keen business sense, and it seemed nothing slowed her down," recalled George Campbell.

In 1993 Heath and Mary Ella's son Robert opened the house as a museum, Montgomery Manor, later renamed as the Lucy Maud Montgomery Heritage Museum. In 2008, about seventy pieces from the Montgomery collection of memorabilia were sent to Japan and formed the nucleus of their display celebrating the hundredth anniversary of Anne of Green Gables. Thousands of people came to view the artifacts made famous in the author's books.

In 2014, Robert and his wife Brenda talked of needing to do something with the "old house" as the family still refers to it. The house was in ill repair and in danger of falling down if nothing was done, so their son Paul Montgomery and his wife Michele, bought the house from his parents in 2015 and undertook the monumental task of repairing and returning it to its former self. They spent over three years restoring the home and opened the doors on Montgomery Inn at Ingleside in 2018. They ran the Inn as a bed and breakfast for the next five years until the Covid pandemic forced them to sell it in 2023. It was privately owned for two years until Dennis and Lauralee Harding purchased Ingleside in 2025, carrying out the legacy begun by the Montgomery family and fulfilling a life-long dream to own a historic home on Prince Edward Island.