In 1904, Leila Webb, now a widow, married Ogden Codman, Jr., the noted society architect and interior decorator best known for his novel written with Edith Wharton.

[4] In 1912, he went with a fellow Harvard student by car from New York City to Vancouver, a then unprecedented adventure.

Beginning in 1915, he was the owner and General Manager of "Webb Farms" in Clinton Corners, New York.

[4] Webb was a Republican member of the New York State Assembly (Dutchess Co., 1st D.) in 1919, 1920, 1921 and 1922; and was Chairman of the Committee on Charitable and Religious Societies in 1922.

[4] He died on May 5, 1934, at Crumwold Hall, his estate designed by Richard Morris Hunt in Hyde Park, New York, after a long illness.