Her father was once head of the commercial house of Leroy, Bayard, McKiven & Co., a large trading company that operated in different parts of the world.

Herman also served as the first Dutch Consul to the United States.

Her aunt, Elizabeth Cornell, was married to banker William Bayard Jr., a close friend to Alexander Hamilton, and her first cousin, Harriet Elizabeth Bayard, was married to Stephen Van Rensselaer IV, the last patroon of the Manor of Rensselaerswyck.

[3] When Daniel Webster died in 1852, Caroline received $100,000 (about $3.7 million in 2023) which was invested for her benefit.

[4] Thirty years later after Daniel Webster's death, Caroline LeRoy Webster died in her home in New York City after increasing illness and pneumonia.