Founding Regis High School was founded in 1914, through the financial bequest of a single (originally anonymous) benefactress, Julia M. Grant, the widow of
New York City mayor Hugh J. Grant. She stipulated that her gift be used to build a Jesuit high school providing a free education for Catholic boys with special consideration given to those who could not otherwise afford a Catholic education. The school continues that policy and does not charge tuition. Following the death of her husband in 1910, Julia Grant met with David W. Hearn, S.J. and, with a stipulation of strict anonymity, gave him an envelope with the money needed to start a school to educate Catholic boys. From its opening in 1914 until the late 1960s, Regis was regarded by Julia Grant and her children as their private charity. Only in the late 1960s did they reluctantly agree to allow the
alumni of Regis to contribute to the school's financial support. The last surviving member of the family, Lucie Mackey Grant, a daughter-in-law of Julia Grant, died in 2007.
Sexual misconduct cases (2021, 2023) In April 2021, the school announced that it was firing its president, Daniel Lahart, S.J. after an investigation confirmed that he had engaged in
sexual misconduct which included "inappropriate and unwelcome verbal communications and physical conduct, all of a sexual nature, with adult members of the Regis community, including subordinates". Regis' board of trustees voted to fire Lahart, and he was terminated on April 21, 2021. In April 2023,
Xavier High School teacher Matthew Chicas, who was working at the Regis REACH program, was arrested by
police and subsequently placed on suspension by the school. He was found attempting to film with his cell phone an 11-year-old pupil using a toilet. ==Extracurricular activities==