Chappaqua Central School District

In 1937, the Public Works Administration completed an addition including a new gymnasium, and designed by the firm of Tooker & Marsh and built by Wintour J. Hackett & Co.

In 1957, Horace Greeley School moved to its current location at 70 Roaring Brook Road, now as Horace Greeley High School, with the district headquarters moved next door to 66 Roaring Brook Road.

For a period in the late 1950s, kindergarten and fifth grade classes for the district were housed in J Building at Horace Greeley High School due to overcrowding, which prompted an addition at Roaring Brook and the construction of Douglas Grafflin Elementary School in 1962.

In 1973, the district rented the St. John & St. Mary Parish School, which had closed a year earlier, and the building housed fifth grade classes.

In 2002, to address overcrowding, an addition of a new wing for the kindergarten classes was added to Roaring Brook, and the rapidly decaying portables were demolished.

In 2015, Horace Greeley High School drama teacher Christopher Schraufnagel resigned[14] and was charged with the sexual abuse and child endangerment of three 15-year-old students.

The parents of several students (some not involved in the criminal case) subsequently filed a lawsuit against the school district.

[16] In 2016, Superintendent Lyn Mckay resigned amid growing public pressure due to the handling of this event.