The district was established in 1903 with the opening of the Elwood School on Cuba Hill Road (affectionately called the "Little Red Schoolhouse"), which operated as the sole school in the district for over 50 years. Cuba Hill School, which today is James H. Boyd School, opened further down the road in 1955, and Manor Plains School opened on Little Plains Road.
Elwood-John Glenn High School was constructed in 1962, followed by Harley Avenue School in 1966, and finally Elwood Middle School in 1968.
As of 2024, the district actively uses four of the six total schools. The Elwood School has stood abandoned since 2003, and Manor Plains School has been converted into the Western Suffolk BOCES: Wilson Technological Center.
Elwood School District has a history of academic success, with many students receiving Regents diplomas and recognition by the National Merit Program. In 2018, Elwood-John H. Glenn High School was honored as a National Blue Ribbon school.
The district has hosted various significant events, such as Career Day in partnership with Suffolk County District Attorney Ray Tierney’s office, allowing students to explore different career paths. It also participates in sustainability initiatives, including an annual Greenlawn-Centerport Day to promote environmental awareness.
The district features modern facilities and offers a diverse range of programs, including Advanced Placement courses and special education services, catering to the needs of all students.
Community engagement is integral to the district’s philosophy, with active participation from parents and local businesses in school activities.
New York State Education Department (2024). "Elwood UFSD". Retrieved April 26, 2024.