When Middleton retired in 1964, the headship of the school briefly passed to Mrs. Okie before she was succeeded by long-serving Headmaster Paul Long.

Under Long's almost two decades of leadership, Gunston experienced significant growth in terms of enrollment, physical plant, and academic reputation according to the school itself.

During his time as Headmaster Woodworth, he oversaw the addition of a crew team, the renovation of Middleton House, and the implementation of an international recruitment effort.

[1] The Gunston School offers an intellectually rigorous, highly personalized, and nurturing college preparatory educational experience.

There are 29 full and part-time faculty members in their college preparatory program that includes the humanities, science, math, the arts, and athletics.

The school claims to have a wide range of athletic facilities: a six-court tennis facility, three full-size natural grass fields, a field house with a competition-sized basketball court, and the Corsica River with two docks for their sailing and rowing programs.

As part of the school's holistic curriculum, all students must participate in a sport or fitness class for two of the three seasons each year.