It underwent a major expansion in 1921, when two new buildings were built for a cost of almost $40,000, including a concrete block dormitory for 200 boys and a new dining hall.

Sports offered include baseball, basketball, cross country, equestrian, golf, lacrosse, powerlifting, soccer, softball, swimming, tennis, track and field, and volleyball.

According to the United States Department of Agriculture, Kasey Kesselring, Montverde's Headmaster until his retirement in 2022, violated the Horse Protection Act, which resulted in a temporary disqualification from participating in equine events and a fine of $2,500.

[8] In May 2017, Essence and Fox 35 Orlando reported on a 16-year-old Black female student who was dress-coded for her dreadlocks which the administrator claimed were against school policy.

[9][10] Following the media coverage, the current headmaster Kasey Kesselring affirmed that the student handbook would be altered to remove the "dread lock" policy and that the rule was no longer in place.