Teen Guilty After Assaulting Student Middletown High School

A 19-year-old has pleaded guilty to assault after attacking a student and a teacher at the high school in Middletown, New York.

Unfortunately, over the last few years, we have witnessed a rise in the number of fights and violent incidents that have occurred at many of the schools in the Hudson Valley. Back in March, we learned that one of those incidents, which involved six students attacking another student at the Middletown High School, led to injuries, arrests, and numerous charges.

David M. Hoovler Orange County DA Via Facebook/Google Maps

Assault at High School in Middletown, NY

According to court documents and statements made in court recently, six students at the Middletown High School were arrested and charged after they attacked another student at the Orange County, NY high school.

During the course of the attack, which took place on March 25th, 2025, a teacher at the school attempted to intervene to protect the student who was being attacked. As a result, both the student and the teacher sustained physical injuries.

David M. Hoovler Orange County DA Via Facebook

Six High School Students Charged in Middletown, NY

Following the attack, the City of Middletown Police Department launched an investigation which led to the arrests of 19-year-old Jennifier Ramirez-Castelan (above), an eighteen (18) year old co-defendant, and four (4) juveniles whose cases were filed in Orange County Family Court.

Google Maps

Teen Enters Plea

According to Orange County District Attorney David Hoovler, Jennifer Ramirez-Castelan, of Middletown, NY, has pled guilty to assault in the second degree. During the plea proceedings, Ramirez-Castelan admitted to intentionally causing physical injury to an employee of a school while on school grounds.

LOOK! Abandoned Orange County Chopper HQs in Newburgh-TLC's 'American Chopper'

WARNING: Under no circumstances should you enter this property. By doing so you risk bodily harm and/or prosecution for trespassing on private property.

In 2003, a father-son business reality show hit the Discovery Channel. It was called American Chopper and it followed the custom motorcycle-building business of the Teutul family out of Newburgh, NY. Paul Sr. owned the shop with sons Paul Jr. and Mikey working in the business. There was a slew of cast and characters. The center of the show wasn't just the amazing custom motorcycles built for celebrities and others, it was the volatile relationship between Sr. and Jr. The show ran for 12 seasons before the two could no longer get along. It ended up in lawsuits and the two not talking for ten-plus years. In the past few years, the business moved to Florida. This left the 61,000-square-foot headquarters for sale and abandoned. Take a look at what remained of Orange County Choppers.