1744Government
== History ==
=== Early history ===
John Green purchased land from the DeLancey patent and probably settled the area around 1744.
1785Government
The First Congregational Church of Middletown, established in 1785, has the highest spire downtown.
1848History
Eventually they dropped the word "south", using the current name when the community became a village in 1848.
1872Architecture
Its current church building was constructed in 1872.
1888Government
Middletown was incorporated as a city in 1888.
1942History
WALL radio (Classic hits format), 1340 AM, has been on-the-air since 1942.
1950Education
The Webb Horton mansion and adjoining 18 acres were donated to establish Orange County Community College in 1950.
1968Government
In 1968, Middletown annexed the adjacent Village of Amchir.
1986Government
After 1986, however, New York City required its municipal employees to reside in the city, and Middletown lost this source of residential development.
2000History
At the 2000 census, there were 25,388 people, 9,466 households and 5,963 families residing in the city.
2001Architecture
Also in the Town of Wallkill, the Galleria at Crystal Run opened in the early 1990s, and in 2001 the Shoppes at Orange Plaza replaced the Orange Plaza mall.
2005Education
In 2005, the Middletown School District implemented a full day kindergarten program at the request of the Middletown voters.
2011Architecture
ORMC was completed in 2011, merging the faculties of the former Horton Medical Center and Arden Hill Hospital.
2013Education
Chorley Elementary School, designed by the American architect Paul Rudolph, was built in the 1960s and demolished in 2013.
2014Education
Chorley Elementary School have made way for Presidential Park Elementary School, the district's newest school, built in 2014.