Hampton House Built in 1904, the Hampton House was dedicated by name, in January 1905, after the
Hampton Institute. The Hampton Institute is a historically black industrial school in Hampton, Virginia, and served as a model for Penn School's change into Penn Normal, even sponsoring Penn Center between 1901 and 1917. Hampton was designed to house two resident teachers with two more rooms for guests. Early principals of Penn - Rose Cooley and Grace House - lived in Hampton and entertained guests such as hosting tea parties, even using the house for weddings. Hampton House is surrounded by a field of Oak Trees and Yuccas plants. Palmetto and Pine trees were planted around the house by Penn students. The house today accommodates overnight guests of Penn Center.
Benezet House Benezet House, also known as Benezette House, is an historic dormitory located on the campus of Penn Center. It was built in 1905, completed in March 1906, and named after Frenchman,
Anthony Benezet. The female teachers and boarding students of Penn took residence in Benezet, with the first group moving in in May 1906. Female students had to live in Benezet before they graduated, as this was the spot for home economics classes for the female students. Today, Benezet House is used to house overnight guests.
Cedar Cottage Cedar Cottage was built in 1907 as a residence for Penn's single female teachers, as well as for use as the nurse's office and dispensary. Originally named Carpenter's Cottage, built by and for Penn School's first carpenter, Mr. Stevens.,.Jasmine Cottage won the Third Place Prize.
Orchard Cottage Orchard Cottage, built in 1942, was designed as a teacher's residence. It has also been utilized in recent years as a print shop, but today is not currently in use.
Retreat House and Dock The Retreat House and Dock were built in 1968, designed with the intention for
Dr. Martin Luther King, Jr., to use the new house in place of the smaller Gantt Cottage. The Retreat House was built on the site of the former Palmetto Cottage which was built in 1920 but was destroyed by fire in the 1950's.
Dormitory and residence Buildings Gallery file:Hampton House.png|South (front) Elevation - Hampton House file:Hampton House.jpg|Hampton House file:Cedar Cottage.png | North (front) Elevation - Cedar Cottage file:Cedar Cottage.jpg | Cedar Cottage file:Jasmin Cottage.png | North (front) Elevation - Jasmine Cottage file:Pine Cottage.png | East (front) Elevation - Pine Cottage file:Pine Grove Cottage.jpg| Pine Grove Cottage file:Lathers Dormitory.png | East (front) Elevation - Lathers Dormitory file:Lathers.jpg|Lathers Dormitory file:Arnett House.png|West (front) Elevation - Arnett Cottage file:Arnett Cottage.jpg| Arnett Cottage file:Orchard Cottage (Penn Center).jpg|Orchard Cottage ==School Buildings==