There are four other Wright-designed buildings on the estate (also National Historic Landmarks): the Romeo and Juliet Windmill tower, Tan-y-Deri, Midway Barn, and Wright's home, Taliesin.

The Weekly Home News (Spring Green's newspaper) reported on October 17, 1901, that: "Owing to the increased attendance, the principals have decided to build a new schoolhouse.

He and his apprentices in the Fellowship converted the old gymnasium on the west side of the original Hillside Home School structure into a theater.

On the north end of the original Hillside Home School structure, he added a large drafting room with dormitories on either side (left).

In 1941, architectural historian Henry-Russell Hitchcock described the Hillside Home School building in his book, In the Nature of Materials:The construction is unusually solid for this period of Wright's work, comparing thus with the contemporary Heurtley house.

The lower walls are of native rock-faced random ashlar, superbly laid and reminding one of the finest of Richardson's masonry.

Other updates included repairs to the roof, exterior and interior finishes, restoration of the theater curtain and two major Asian bodhisattva sculptures.