In close proximity to the site of the Little House stands"an enormous square-sided water tower and adjacent one-story building projecting horizontally from its north elevation." (As described in a July, 2002 report from the Cultural Resource Consulting Group about the property.) The study goes on to say that the water tower and attached farm building "are an eclectic combination of styles that include "Italianate, Federalist and Craftsman.  Referencing a New England lighthouse with its obelisk form and wooden clapboard siding, the windowed tower is crowned by Italianate brackets (that) support a flat, overhanging eave that holds a smaller box-like windowed structure which provides the base for a 1 1/2 story, Federalist-inspired clapboard cabin-like shell that was meant to hide the water tank at the top of the tower."

The age and exact purpose of this intriguing tower is unknown, but it was in existence when Florence L. Haupt purchased the property. Her namesake granddaughter (Florence Haupt Teiger) said that the tower was in a decrepit state even then, and recalls that her brother used to chase her up to the rickety tower steps when they were kids. She also remembers the sight of pigeons roosting at its top.

Ira Haupt II recalled that the first floor of the tower held general farm implements, and a laborer was housed on its 2nd floor. A caretaker (called superintendent) of the property also lived in the cottage which was attached to the tower. However, during World War II, Haupt noted that there was no superintendent, and the cottage was rented out to Oakhurst's police chief-Chief Eisele. He kept his riding horse, called Pearl Harbor, in their cow barn. (It was through Chief Eisele that Florence got her love of riding.)

Stuart Haupt served as an Air Raid Warden during WWII. He would go out to Deal Road when the siren blew. Because of the gasoline shortage during the War, the Haupts spent two years (1943-44) living in New York City.