Stephen Sticht, 49, must appear in court April 17 to answer charges he has been conducting a "heinous" intimidation campaign against the five, the Miami Herald reported Wednesday.
The men charge Sticht has chased them through fields and over railroad tracks armed with a chainsaw and even shot at them with a pistol.
Sticht denies the charges and says the men are just trying to get back at him for calling the police when he finds them loitering near his home and construction-consultant business.
"All these allegations are fabrications," Sticht says. "It's a witch hunt. These guys are crackheads."
The homeless men held a press conference Tuesday to complain someone placed fliers in the neighborhood featuring their pictures and calling them crackheads, crooks and prostitutes, WPLG-TV, Miami, reported.
Sticht has denied making the fliers.