Madden served time in the Federal Prison Camp, Eglin, at Eglin Air Force Base, and later the Coleman Federal Correctional Complex, near Ocala, Florida. Madden was released from prison in April 2005. He then attended a New York City halfway house. Madden's attorney, Joel Winograd, said that Madden would stay at the house for 60 days. After his release from a halfway house, he was restricted to home confinement for a period.
Since Madden was released from prison in 2005, the company quickly rebounded, increasing revenue by nearly $100 million in 2006 to $475.1 million. That same year, Steven Madden, Ltd. was named 'Company of the Year' for the second time at the Footwear News Achievement Awards.
Madden married Wendy Ballew, his former director of operations, in 2005 after he was released from prison. The couple have three children, twins Jack and Stevie Madden, and Goldie Ryan Madden. The couple divorced in 2015.