Howard remained a Chicago resident throughout his NBA playing career.
In 1996, he bought a 3,116-square-foot (289.5 m²) town home for $490,000 in the South Loop area.
In 2009, he paid $2.55 million for a three-bedroom, 3,080-square-foot (286.1 m²) unit in the Trump International Hotel & Tower.
In 2005, Howard bought a 3.5-acre (14,000 m²) $11.775 million property in South Florida's Gables Estates, where he intended to build a 15,000-square-foot (1,400 m²) home, with a dock for a newly purchased 54-foot (16 m) yacht named the Fab 5.
After the Heat won the 2012 NBA championship, Howard sold the home within a week for about $10 million, but he continued to own at least one South Florida real estate property.

Howard has six children with four different women.
 One of Howard's children, son Juwan Howard Jr. (born February 5, 1992), is the child of Markita Blyden, who was runner-up for Michigan's Miss Basketball when she and her twin sister led Detroit's Murray–Wright High School to the 1990 Class A state championship game.
Howard, Jr. finished his senior season at Detroit's Pershing High School in spring 2010.
As a junior, he led his high school to the Michigan High School Athletic Association state championship.
As a senior, he was named first team All-State by the Associated Press and Detroit Free Press.
 He played his freshman season for the 2010–11 Western Michigan Broncos before he transferred to the University of Detroit Mercy Titans.
As a redshirt sophomore for the 2012–13 Detroit Titans, he became a regular starter and solid contributor.

On July 6, 2002, Howard married Jenine Wardally.
At the time, Howard was 29 and Wardally was 27.
They have two sons: Jace, who was born in late September 2001, and Jett, who is two years younger.
Both are high school basketball players with multiple Division I recruitment offers.
Jace committed to University of Michigan on January 20, 2020 and will play under his father.
Howard remained a Chicago resident throughout his NBA playing career. In 1996, he bought a 3,116-square-foot (289.5 m²) town home for $490,000 in the South Loop area. In 2009, he paid $2.55 million for a three-bedroom, 3,080-square-foot (286.1 m²) unit in the Trump International Hotel & Tower. In 2005, Howard bought a 3.5-acre (14,000 m²) $11.775 million property in South Florida's Gables Estates, where he intended to build a 15,000-square-foot (1,400 m²) home, with a dock for a newly purchased 54-foot (16 m) yacht named the Fab 5. After the Heat won the 2012 NBA championship, Howard sold the home within a week for about $10 million, but he continued to own at least one South Florida real estate property.
Howard has six children with four different women.  One of Howard's children, son Juwan Howard Jr. (born February 5, 1992), is the child of Markita Blyden, who was runner-up for Michigan's Miss Basketball when she and her twin sister led Detroit's Murray–Wright High School to the 1990 Class A state championship game. Howard, Jr. finished his senior season at Detroit's Pershing High School in spring 2010. As a junior, he led his high school to the Michigan High School Athletic Association state championship. As a senior, he was named first team All-State by the Associated Press and Detroit Free Press.  He played his freshman season for the 2010–11 Western Michigan Broncos before he transferred to the University of Detroit Mercy Titans. As a redshirt sophomore for the 2012–13 Detroit Titans, he became a regular starter and solid contributor.
On July 6, 2002, Howard married Jenine Wardally. At the time, Howard was 29 and Wardally was 27. They have two sons: Jace, who was born in late September 2001, and Jett, who is two years younger. Both are high school basketball players with multiple Division I recruitment offers. Jace committed to University of Michigan on January 20, 2020 and will play under his father.
Juwan Howard