Family
- son Max Sheen: Twin of Bob; born March 14, 2009; mother, Brooke Mueller
- son Bob Sheen: Twin of Max; born March 14, 2009; mother, Brooke Mueller
- mother Janet Sheen:
- daughter Lola Sheen: Born June 1, 2005; mother, Denise Richards
- daughter Sam Sheen: Born March 9, 2004; mother, Denise Richards
- father Martin Sheen: Played Charlie's on-screen father in "Wall Street" (1987) and in episodes of ABC's "Spin City" (2002); also starred together in "Hot Shots Part Deux" (1993)
- sister Renee Pilar Estevez: Born in 1967; appeared in the cult favorite "Heathers" (1989) and on NBC's "The West Wing" as assistant to President Josiah Bartlet (played by Martin Sheen); married to professional golfer, Jason Federico
- brother Emilio Estevez: Born in 1962; co-starred with brother Charlie in "Men at Work" (1990); also known as a member of the acting Brat Pack, most notably appearing in "The Breakfast Club" (1985) and "St. Elmo's Fire" (1985)
- brother Ramon Estevez: Born in 1963; appeared in "The Dead Zone" (1983) and "That Was Then... This Is Now" (1985)
- daughter Cassandra Sheen: Born in 1984; mother, Paula Profitt
Companions
- wife Denise Richards: Met while filming "National Lampoon's Loaded Weapon 1" (1993); began dating in 2001, after Richards appeared on ABC's "Spin City"; married June 15, 2002; Richards filed for divorce from Sheen in March 2005, while Richards was pregnant with their second child; they reunited shortly after in November 2005; once again Richards filed for divorce in April 2006; divorce finalized Nov. 30, 2006
- Brittany Ashland: born c. 1972; adult film actor; filed assault charges against Sheen in 1996 to which he pleaded no contest; no longer together
- wife Denise Richards: first met during filming of "National Lampoon's Loaded Weapon 1" (1993); acted in "Good Advice" (2001); also appeared in recurring role on ABC's "Spin City" in 2001; announced engagement in January 2002; married in June 2002.
- Dolly Fox: visited Sheen in the Philippines when he was shooting "Platoon"
- Ginger Lynn Allen: adult-film actor turned legit actor; dated off and on between 1990 and 1996
- Kelly Preston: broke off engagement on March 23, 1990; later married actor John Travolta
- Paula Profitt: high school girl friend and mother of daughter Cassandra
- Valerie Barnes: born c. 1975; dated from February 1997 to August 1997
- wife Brooke Wolofsky: (aka Brooke Allen, Brooke Mueller); met in April 2006; announced engagement in July 2007; married May 30, 2008
