Entertainment

The Best Mary Stuart Masterson Movies

List Rules
Vote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Mary Stuart Masterson movies, ranked best to worst with movie trailers when available. Mary Stuart Masterson's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Mary Stuart Masterson movies is decided by how many votes they receive, so only highly rated Mary Stuart Masterson movies will be at the top of the list. Mary Stuart Masterson has been in a lot of films, so people often debate each other over what the greatest Mary Stuart Masterson movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Mary Stuart Masterson films to end the squabble once and for all.

If you think the best Mary Stuart Masterson role isn't at the top, then upvote it so it has the chance to become number one. The greatest Mary Stuart Masterson performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

List includes Benny & Joon, At Close Range, more.

"This list answers the questions, "What are the best Mary Stuart Masterson movies?" and "What are the greatest Mary Stuart Masterson roles of all time?"

Movie fans who love Mary Stuart Masterson have also been known to enjoy films starring Lea Thompson and Jami Gertz.

list ordered by
  • On one of trapped housewife Evelyn Couch's (Kathy Bates) Wednesday nursing home visits, she encounters Ninny Threadgoode (Jessica Tandy), a colorful old woman who brightens Evelyn's outlook by ...more
  • Benny & Joon is a 1993 romantic comedy film released by Metro-Goldwyn-Mayer about how two eccentric individuals, Sam and Juniper "Joon", find each other and fall in love. Aidan Quinn also stars, and ...more
  • Keith Nelson (Eric Stoltz), an artsy high school outcast, tries to land a date with popular girl Amanda Jones (Lea Thompson) with some help from his tomboy best friend, Watts (Mary Stuart Masterson). ...more
  • Michael (James Woods) and Linda (Glenn Close) are a married upper-class couple unable to conceive a child. After speaking to an adoption agency, they meet a pregnant 17-year-old named Lucy (Mary ...more
  • A man's love for his pregnant wife, Corinne Jeffries (Cybill Shepherd), is interrupted when a car accident sends him to heaven. He is reincarnated, however, and two decades later he is a writer named ...more
  • Workaholic Lisa (Mary Stuart Masterson) long ago shut down emotionally, retreating into a shell during her painful childhood. Career is foremost in her mind and romance the very last thing. That ...more
  • Prostitutes Cody (Madeleine Stowe), Anita (Mary Stuart Masterson), Eileen (Andie MacDowell) and Lily (Drew Barrymore), work a saloon in the Old West. They decide to flee the bordello for a better ...more
  • The secretary at radio station WBN, Penny Henderson (Mary Stuart Masterson) is frantically trying to keep things in order as a broadcast goes on the air. Chaos breaks loose, however, when a series of ...more
  • Joanna Eberhart (Katharine Ross) moves to the quiet town of Stepford with her husband (Peter Masterson) and children. The town seems perfect -- maybe a little too perfect. There's something not quite ...more
  • Grizzled war veteran Sgt. Clell Hazard (James Caan) is disheartened when he is stationed as a guard in Arlington National Cemetery instead of an instructor of new recruits during the Vietnam War. ...more
  • Heaven Help Us is a 1985 comedy-drama film starring Andrew McCarthy, Mary Stuart Masterson, Kevin Dillon, Donald Sutherland, Wallace Shawn, Stephen Geoffreys, John Heard, and Patrick Dempsey.
  • Based on a true story, "At Close Range" follows the lives of the Whitewood family in rural Pennsylvania. Brothers Brad Jr. (Sean Penn) and Tommy (Chris Penn) are the sons of organized crime leader ...more
  • Years after a major global conflict has left the United States in dystopian disarray, a nomadic traveler who becomes known as the Postman (Kevin Costner) wanders through towns in the Northwest, ...more
  • When a plane crashes near his New Orleans home, ex-cop Dave Robicheaux (Alec Baldwin) rescues a young girl from the debris. He and his wife, Annie (Kelly Lynch), adopt her, never suspecting that the ...more
  • Precocious young Harriet (Evan Rachel Wood) lives with her much older sister, Gwen (Mary Stuart Masterson), at a New Hampshire motel owned by their mother (Cathy Moriarty), and dreams of a life ...more
  • On the 2nd Day of Christmas is a Lifetime television movie starring Mary Stuart Masterson and Mark Ruffalo, directed by James Frawley.
  • While setting up a school pageant, the parents at an elite private academy in New York City reflect on their lives and marriages. Baby boomers Iris (Stockard Channing) and John (Beau Bridges) look ...more
  • Dogtown is a 1997 drama film by George Hickenlooper about life in the small Missouri town of Cuba, Missouri starring Mary Stuart Masterson, Jon Favreau, Rory Cochrane, Harold Russell, and Natasha ...more
  • Although Vivien Thomas (Mos Def), a black man in the 1930s, is originally hired as a janitor, he proves himself adept at assisting the "Blue Baby doctor," Alfred Blalock (Alan Rickman), with his ...more
  • Funny About Love is a 1990 American romantic comedy film directed by Leonard Nimoy and starring Gene Wilder. With a screenplay by Norman Steinberg and David Frankel, the film is based on the article ...more
  • In an opulent New England community, an Ivy Leaguer causes a stir with what seem to be mysterious curative abilities. Theophilus North (Anthony Edwards) takes a teaching job in Newport, R.I., where ...more
  • The Book of Stars is a 1999 American drama film about two sisters, both of whom are on the down slopes of their lives but in entirely different ways. It received its world premiere as part of the ...more
  • In an effort to give something back to society, wealthy socialite Franny Bettinger (Mary Stuart Masterson) takes a position at a center for troubled youths. There she meets a group of hard-luck ...more
  • Leo
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    Leo is a 2002 drama film directed by Mehdi Norowzian.
  • The Sisters is a 2005 film starring Maria Bello, Mary Stuart Masterson, and Erika Christensen as the title characters; it also stars Alessandro Nivola, Rip Torn, Eric McCormack, Steven Culp, Tony ...more