Entertainment

The Best Mary Stuart Masterson Movies  

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563 votes 164 voters 10.8k views 32 items

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
1
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Kathy Bates, Mary-Louise Parker, Chris O'Donnell
Fried Green Tomatoes is a 1991 comedy-drama film based on the novel Fried Green Tomatoes at the Whistle Stop Cafe. Directed by Jon Avnet. It tells the story of a Depression-era friendship ...more
2
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Lea Thompson, Candace Cameron-Bure, Mary Stuart Masterson
Some Kind of Wonderful is a 1987 American romance film starring Eric Stoltz, Mary Stuart Masterson, and Lea Thompson. It is one of the several successful teen dramas written by John Hughes in ...more
3
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Johnny Depp, Julianne Moore, William H. Macy
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 ...more
4
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Robert Downey Jr., Cybill Shepherd, Mary Stuart Masterson
Chances Are is a 1989 romantic comedy film directed by Emile Ardolino and starring Cybill Shepherd, Robert Downey, Jr., Ryan O'Neal, and Mary Stuart Masterson. The original music score was ...more
5
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Josh Brolin, Christian Slater, Gina Torres
Bed of Roses is a 1996 romance film that starred Mary Stuart Masterson and Christian Slater. It was written and directed by Michael Goldenberg.
6
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Drew Barrymore, Andie MacDowell, Madeleine Stowe
Bad Girls is a 1994 western film starring Madeleine Stowe, Mary Stuart Masterson, Andie MacDowell and Drew Barrymore. It was directed by Jonathan Kaplan from a screenplay by Ken Friedman and ...more
7
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Glenn Close, James Woods, Mary Stuart Masterson
Immediate Family is a 1989 drama film directed by Jonathan Kaplan. It stars Glenn Close and James Woods as a married childless couple who want a baby. They decide to adopt from a pregnant ...more
8
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James Earl Jones, James Caan, Laurence Fishburne
Gardens of Stone is a 1987 American drama film directed by Francis Coppola, based on the novel of the same title by Nicholas Proffitt. It stars James Caan, Anjelica Huston, James Earl Jones and ...more
9
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Patrick Dempsey, Donald Sutherland, Mary Stuart Masterson
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.
10
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Christopher Lloyd, Mary Stuart Masterson, George Burns
This film is a 1994 comedy mystery film directed by Mel Smith and co-written/produced by George Lucas. This movie is set in the 1939 atmosphere of old-time radio and pays homage to the screwball ...more
11
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Sean Penn, Christopher Walken, Kiefer Sutherland
At Close Range is a 1986 crime drama film directed by James Foley, based on the real life rural Pennsylvania crime family led by Bruce Johnston, Sr. which operated during the 1960s and 1970s. It ...more
12
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Evan Rachel Wood, Kevin Bacon, Mary Stuart Masterson
Digging to China is a 1998 American drama film that marked the directorial debut of actor Timothy Hutton and the screen debut of Evan Rachel Wood. The screenplay by Karen Janszen focuses on the ...more
13
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Kevin Costner, Tom Petty, Mary Stuart Masterson
The Postman is a 1997 American epic post-apocalyptic adventure film. It is directed by, produced by, and stars Kevin Costner, with the screenplay written by Eric Roth and Brian Helgeland, based ...more
14
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Tina Louise, Mary Stuart Masterson, Katharine Ross
The Stepford Wives is a 1975 science fiction–thriller film based on the 1972 Ira Levin novel of the same name. It was directed by Bryan Forbes with a screenplay by William Goldman, and stars ...more
15
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Jon Favreau filmography, Shawnee Smith, Mary Stuart Masterson
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 ...more
16
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Gabrielle Union, Alan Rickman, Mos Def
Something the Lord Made is a 2004 film about the black cardiac pioneer Vivien Thomas and his complex and volatile partnership with white surgeon Alfred Blalock, the world famous "Blue Baby ...more
17
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Mark Ruffalo, Mary Stuart Masterson, David Hewlett
On the 2nd Day of Christmas is a Lifetime television movie starring Mary Stuart Masterson and Mark Ruffalo, directed by James Frawley.
18
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Alec Baldwin, Teri Hatcher, Mary Stuart Masterson
Heaven's Prisoners is a 1996 American drama crime thriller film directed by Phil Joanou and starring Alec Baldwin, Kelly Lynch, Mary Stuart Masterson, Teri Hatcher and Eric Roberts. It is based ...more
19
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Cybill Shepherd, Stockard Channing, Mary Stuart Masterson
Married to It is a 1991 film directed by Arthur Hiller about three New York City couples with disparate careers, ages, and lifestyles who nonetheless bond through their mutual connection to a ...more
20
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Jennifer Lopez, James Earl Jones, Mary Stuart Masterson
My Little Girl is a 1986 American drama film the directorial debut of Connie Kaiserman that was released in the U.S. in 1987. It is also Geraldine Page's final role and Jennifer Lopez' film
21
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Leo Elisabeth Shue, Dennis Hopper, Mary Stuart Masterson
Leo is a 2002 drama film directed by Mehdi Norowzian.
22
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Elizabeth Banks, Maria Bello, Chris O'Donnell
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, ...more
23
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Lauren Bacall, Anjelica Huston, Robert Mitchum
Mr. North is a 1988 American comedy-drama film starring Anthony Edwards, based on the 1973 novel Theophilus North by Thornton Wilder. Directed by Danny Huston, the film became a family project; ...more
24
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Mary Stuart Masterson, Anthony LaPaglia, Beau Starr
Black and Blue is a 1999 American made for TV movie. Based on the novel by Anna Quindlen.
25
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Mary Stuart Masterson, Henry Simmons, John Shea
When a disillusioned GI, an ex-prostitute and a small-time crook come under the spell of a charismatic, left-wing radical, a terrorist cell emerges in our own backyard.