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The Best Mary Stuart Masterson Movies

Updated September 23, 2019 893 votes 173 voters 11.3k views32 items

List RulesVote 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?"

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  • 1
    Fried Green Tomatoes
    64
    25

    Fried Green Tomatoes

    Kathy Bates, Mary-Louise Parker

    Released1991

    Directed byJon Avnet

    Fried Green Tomatoes is a 1991 comedy-drama film based on the novel Fried Green Tomatoes at... more on Wikipedia

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  • 2
    Some Kind of Wonderful
    65
    28

    Some Kind of Wonderful

    Lea Thompson, Candace Cameron-Bure

    Released1987

    Directed byHoward Deutch

    Some Kind of Wonderful is a 1987 American romance film starring Eric Stoltz, Mary Stuart... more on Wikipedia

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    #644 of 1,647 The Most Rewatchable Movies#167 of 522 The Greatest Movies Of The 1980s, Ranked

  • 3
    Benny & Joon
    42
    21

    Benny & Joon

    Johnny Depp, Julianne Moore

    Released1993

    Directed byJeremiah S. Chechik

    Benny & Joon is a 1993 romantic comedy film released by Metro-Goldwyn-Mayer about how two... more on Wikipedia

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    #114 of 252 The Funniest '90s Movies#316 of 554 The Greatest Guilty Pleasure Movies

  • 4
    Immediate Family
    27
    8

    Immediate Family

    Glenn Close, James Woods

    Released1989

    Directed byJonathan Kaplan

    Immediate Family is a 1989 drama film directed by Jonathan Kaplan. It stars Glenn Close and... more on Wikipedia
  • 5
    Gardens of Stone
    29
    11

    Gardens of Stone

    James Earl Jones, James Caan

    Released1987

    Directed byFrancis Ford Coppola

    Gardens of Stone is a 1987 American drama film directed by Francis Coppola, based on the novel... more on Wikipedia
  • 6
    Heaven Help Us
    28
    11

    Heaven Help Us

    Patrick Dempsey, Donald Sutherland

    Released1985

    Directed byMichael Dinner

    Heaven Help Us is a 1985 comedy-drama film starring Andrew McCarthy, Mary Stuart Masterson,... more on WikipediaAmazon_watch buy button

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    #26 of 63 Movies Set in Brooklyn#427 of 456 The Most Quotable Movies of All Time

  • 7
    Radioland Murders
    25
    9

    Radioland Murders

    Christopher Lloyd, Mary Stuart Masterson

    Released1994

    Directed byCharles Martin Smith, Mel Smith

    This film is a 1994 comedy mystery film directed by Mel Smith and co-written/produced by... more on Wikipedia

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  • 8
    Chances Are
    28
    15

    Chances Are

    Robert Downey Jr., Cybill Shepherd

    Released1989

    Directed byEmile Ardolino

    Chances Are is a 1989 romantic comedy film directed by Emile Ardolino and starring Cybill... more on Wikipedia

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    #692 of 926 The All-Time Greatest Comedy Films#912 of 1,137 The Absolute Funniest Movies Of All Time

  • 9
    Digging to China
    24
    11

    Digging to China

    Evan Rachel Wood, Kevin Bacon

    Released1998

    Directed byTimothy Hutton

    Digging to China is a 1998 American drama film that marked the directorial debut of actor... more on Wikipedia
  • 10
    At Close Range
    20
    6

    At Close Range

    Sean Penn, Christopher Walken

    Released1986

    Directed byJames Foley

    At Close Range is a 1986 crime drama film directed by James Foley, based on the real life... more on Wikipedia
  • 11
    The Postman
    31
    20

    The Postman

    Kevin Costner, Tom Petty

    Released1997

    Directed byKevin Costner

    The Postman is a 1997 American epic post-apocalyptic adventure film. It is directed by,... more on Wikipedia

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  • 12
    Bad Girls
    17
    6

    Bad Girls

    Drew Barrymore, Andie MacDowell

    Released1994

    Directed byJonathan Kaplan

    Bad Girls is a 1994 western film starring Madeleine Stowe, Mary Stuart Masterson, Andie... more on Wikipedia

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  • 13
    Bed of Roses
    22
    14

    Bed of Roses

    Josh Brolin, Christian Slater

    Released1996

    Directed byMichael Goldenberg

    Bed of Roses is a 1996 romance film that starred Mary Stuart Masterson and Christian Slater.... more on Wikipedia
  • 14
    Heaven's Prisoners
    17
    11

    Heaven's Prisoners

    Alec Baldwin, Teri Hatcher

    Released1996

    Directed byPhil Joanou

    Heaven's Prisoners is a 1996 American drama crime thriller film directed by Phil Joanou and... more on Wikipedia
  • 15
    The Book of Stars
    1
    4

    The Book of Stars

    Jena Malone, Mary Stuart Masterson

    Released2000

    Directed byMichael Miner

    The Book of Stars is a 1999 American drama film about two sisters, both of whom are on the... more on Wikipedia
  • 16
    On the 2nd Day of Christmas
    15
    9

    On the 2nd Day of Christmas

    Mark Ruffalo, Mary Stuart Masterson

    Released1997

    Directed byJames Frawley

    On the 2nd Day of Christmas is a Lifetime television movie starring Mary Stuart Masterson and... more on WikipediaAmazon_watch buy button
  • 17
    Something the Lord Made
    13
    7

    Something the Lord Made

    Gabrielle Union, Alan Rickman

    Released2004

    Directed byJoseph Sargent

    Something the Lord Made is a 2004 film about the black cardiac pioneer Vivien Thomas and his... more on WikipediaAmazon_watch buy button
  • 18
    Dogtown
    13
    7

    Dogtown

    Jon Favreau filmography, Shawnee Smith

    Released1997

    Directed byGeorge Hickenlooper

    Dogtown is a 1997 drama film by George Hickenlooper about life in the small Missouri town of... more on Wikipedia
  • 19
    Three Blind Mice
    0
    6

    Three Blind Mice

    Mary Stuart Masterson, Brian Dennehy

    Released2008

    Directed byChristopher Leitch

    A lawyer defends a man he's known since serving together in Vietnam, who has been accused of... more on Wikipedia
  • 20
    Married to It
    12
    9

    Married to It

    Cybill Shepherd, Stockard Channing

    Released1993

    Directed byArthur Hiller

    Married to It is a 1991 film directed by Arthur Hiller about three New York City couples with... more on Wikipedia
  • 21
    The Florentine
    0
    6

    The Florentine

    Tom Sizemore, Jim Belushi

    Released1999

    Directed byNick Stagliano

    The Florentine is a 1999 film directed Nick Stagliano and produced by Francis Ford Coppola's... more on WikipediaAmazon_watch buy button
  • 22
    West of Here
    0
    7

    West of Here

    Elisabeth Moss, Mary Stuart Masterson

    Released2002

    Directed byPeter Masterson

    West of Here is a 2002 drama film directed by Peter Masterson. Ignoring his father's... more on WikipediaAmazon_watch buy button
  • 23
    My Little Girl
    8
    7

    My Little Girl

    Jennifer Lopez, James Earl Jones

    Released1987

    Directed byConnie Kaiserman

    My Little Girl is a 1986 American drama film the directorial debut of Connie Kaiserman that... more on Wikipedia
  • 24
    The Stepford Wives
    10
    11

    The Stepford Wives

    Tina Louise, Mary Stuart Masterson

    Released1975

    Directed byBryan Forbes

    The Stepford Wives is a 1975 science fiction–thriller film based on the 1972 Ira Levin novel... more on Wikipedia

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  • 25
    The Sisters
    8
    9

    The Sisters

    Elizabeth Banks, Maria Bello

    Released2005

    Directed byArthur Allan Seidelman

    The Sisters is a 2005 film starring Maria Bello, Mary Stuart Masterson, and Erika Christensen... more on Wikipedia