Entertainment
173 voters

The Best Mary Stuart Masterson Movies

Updated September 23, 2019 893 votes 173 voters 11.4k 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?"

list.itemsDescription

...more
  • Fried Green Tomatoes1
    61
    24

    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

    More Fried Green Tomatoes 

    Behind-The-Scenes Stories From The Making Of 'Fried Green Tomatoes'#28 of 369 The Best Movies Based On Books

  • Some Kind of Wonderful2
    62
    27

    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

    More Some Kind of Wonderful 

    #300 of 781 The Greatest Chick Flicks Ever Made#686 of 1,540 The Most Rewatchable Movies

  • Benny & Joon3
    41
    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

    More Benny & Joon 

    #117 of 252 The Funniest '90s Movies#239 of 541 The Greatest Guilty Pleasure Movies

  • Chances Are4
    27
    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

    More Chances Are 

    #228 of 305 The Funniest '80s Movies#656 of 913 The All-Time Greatest Comedy Films

  • Bed of Roses5
    20
    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
  • Married to It6
    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
  • Immediate Family7
    11
    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
  • Bad Girls8
    16
    15

    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

    More Bad Girls 

    #244 of 400 The Best Western Movies Ever Made#46 of 76 The 30+ Best Modern Western Movies

  • My Little Girl9
    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
  • At Close Range10
    7
    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
  • Gardens of Stone11
    10
    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

    More Gardens of Stone 

    #19 of 82 The Best Vietnam War Movies#112 of 205 The Best R-Rated War Movies

  • Radioland Murders12
    8
    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

    More Radioland Murders 

    #175 of 247 The Best Whodunit Movies#243 of 261 The Best Ensemble Movies

  • The Stepford Wives13
    9
    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
  • The Book of Stars14
    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
  • The Sisters15
    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
  • Leo16
    8
    9

    Leo

    Elisabeth Shue, Dennis Hopper

    Released2002

    Directed byMehdi Norowzian

    Leo is a 2002 drama film directed by Mehdi Norowzian....
    Amazon_watch buy button
  • Heaven Help Us17
    9
    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
    Amazon_watch buy button

    More Heaven Help Us 

    #26 of 63 Movies Set in Brooklyn#422 of 456 The Most Quotable Movies of All Time

  • Three Blind Mice18
    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
  • The Florentine19
    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
    Amazon_watch buy button
  • Mr. North20
    6
    7

    Mr. North

    Lauren Bacall, Anjelica Huston

    Released1988

    Directed byDanny Huston

    Mr. North is a 1988 American comedy-drama film starring Anthony Edwards, based on the 1973...  more
    Amazon_watch buy button
  • Black and Blue21
    6
    7

    Black and Blue

    Mary Stuart Masterson, Anthony LaPaglia

    Released1999

    Directed byPaul Shapiro

    Black and Blue is a 1999 American made for TV movie. Based on the novel by Anna Quindlen....  more
    Amazon_watch buy button
  • West of Here22
    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
    Amazon_watch buy button
  • Digging to China23
    8
    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
  • Dogtown24
    4
    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
  • Something the Lord Made25
    4
    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
    Amazon_watch buy button

    More Something the Lord Made 

    #558 of 665 The Best Black Movies Ever Made, Ranked#38 of 91 Great Historical Black Movies Based On True Stories