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Director Clint Eastwood's top movies (based on box office success and rating)

| # | Year | | Movie name |
Cast |
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| 1 | 2004 |
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Million Dollar Baby | Morgan Freeman,Clint Eastwood,Hilary Swank,Jay Baruchel,Margo Martindale,Anthony Mackie,Brian F. O'Byrne,Mike Colter,Lucia Rijker,Michael Peña | | 2 | 2008 |
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Gran Torino | Clint Eastwood,Christopher Carley,Bee Vang,Brian Haley,Ahney Her,John Carroll Lynch,Brian Howe,Geraldine Hughes,Dreama Walker,William Hill | | 3 | 2003 |
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Mystic River | Tim Robbins,Sean Penn,Kevin Bacon,Laurence Fishburne,Laura Linney,Marcia Gay Harden,Emmy Rossum,Eli Wallach,Kevin Chapman,Tom Guiry | | 4 | 1992 |
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Unforgiven | Morgan Freeman,Clint Eastwood,Gene Hackman,Richard Harris,Frances Fisher,Saul Rubinek,Anna Levine,Jaimz Woolvett,Lochlyn Munro,Frank C. Turner | | 5 | 2008 |
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Changeling | Angelina Jolie,John Malkovich,Michael Kelly,Colm Feore,Gattlin Griffith,Michelle Gunn,Denis O'Hare,Amy Ryan,Jan Devereaux,Peter Gerety | | 6 | 2006 |
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Letters from Iwo Jima | Ken Watanabe,Ryo Kase,Kazunari Ninomiya,Shido Nakamura,Tsuyoshi Ihara,Hiroshi Watanabe,Yuki Matsuzaki,Toshi Toda,Mark Moses,Takumi Bando | | 7 | 2006 |
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Flags of Our Fathers | Ryan Phillippe,Robert Patrick,Jesse Bradford,Barry Pepper,Beth Grant,Paul Walker,Jon Polito,Adam Beach,Jamie Bell,John Slattery | | 8 | 2000 |
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Space Cowboys | Clint Eastwood,Donald Sutherland,Tommy Lee Jones,Marcia Gay Harden,James Cromwell,James Garner,Rade Serbedzija,William Devane,Courtney B. Vance,Loren Dean | | 9 | 1993 |
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A Perfect World | Clint Eastwood,Kevin Costner,Laura Dern,Bruce McGill,Bradley Whitford,Leo Burmester,Keith Szarabajka,Mary Alice,Ray McKinnon,T.J. Lowther | | 10 | 1976 |
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The Outlaw Josey Wales | Clint Eastwood,Bill McKinney,Sondra Locke,John Vernon,Chief Dan George,Royal Dano,Sam Bottoms,Richard Farnsworth,Paula Trueman,Matt Clark | | 11 | 1995 |
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The Bridges of Madison County | Meryl Streep,Clint Eastwood,Annie Corley,Jim Haynie,Victor Slezak,Debra Monk,Sarah Kathryn Schmitt,Phyllis Lyons,Christopher Kroon,Kyle Eastwood | | 12 | 2009 |
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Invictus | Morgan Freeman,Matt Damon,Tony Kgoroge,Patrick Mofokeng,Matt Stern,Julian Lewis Jones,Adjoa Andoh,Danny Keogh,Leleti Khumalo,Robert Hobbs | | 13 | 1997 |
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Absolute Power | Clint Eastwood,Gene Hackman,Ed Harris,Laura Linney,Scott Glenn,Judy Davis,Richard Jenkins,Mark Margolis,Dennis Haysbert,E.G. Marshall | | 14 | 1997 |
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Midnight in the Garden of Good and Evil | John Cusack,Kevin Spacey,Jude Law,Jack Thompson,Bob Gunton,Irma P. Hall,Geoffrey Lewis,Kim Hunter,Leon Rippy,Rhoda Griffis | | 15 | 1973 |
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High Plains Drifter | Clint Eastwood,Mitch Ryan,Geoffrey Lewis,Verna Bloom,Marianna Hill,Stefan Gierasch,Jack Ging,Billy Curtis,Ted Hartley,Robert Donner | | 16 | 1985 |
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Pale Rider | Clint Eastwood,Chris Penn,Michael Moriarty,Carrie Snodgress,Richard Dysart,Richard Kiel,Billy Drago,Charles Hallahan,John Russell,Doug McGrath | | 17 | 2002 |
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Blood Work | Clint Eastwood,Anjelica Huston,Jeff Daniels,Tina Lifford,Paul Rodriguez,Dylan Walsh,Glenn Morshower,Gerry Becker,Wanda De Jesus,Robert Harvey | | 18 | 1999 |
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True Crime | Clint Eastwood,James Woods,Lucy Liu,Denis Leary,Diane Venora,Michael McKean,Bernard Hill,Frances Fisher,Lisa Gay Hamilton,Isaiah Washington | | 19 | 1986 |
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Heartbreak Ridge | Clint Eastwood,Marsha Mason,Everett McGill,Moses Gunn,Mario Van Peebles,Bo Svenson,Peter Jason,Boyd Gaines,Eileen Heckart,J.C. Quinn | | 20 | 1983 |
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Sudden Impact | Clint Eastwood,Pat Hingle,Sondra Locke,Bradford Dillman,Carmen Argenziano,Camryn Manheim,Audrie Neenan,Paul Drake,Michael Currie,Jack Thibeau |
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