In 2010 at age 80, Eastwood spent approximately $20 million to build himself a 15,949-square-foot compound in Carmel-by-the-Sea. His California real estate portfolio also includes a 6,136-square-foot Spanish style mansion in Bel-Air, the 1,067.5 acre Rising River Ranch in Burney, an apartment in Burbank, as well as a large but understated house located next door to his longtime primary Bel-Air residence. Eastwood is known to have purchased property in two other states. He owns a 5,700-square-foot house in Sun Valley, Idaho and a 1.13-acre, oceanfront manor in Kihei, Hawaii. The latter was featured in an episode of the 2012 reality show Mrs. Eastwood & Company.
Eastwood directed and starred in True Crime (1999). He plays Steve Everett, a journalist and recovering alcoholic, who has to cover the execution of murderer Frank Beechum (played by Isaiah Washington). True Crime received a mixed reception, with Janet Maslin of The New York Times writing, "his direction is galvanized by a sense of second chances and tragic misunderstandings, and by contrasting a larger sense of justice with the peculiar minutiae of crime. Perhaps he goes a shade too far in the latter direction, though." The film was a box office failure, earning less than half its $55 million budget and was Eastwood's worst-performing film of the 1990s aside from White Hunter Black Heart, which had a limited release.
More InfoIn the Eastwood-directed Hereafter (2010), he again worked with Matt Damon, who portrayed a psychic. The film had its world premiere on September 12, 2010 at the 2010 Toronto International Film Festival and had a limited release later in October. Hereafter received mixed reviews from critics, with the consensus at Rotten Tomatoes being, "Despite a thought-provoking premise and Clint Eastwood's typical flair as director, Hereafter fails to generate much compelling drama, straddling the line between poignant sentimentality and hokey tedium." Around the same time, Eastwood served as executive producer for a Turner Classic Movies (TCM) documentary about jazz pianist Dave Brubeck, Dave Brubeck: In His Own Sweet Way (also 2010), to commemorate Brubeck's 90th birthday.
More InfoThe following year Eastwood found further critical acclaim with Million Dollar Baby. The boxing drama won four Academy Awards for Best Picture, Best Director, Best Actress (Hilary Swank) and Best Supporting Actor (Morgan Freeman). At age 74 Eastwood became the oldest of eighteen directors to have directed two or more Best Picture winners. He also received a nomination for Best Actor, as well as a Grammy nomination for his score, and won a Golden Globe for Best Director, which was presented to him by daughter Kathryn, who was Miss Golden Globe at the 2005 ceremony. A. O. Scott of The New York Times lauded the film as a "masterpiece" and the best film of the year.
More InfoEastwood played Frank Horrigan in the Secret Service thriller In the Line of Fire (1993), directed by Wolfgang Petersen and co-starring John Malkovich and Rene Russo. Horrigan is a guilt-ridden Secret Service agent haunted by his failure to save John F. Kennedy's life. The film was among the top 10 box office performers in that year, earning $102 million in the United States alone, and 25 years after he was first listed on Quigley's Top Ten Money Making Stars Poll, Eastwood was voted number one again. A few months after film wrapped, Eastwood directed and co-starred alongside Kevin Costner in A Perfect World (also 1993). Set in the 1960s, Eastwood plays a Texas Ranger in pursuit of an escaped convict (Costner) who hits the road with a young boy (T.J. Lowther). Janet Maslin of The New York Times wrote that the film marked the highest point of Eastwood's directing career, and the film has since been cited as one of his most underrated directorial achievements.
More InfoEastwood directed and starred in the political thriller Absolute Power (1997), alongside Gene Hackman (with whom he had appeared in Unforgiven). Eastwood played the role of a veteran thief who witnesses the Secret Service cover-up of a murder. The film received a mixed reception from critics.Later in 1997, Eastwood directed Midnight in the Garden of Good and Evil, based on the novel by John Berendt and starring John Cusack, Kevin Spacey, and Jude Law. The film met with a mixed critical response.
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