Born Webb Parmelee Hollenbeck, Webb was born in Indianapolis, Indiana. According to city directories of the period, all of Jacob and Mabel Hollenbeck's residences were in the heart of Indianapolis. In 1886 and 1887, Jacob G. Hollenbeck was at 40 Windsor Block. In 1888, he resided at 135 E. Vermont Street. In 1889 and 1890, Jacob and Mable lived at 305 N. Mississippi Street. In 1891, they lived at 74 W. New York Street. In 1892 and 1893, they lived at 229 N. Pennsylvania Street. Webb was the only child of Jacob Grant Hollenbeck (1867 – May 2, 1939), the ticket-clerk son of a grocer from an Indiana farming family, and his wife, the former Mabel A. Parmelee (aka "Parmalee" or "Parmallee"; March 24, 1869 – October 17, 1960), the daughter of David Parmelee, a railroad conductor. The couple married inKankakee, Illinois on January 18, 1888, and separated in 1891, shortly after their son's birth. According to Marion County, Indiana, Marriage Records, they married in Indianapolis on January 18, 1888. According to Illinois State Archives, they married on January 1, 1889.
In 1892, Webb's mother, now called "Mabelle", moved to New York City with her beloved "little Webb", as she called him for the remainder of her life. She dismissed questions about her husband, Jacob, who, like her father, worked for the Indianapolis-St. Louis Railroad, by saying, "We never speak of him. He didn't care for the theatre." The couple apparently divorced, since by 1900, Mabelle was married to Green B. Raum, Jr. New York City's 1900 U.S. Census indicates Mabelle and her son were using the surname Raum and living on West 77th Street with Green Berry Raum, Jr., a copper-foundry worker, who gave his position in the household as Mabel's husband. Raum was the son of General Green Berry Raum, former U.S. Commissioner of Internal Revenue and former U.S. Commissioner of Pensions. Webb's father, Jacob, married, as his second wife, Ethel Brown, and died in 1939.
According to the birth records, 1882-1889, of Marion County, Indiana, Book H-3, pg. 369, Clifton Webb was born in Indianapolis, Indiana on November 19, 1889. He was born at 305 Mississippi Street in Indianapolis. Some sources say Beech Grove, but this is not the case. Mississippi Street no longer exists. Its name was changed to Senate Avenue which is on the near west side of Indianapolis. In Webb's autobiography (Published in July 2011) Webb states, "The house in Indianapolis where I was born and which I dimly remember..." Webb's birthplace is listed as Indianapolis in The Internet Movie Data Base, Who's Who in America, the New York Times obituary (Oct. 13, 1966), The Indianapolis News obituary (October 14, 1966).
By the age of nineteen, using the name Clifton Webb, he had become a professional ballroom dancer, often partnering "exceedingly decorative" star dancer Bonnie Glass (she eventually replaced him with Rudolph Valentino), and performed in about two dozen operettas before debuting on Broadway as Bosco in The Purple Road, which opened at the Liberty Theatre on April 7, 1913, and ran for 136 performances before closing in August. His mother (billed as Mabel Parmalee) was listed in the program as a member of the opening night cast. His next musical was an Al Jolson vehicle, Sigmund Romberg's Dancing Around. It opened at the Winter Garden Theatre on October 10, 1914, and had 145 performances, closing in February, 1915. Later that year, Webb was in the all-star revue Ned Wayburn's Town Topics, which boasted 117 famous performers, including Will Rogers, listed in the Century Theatre opening night program of September 23, 1915. It closed 68 performances later on November 20, 1915. In 1916, he had another short run with Cole Porter's comic opera See America First, which opened at the Maxine Elliott Theatre on March 28, 1916, and closed after 15 performances on April 8, 1916. The World War I year of 1917 proved to be better, with a 233-performance run of Jerome Kern's Love o'Mike, which opened at the Shubert Theatre on January 15, 1917. After moving to Maxine Elliott's Theatre and Casino Theatre, it closed on September 29, 1917. Future Mama star Peggy Wood was also in the cast. Webb's final show of the 1910s, the musical Listen Lester, had the longest run, 272 performances. It opened at the Knickerbocker Theatre December 23, 1918, and closed in August 1919.
The 1920s saw Webb in no fewer than eight Broadway shows, numerous other stage appearances, including vaudeville, and a handful of silent films. The revue As You Were, with additional songs by Cole Porter, opened at the Central Theatre on January 29, 1920, and closed 143 performances later on May 29, 1920. Busy with films, tours and vaudeville, (including an appearance at the London Pavilion in 1921 as Mr. St. Louis in Fun of the Fayreand the next year in Phi-Phi), he did not return to Broadway until 1923, with the musical Jack and Jill (Globe Theatre) which had 92 performances between March 22, 1923, and June 9, 1923, and Lynn Starling's comic play Meet the Wife which opened on November 26, 1923, and ran into the summer of 1924, closing in August. The play's juvenile lead was 24-year old Humphrey Bogart.
In 1925, Webb appeared on stage in a dance act with vaudeville star and silent film actress Mary Hay. Later that year, when she and her husband,Tol'able David star Richard Barthelmess, decided to produce and star in New Toys, they chose Webb to be second lead. The movie proved to be financially successful, but 19 more years would pass before Webb appeared in another feature film.
Webb's mainstay was the Broadway theatre. Between 1913 and 1947, the tall and slender performer who sang in a clear, gentle tenor, appeared in 23 Broadway shows, starting with major supporting roles and quickly progressing to leads. He introduced Irving Berlin's "Easter Parade" and George andIra Gershwin's "I've Got a Crush on You" in Treasure Girl (1928); Arthur Schwartz and Howard Dietz's "I Guess I'll Have to Change My Plan" in The Little Show (1929) and "Louisiana Hayride" in Flying Colors (1932); and Irving Berlin's "Not for All the Rice in China" in As Thousands Cheer (1933). One of his stage sketches, performed with co-star Fred Allen, was filmed by Vitaphone as a short subject titled The Still Alarm. (Allen's experiences while working with Clifton Webb appear in Allen's memoirs.)
Most of Webb's Broadway shows were musicals, but he also starred in Oscar Wilde's The Importance of Being Earnest, and his longtime friend Noël Coward's Blithe Spirit and Present Laughter.
Webb was in his mid-fifties when actor/director Otto Preminger chose him over the objections of 20th Century Fox chief Darryl F. Zanuck to play the elegant but evil radio columnist Waldo Lydecker, who is obsessed with Gene Tierney's character in the 1944 film noir Laura. (Zanuck reportedly found Webb too effeminate as a person and an actor.) His performance won him wide acclaim, and despite Zanuck's original objection, Webb was signed to a long-term contract with Fox. Two years later he was reunited with Tierney in another highly praised role as the elitist Elliott Templeton in The Razor's Edge (1946). He received Academy Award nominations for Best Actor in a Supporting Role for both.
Webb also received an Oscar nomination for Best Actor in a Leading Role in 1949 for Sitting Pretty, the first in a three-film series of comedic "Mr. Belvedere" features with Webb portraying a snide and omniscient babysitter.
In the 1950 film Cheaper by the Dozen, Webb and Myrna Loy played Frank and Lillian Gilbreth, real-life efficiency experts of the 1910s and 1920s, and the parents of 12 children. The film's success led to a sequel, Belles on Their Toes, with Webb appearing only in a cameo flashback as the movie covers the family's life after the death of the father.
Webb's subsequent movie roles include that of college professor Thornton Sayre, who in his younger days was known as silent film idol Bruce "Dreamboat" Blair. Now a distinguished academic who wants no part of his past fame, he sets out to stop the showing of his old films on television in 1952's Dreamboat which concludes with Webb's alter ego Sayre watching himself star in Sitting Pretty. Also in 1952 he starred in the Technicolor movie biography of bandmaster John Philip Sousa, Stars and Stripes Forever. In 1953, he had his most dramatic role as the doomed but brave husband of unfaithful Barbara Stanwyck in Titanic and in 1954 played the (fictional) novelist John Frederick Shadwell in Three Coins in the Fountain. The 1956 British film The Man Who Never Was saw him playing the part of Royal Navy Lt. Cmdr. Ewen Montagu in the true story of Operation Mincemeat, the elaborate plan to trick the Axis powers about the Allied invasion of Italy duringWorld War II. In 1957's Boy on a Dolphin, second-billed to Alan Ladd, with third-billed Sophia Loren, he portrayed a wealthy sophisticate who enjoyed collecting illegally obtained Greek antiquities. In a nod to his own identity, the character's name was "Victor Parmalee".
Webb's final film role was an initially sarcastic, but ultimately self-sacrificing Catholic priest in Leo McCarey's Satan Never Sleeps. The film, which was set in China, showed the victory of Mao Zedong's armies in the Chinese civil war, which ended with his ascension to power in 1949, but was actually filmed in England during the summer of 1961, using sets from the 1958 film, The Inn of the Sixth Happiness, which had the same setting.
Webb never married and had no children. He lived with his mother until her death at age 91 in 1960, leading Noël Coward to remark, apropos Webb's grieving, "It must be terrible to be orphaned at 71."
Actor Robert Wagner, who co-starred with Webb in the movies Stars and Stripes Forever and Titanic and considered the actor one of his mentors, stated in his memoirs, Pieces of My Heart: A Life, that "Clifton Webb was gay, of course, but he never made a pass at me, not that he would have."
Because of health problems, Webb spent the last five years of his life as a recluse at his home in Beverly Hills, California, eventually succumbing to a heart attack at the age of 76. He is interred in crypt 2350, corridor G-6, Abbey of the Psalms in Hollywood Forever Cemetery, alongside his mother.
For his contribution to the motion picture industry, Clifton Webb has a star on the Hollywood Walk of Fame at 6840 Hollywood Boulevard.