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He was born in Gloucester, Massachusetts and died in Woodland Hills, Los Angeles, California. He died at the age of 71 and is buried at Oakwood Memorial Park Cemetery, Chatsworth, California.
In the early 1920s, Greenleaf acted with the Jack X. Lewis Company in summer stock theatre. He had earlier performed with stock theater companies in Boston and in Bridgeport, Connecticut. In the fall of 1921, he was with the Orpheum Players in Ottawa, Canada.
Greenleaf's Broadway credits include Alice in Wonderland (1947), Yellow Jack (1947), A Pound on Demand / Androcles and the Lion (1946), King Henry VIII (1946), Foxhole in the Parlor (1945), Decision (1944), Jason (1942), and Your Loving Son (1941).
- The Naked City (1948) - City Editor (uncredited)
- Deep Waters (1948) - Judge Tate (uncredited)
- For the Love of Mary (1948) - Justice Williams
- State Department: File 649 (1949) - Examining Board Member (uncredited)
- A Kiss in the Dark (1949) - Martin Soames
- Slattery's Hurricane (1949) - Adm. William F. Olenby
- Pinky (1949) - Judge Shoreham
- All the King's Men (1949) - Judge Monte Stanton
- Port of New York (1949) - John J. Meredith (uncredited)
- East Side, West Side (1949) - Horace Elcott Howland
- No Sad Songs for Me (1950) - Mr. Caswell
- A Ticket to Tomahawk (1950) - Mayor (uncredited)
- David Harding, Counterspy (1950) - Dr. George Vickers
- On the Isle of Samoa (1950) - Peter Appleton
- Harriet Craig (1950) - Henry Fenwick
- Al Jennings of Oklahoma (1951) - Judge Jennings
- Storm Warning (1951) - Faulkner
- Pier 23 (1951) - Father Donovan
- As Young as You Feel (1951) - Bill (uncredited)
- The Secret of Convict Lake (1951) - Tom Fancher (uncredited)
- A Millionaire for Christy (1951) - Benjamin Chandler
- The Family Secret (1951) - Henry Archer Sims
- Ten Tall Men (1951) - Sheik Ben Allal
- FBI Girl (1951) - Governor Owen Grisby
- Deadline – U.S.A. (1952) - Lawrence White (uncredited)
- Paula (1952) - President Russell
- Washington Story (1952) - John Sheldon
- She's Working Her Way Through College (1952) - Dean Rogers
- Bonzo Goes to College (1952) - Dean Williams (uncredited)
- Horizons West (1952) - Eli Dodson
- Angel Face (1953) - Arthur Vance
- The Bandits of Corsica (1953) - Paoli
- South Sea Woman (1953) - Captain at Court-martial
- The Last Posse (1953) - Arthur Hagan
- Three Sailors and a Girl (1953) - B.P. Morrow - Bank President
- Living It Up (1954) - Conductor
- The Violent Men (1955) - Dr. Henry Crowell (uncredited)
- Violent Saturday (1955) - Mr. Fairchild (uncredited)
- Son of Sinbad (1955) - Simon Aristides
- Headline Hunters (1955) - Paul Strout
- Texas Lady (1955) - Knox (uncredited)
- Never Say Goodbye (1956) - Dr. Kelly Andrews
- When Gangland Strikes (1956) - Luke Ellis
- Over-Exposed (1956) - Max West
- You Can't Run Away from It (1956) - Minister
- Three Violent People (1956) - Carleton
- Spoilers of the Forest (1957) - Clyde Walters
- Monkey on My Back (1957) - Dr. A.J. Latham
- The Vampire (1957) - Autopsy Surgeon (uncredited)
- The Night the World Exploded (1957) - Gov. Chaney
- No Time to Be Young (1957) - The Dean (uncredited)
- Jeanne Eagels (1957) - Elderly Lawyer (uncredited)
- Official Detective - Episode: "Extortion" (1958) - Paul Nidemyer
- Quantrill's Raiders (1958) - General (uncredited)
- The Buccaneer (1958) - Junior State Senator
- The Story on Page One (1959) - Judge Carey
- From the Terrace (1960) - Fritz Thornton
- Wild in the Country (1961) - Dr. Underwood
- Birdman of Alcatraz (1962) - Judge (uncredited)
- Maxford, Howard (2019). Hammer Complete: The Films, the Personnel, the Company. McFarland. p. 328. ISBN 978-1-4766-2914-8. Retrieved August 9, 2020.
- "Raymond Greenleaf". BFI.
- "Raymond Greenleaf | Biography, Movie Highlights and Photos". AllMovie.
- "Raymond Greenleaf (1892-1963) - Find A Grave..." www.findagrave.com.
- Wilson, Scott (August 19, 2016). Resting Places: The Burial Sites of More Than 14,000 Famous Persons, 3d ed. McFarland. ISBN 9781476625997 – via Google Books.
- "Theaters". The Charlotte News. North Carolina, Charlotte. May 4, 1921. p. 12. Retrieved August 20, 2018 – via Newspapers.com.
- "Raymond Greenleaf in Juvenile Roles". The Ottawa Citizen. Canada, Ottawa, Ontario. September 3, 1921. p. 15. Retrieved August 20, 2018 – via Newspapers.com.
- "Raymond Greenleaf". Internet Broadway Database. The Broadway League. Archived from the original on 21 August 2018. Retrieved 21 August 2018.
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