Two original mid-20th century horse race press photographs: 1.) TOP PILOT. Owner Gustave Ring and jockey Steve Brooks, at Hialeah Park, February 28, 1949. Image inscribed: "Turf Pit by Mike Sirico." 10" x 8". Condition good. Verso inscription, appears to be Walter Winchell's hand: "Photo finish of Top Pilot running at Hialeah Fla the day after I B'cast it would win! Talk of the Racing Fans coast to coast, Feb 1949." 2.) SIR TRIBAL. Owner Charles Fritz, trainer S. Ippolito, and jockey Anthony Skoronski, at Sportman's Park, Cicero, Illinois, April 27, 1955. 9 1/2" x 7 1/2" (mounted within matte 13" x 11"). Good condition. PROVENANCE: THE HAROLD A. LAYER COLLECTION. The first from The Walter Winchell Files, Butterfield & Butterfield, 1990/91 (possibly the second).
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Estimate $60-$80
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Oct 9, 2026, 1:30 PM EDTSouth San Francisco, CA, United States


![File of Walter Winchell Drafts with Edits: [THEATER; HOLLYWOOD; POLITICS; CRIME; ETC; WINCHELL MEMOIR.] WALTER WINCHELL. Circa 1950s-1960s; a "file" of period typescript working copies/carbons (possibly some original typed) of column,](https://p1.liveauctioneers.com/4473/434770/243499493_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Walter Winchell Inspired Movie Treatment, by Reynolds & Broun: [WALTER WINCHELL; VAUDEVILLE/THEATER.] HEYWOOD BROUN (1888-1939), AND QUENTIN REYNOLDS (1902-1965). Circa 1930s period copy of a typed manuscript movie treatment/script by Broun, an](https://p1.liveauctioneers.com/4473/434770/243499602_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Box of Walter Winchell Drafts with Edits, and Misc. Ephemera: [THEATER; HOLLYWOOD; POLITICS, ETC.] WALTER WINCHELL. Circa 1950s-1960s; a box/"file" of original working typescripts and period copies/carbons of column, article, script drafts and revisions,](https://p1.liveauctioneers.com/4473/434770/243499480_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Winchell WWII-Era Telegrams (2), with Wartime Clippings/Ephemera: A box of 1930s-1940s ephemera related to Walter Winchell, politics, WWII era. Collection with varying levels of edge loss/crumbling. 1.) [ANTI-WAR.] TELEGRAMS (2). The first to Honorable Arthur](https://p1.liveauctioneers.com/4473/434770/243499637_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Assorted Letters to Walter Winchell [Charity, Journalism, Publicity, etc.]: LETTERS FROM THE WALTER WINCHELL FILES. Some with Winchell and/or Rose Bigman marks and notations, overall good condition. 1.) HUGH E AGNEW, NEW YORK UNIVERSITY. A typed letter signed by Agnew,](https://p1.liveauctioneers.com/4473/434770/243499609_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)


![Walter Winchell Autograph, with Burt Richman ALS: [LAS VEGAS.] 1.) WALTER WINCHELL. An autographed Hotel Tropicana, Las Vegas postcard, Paul Hesse portrait of Winchell; signed front and verso (4 3/4" x 8"); printed with "Broadway Ballad" by Winchell](https://p1.liveauctioneers.com/4473/434770/243499461_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Ernest Cuneo TLS to Rose Bigman, with Walter Winchell Notations: [WALTER WINCHELL; ROSE BIGMAN.] ERNEST L. CUNEO (1905-1988). A single-page typed letter signed by Cuneo, addressed to Walter Winchell's secretary, Rose Bigman (1910-1997), c/o the Damon Runyon](https://p1.liveauctioneers.com/4473/434770/243499675_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![A TLS to Walter Winchell, New York "Hack Bureau" Favors: [NY POLICE DEPARTMENT HACK BUREAU; LESTER STONE; PROHIBITION ERA.] CHARLES GROSS (?). A single-page typed letter signed (sent from New York) that hints at favors and loyalties. Addressed to](https://p1.liveauctioneers.com/4473/434770/243499434_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Dr. Dudley D. Shoenfeld TLS [Lindbergh Case; Walter Winchell]: [LINDBERGH CASE/CRIMINAL PSYCHOLOGY; WALTER WINCHELL.] DUDLEY D. SHOENFELD (1893-1971). A single-page typed letter signed by Dr. Dudley D. Shoenfeld, 116 West 59th St., dated September 29, 1934.](https://p1.liveauctioneers.com/4473/434770/243499444_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)

![Lindbergh Case Court Scene Original Photo, with another: TRIAL OF BRUNO HAUPTMANN FOR CHARLES LINDBERGH, JR. KIDNAPPING/MURDER [DAVID T. WILENTZ; WALTER WINCHELL]. Original/vintage photograph, 1935 courtroom scene in Flemington, New Jersey, showing](https://p1.liveauctioneers.com/4473/434770/243499486_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Gov. Harold G. Hoffman, Photo Signed to Winchell, with Letter [Lindbergh Case]: [LINDBERGH CASE; WALTER WINCHELL.] HAROLD GILES HOFFMAN (1896-1954). Original/vintage photo portrait of the 41st Governor of New Jersey (1935-1938); the matte signed and inscribed: "To Walter](https://p1.liveauctioneers.com/4473/434770/243499677_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Two U.S. Press Secretary TLS, 1953/1968 [Walter Winchell]: 1.) JAMES CAMPBELL HAGERTY (1909-1981). A single-page typed letter signed by Dwight D. Eisenhower's Press Secretary, James C. Hagerty, on White House letterhead, dated July 9, 1953. Addressed to](https://p1.liveauctioneers.com/4473/434770/243499433_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Sec. Stephen Early, TLS to Walter Winchell [FDR New Deal]: [FRANKLIN D. ROOSEVELT; NEW DEAL.] STEPHEN TYREE EARLY (1889-1951). A one-page typed letter signed by Franklin D. Roosevelt's Assistant Secretary/Press Secretary Stephen Early, on White House](https://p1.liveauctioneers.com/4473/434770/243499696_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)
![Three 1960 Hollywood/Theater Photographs: [HOLLYWOOD, THEATER, LITERARY CELEBRITIES.] Three large-format original/vintage photographs, images 13 3/4" x 11"; two laid down, one tipped on at upper margin, on cardboard (18" x 14"). Two](https://p1.liveauctioneers.com/4473/434770/243499560_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)


![NJ Atty. General David T. Wilentz Signed Photo [Lindbergh Case; Walter Winchell]: [LINDBERGH CASE; WALTER WINCHELL.] DAVID THEODORE WILENTZ (1894-1988). An original/vintage signed/inscribed photo portrait of Wilentz, the dapper Attorney General of New Jersey (1934-1944).](https://p1.liveauctioneers.com/4473/434770/243499500_1_x.jpg?height=181&quality=70&sharpen=true&version=1791580942&width=181)



