Harold Gray Sold at Auction Prices

Painter, Cartoonist, b. 1894 - d. 1968

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        • HAROLD GRAY
          May. 23, 2021

          HAROLD GRAY

          Est: $200 - $300

          (1894-1968) American cartoonist most famous for being the creator of the newspaper comic strip 'Little Orphan Annie.' A vibrant signed color sketch on a 4 x 5.5 in card, featuring Annie with her companion Sandy inscribed to a fan with a 'bubble' dialogue box. Affixed to a larger black sheet. Very fine condition.

          Alexander Historical Auctions LLC
        • HAROLD GRAY "ANNIE & SANDY" INK ILLUSTRAN
          May. 17, 2021

          HAROLD GRAY "ANNIE & SANDY" INK ILLUSTRAN

          Est: $200 - $300

          ORIGINAL HAROLD GRAY LITTLE ORPHAN ANNIE AND HER DOG SANDY VINTAGE ORIGINAL ART COMIC COMP DRAWING ILLUSTRATION | COLLECTIBLE COMICS COMIC BOOKS MID CENTURY NEWSPAPER ADVERTISING TOYS AND GAME COLLECTOR ANNIE DADDY WARBUCKS 1920'S 1930'S 1940'S 1950'S DOROTHY VANCE ( ORIGINAL CHRISTMAS CARD INCLUDED POST MARKED ADRESSED TO DOROTHY VANCE 1942) -PURCHASED AT BACK PORCH ILLUSTRATORS AUCTION -9" X 7" APPROX TO FRAME -SIGNED HAROLD GRAY BOTTOM RIGHT IN INK -VERY GOOD CONDITION, DISCOLORATION CONSISTENT WITH AGE -DP5321

          DejaVu Estate Sales & Auctions
        • Harold Gray (American, 1894-1968) 'Little Orphan Annie' Ink on Paper Comic Strip
          Sep. 20, 2020

          Harold Gray (American, 1894-1968) 'Little Orphan Annie' Ink on Paper Comic Strip

          Est: $200 - $300

          Harold Gray (American, 1894-1968) 'Little Orphan Annie' Ink on Paper Comic Strip 1960, signed right center, depicting a three-panel comic featuring 'Little Orphan Annie', 'Daddy Warbucks' and 'Sandy' the dog, housed in a wood frame under glass; provenance: Chicago, Illinois estate Condition: Very Good, no apparent condition issues; wear to frame; not examined out of the frame Height: 6 inches, Width: 19 3/4 inches (image) Frame Size: 7 3/8 inches by 20 7/8 inches Category: Collectibles > Comic Books Shipping Status: Leonard Auction, Inc. will provide direct shipping for this lot. Please visit our website for a shipping estimate. Approximate Sale Time: 2:00 pm CST Links to High Resolution Images: Image #1 Image #2

          Leonard Auction
        • Harold Gray ''Orphan Annie'' New Haven Vintage Watch
          Feb. 08, 2020

          Harold Gray ''Orphan Annie'' New Haven Vintage Watch

          Est: -

          Harold Gray ''Orphan Annie'' New Haven Vintage Watch Condition: Watch is currently not running

          Fidelity Estate Services
        • Harold Gray, "Little Orphan Annie" original illustration referencing Pearl Harbor Day!
          Nov. 07, 2017

          Harold Gray, "Little Orphan Annie" original illustration referencing Pearl Harbor Day!

          Est: $600 - $700

          Comic Art Original illustration artwork, rendered in ink and watercolor on card stock with an illustration image area of 5" x 9". Dated and signed "Harold Gray/ 1947", with a large speech bubble featuring one of her classic quotes of "LEAPIN' LIZARDS! / December Seventh! A Day in History! Th' Christening O' Our Pal, Jonathan Shoup … C'Mon … We Wouldn't Miss That For A Million Dollars … Eh, Sandy?" The art is in excellent condition. Harold Gray creates a classic vibrant personalized drawing featuring Annie and her pup Sandy. Made more significant with Gray's historical reference of Pearl Harbor Day in his comment "December Seventh! A Day in History". Annie is a 10-year-old orphan. Her distinguishing physical characteristics are a mop of red, curly hair, a red dress and vacant circles for eyes. Her catchphrases are "Gee whiskers" and "Leapin' lizards!" Annie attributes her lasting youthfulness to her birthday on February 29 in a leap year, and ages only one year in appearance for every four years that pass. Annie is a plucky, generous, compassionate, and optimistic youngster who can hold her own against bullies, and has a strong and intuitive sense of right and wrong. Sandy enters the story in a January 1925 strip as a puppy of no particular breed which Annie rescues from a gang of abusive boys. The girl is working as a drudge in Mrs. Bottle's grocery store at the time and manages to keep the puppy briefly concealed. She finally gives him to Paddy Lynch, a gentle man who owns a "steak joint" and can give Sandy a good home. Sandy is a mature dog when he suddenly reappears in a May 1925 strip to rescue Annie from gypsy kidnappers. Annie and Sandy remain together thereafter. Little Orphan Annie displays literary kinship with the picaresque novel in its seemingly endless string of episodic and unrelated adventures in the life of a character who wanders like an innocent vagabond through a corrupt world. In Annie's first year, the picaresque pattern that characterizes her story is set, with the major players ‾ Annie, Sandy and "Daddy" Warbucks ‾ introduced within the strip's first several weeks. The story opens in a dreary, Dickensian orphanage where Annie is routinely abused by the cold, sarcastic matron, named Miss Asthma (later replaced by an equally mean woman named Miss Treat [a play on the word, "mistreat"]). One day, the wealthy but mean-spirited Mrs. Warbucks takes Annie into her home "on trial." She makes it clear that she does not like her, and tries to send her back to "the Home", but one of her society friends catches her in the act, and she immediately changes her mind, to her disgust. Her husband Oliver, who returned from a business trip, develops an instant paternal affection for Annie and instructs her to address him as "Daddy." Originally, the Warbucks had a dog named One-Lung, who liked Annie. Their household staff also takes to Annie and they like her. However, the staff despises Mrs. Warbucks, the daughter of a nouveau riche plumber's assistant. Cold-hearted Mrs. Warbucks sends Annie back to "the Home" numerous times, and the staff hates her for that. "Daddy" (Oliver) keeps thinking of her as his "daughter". Mrs. Warbucks often argues with Oliver over how much he "mortifies her when company comes" and his affection for Annie. A lovely original vibrant drawing, and a classic example of this wonderful cartoon.

          University Archives
        • Harold Gray. Original Daily.
          Sep. 13, 2017

          Harold Gray. Original Daily.

          Est: $150 - $450

          2-19-64 Annie and Daddy Warbucks appear in all the panels.

          Weiss Auctions
        • Watch, Little Orphan Annie, 1930s
          Feb. 15, 2016

          Watch, Little Orphan Annie, 1930s

          Est: $20 - $50

          This leather banded child's wristwatch displays the then famous character of Little Orphan Annie in her signature red coat.

          Louis J. Dianni, LLC
        • GRAY, HAROLD. 1894-1968.
          Apr. 16, 2012

          GRAY, HAROLD. 1894-1968.

          Est: $600 - $800

          Little Orphan Annie. Original 5-panel daily strip, pen and ink on stiff paper, 180 x 590 mm, signed and additionally signed and inscribed ("Very best wishes to Shelton Frey from Harold Gray"), dated January 1, 1943. Marginal notes and scribbles in pen, pencil and crayon, evenly toned, some edgewear and soiling, thumbtack holes. Annie, garbed in the raiment of the Junior Commandos, muses solemnly about the new year and how coming events will influence the fortunes of war.

          Bonhams
        • GRAY Harold (1894 - 1968) LITTLE ORPHAN ANNIE Encre de Chine pour le daily strip du 20 septembre 1946
          Mar. 13, 2010

          GRAY Harold (1894 - 1968) LITTLE ORPHAN ANNIE Encre de Chine pour le daily strip du 20 septembre 1946

          Est: €900 - €1,100

          GRAY Harold (1894 - 1968) LITTLE ORPHAN ANNIE Encre de Chine pour le daily strip du 20 septembre 1946, réalisé pour le News Syndicate Co. Signé. 16 x 50,4 cm. Encadré. Indian ink for the daily strip of September 20th, 1946 drawn for News Syndicate Co. Signed Framed.

          Artcurial
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