James Montgomery Flagg Drawings and Watercolor Paintings
American, 1877-1960
James Montgomery Flagg was a prodigious illustrator, working as a contributing artist to Life magazine at the surprisingly young age of 14. Flagg was born on June 18, 1877, in the Village of Pelham. He is most famous for creating the first image of the fictional Uncle Sam. His ‘I Want You’ lithographed image of Uncle Sam was published in 1917, during the First World War. It is storied that Flagg used his own image as the model for Uncle Sam, imagining himself as a much older man and with facial hair. Flagg died on May 27, 1960, in New York.
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Artist: James Montgomery Flagg
As Easy as Kiss Me Hand
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
Category
20th Century James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Paper, Watercolor
The Working Man's Choice
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper
Signature: Inscribed and Signed
Category
1920s James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Paper, Ink, Pen
Dancing with Woman Overlooking
By James Montgomery Flagg
Located in Fort Washington, PA
Contact for exact dimensions.
Category
20th Century James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Pen
“She struggled until she heard him telling her to be quiet.”
By James Montgomery Flagg
Located in Fort Washington, PA
Story illustration for “Tin Crown” by Rex Beach for Cosmopolitan, published February 1933, page 61.
Battling writer's block, songwriter Bertram Berry relies on the hidden talents of...
Category
20th Century Romantic James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Board, Pencil, Watercolor
Cream of Wheat Ad
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left
Category
1910s James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Watercolor, Board
Setting Off
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Ink on Paperboard
Dimensions: 24.50" x 21.00"
Signature: Signed 'James Montgomery Flagg' Lower Left
Category
20th Century James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Paper, Ink, Board
Mr. Bingle
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Left
"Mr. Bingle." Frontispiece illustration for "Mr. Bingle" by George Barr McCutcheon (New York: Dodd, Mead and Co., 1915.)
Category
1910s James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Ink, Board, Pen
Actress June Knight
By James Montgomery Flagg
Located in Miami, FL
Celebrity portrait sketch of
actress June Knight but James Montgomery Flagg on card stock in two colors.
Signed and inscribed lower right. The work is unframed.
There
is a slight cr...
Category
1930s Academic James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Crayon, Pencil
“Three-Fingered Jenny, ” story illustration for McClure’s
By James Montgomery Flagg
Located in Fort Washington, PA
Story illustration for “Three-Fingered Jenny” by C.N. and A.M. Williamson (Alice Muriel Williamson) for McClure’s Magazine, published February 1916, page 24.
The full caption reads...
Category
20th Century James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Board, Ink
"I Should Worry, " Cover for Judge Magazine, Feb. 28, 1914
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Watercolor and Gouache with Graphite on Paper Mounted
Signature: Signed Lower Right
"I Should Worry." Cover illustration for Judge magazine, pu...
Category
1910s James Montgomery Flagg Drawings and Watercolor Paintings
Materials
Paper, Watercolor, Gouache, Graphite
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Previously Available Items
Uncle Sam
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Street Scene with Lion
By James Montgomery Flagg
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Contact for exact dimensions.
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20th Century James Montgomery Flagg Drawings and Watercolor Paintings
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Man Showing Young Boy a Toy Boat
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper
Signature: Signed Lower Right
Man Showing Young Boy a Toy Boat
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20th Century James Montgomery Flagg Drawings and Watercolor Paintings
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Three Women
By James Montgomery Flagg
Located in Fort Washington, PA
Medium: Pen and Ink on Paper
Signature: Signed Lower Right
Pencil notation, "Same Focus", "Live on Coffee"
Category
20th Century James Montgomery Flagg Drawings and Watercolor Paintings
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The Woman's Decision
By James Montgomery Flagg
Located in New Orleans, LA
A woman must decide between a career or love in this watercolor by the great American illustrator James Montgomery Flagg. At the time of this painting's creation, a woman's place in ...
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Early 20th Century Other Art Style James Montgomery Flagg Drawings and Watercolor Paintings
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"I Do Fearfully Put in a Shallow Water"
By James Montgomery Flagg
Located in Fort Washington, PA
Signed Lower Right
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20th Century James Montgomery Flagg Drawings and Watercolor Paintings
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Young Woman Contemplates Her Future: Romance vs. Money
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James Montgomery Flagg drawings and watercolor paintings for sale on 1stDibs.
Find a wide variety of authentic James Montgomery Flagg drawings and watercolor paintings available for sale on 1stDibs. You can also browse by medium to find art by James Montgomery Flagg in ink, paper, pen and more. Not every interior allows for large James Montgomery Flagg drawings and watercolor paintings, so small editions measuring 1 inch across are available. Customers who are interested in this artist might also find the work of Louise Laplante, Seth Clark, and William Sommer. James Montgomery Flagg drawings and watercolor paintings prices can differ depending upon medium, time period and other attributes. On 1stDibs, the price for these items starts at $1,200 and tops out at $16,000, while the average work can sell for $3,900.
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