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Cowboy Drawing

Cowboy and his horse Western Theme Pastel Drawing Signed WJ Madcher '42
By Wj Madcher
Located in Ferndale, MI
Western Theme Pastel Drawing Signed WJ Madcher '42
Category

Vintage 1940s American Sporting Art Drawings

Materials

Wood

Sphinx and Cowboys, Psychedelic Pencil Drawing by Dimitri Petrov
By Dimitri Petrov
Located in Long Island City, NY
Dimitri Petrov, American (1919 - 1986) - Sphinx and Cowboys, Year: 1977, Medium: Pencil on Paper
Category

1970s Surrealist Nude Drawings and Watercolors

Materials

Pencil

Outskirts Delivery - Graphite Drawing of Naked Cowboy with Blurred Face & Hands
Located in Chicago, IL
drawings are lovingly objectifying. I’m an alien researcher, and my subject, humans, are funny, cute, and
Category

2010s Contemporary Figurative Drawings and Watercolors

Materials

Archival Paper, Graphite

‘Cowboy, 1968’
By Richard McLean
Located in Rochester Hills, MI
Richard McLean ‘Cowboy, 1968’ Framed 30 x 27 inches Pencil on paper 27½” x 22½ inches Richard
Category

1960s Photorealist Figurative Drawings and Watercolors

Materials

Archival Paper, Graphite

‘Cowboy, 1968’
‘Cowboy, 1968’
$45,000
H 30 in W 2 in D 27 in
Hey Cowboy
By Olivia Gibb
Located in Kansas City, MO
Title : Hey Cowboy Materials : Stamp,xerox transfer,ink Date : 2015 Dimensions : 16.5×23.5 COA
Category

2010s Contemporary Portrait Drawings and Watercolors

Materials

Ink, Mixed Media, Pencil

Hey Cowboy
$498 Sale Price
56% Off
H 16.5 in W 23.5 in
Cowboys Making Vowel Sounds - Ah
By Adam Mysock
Located in New Orleans, LA
Midwestern work ethic, he developed an interest in painting and drawing all things Americana from a very
Category

21st Century and Contemporary Contemporary Drawings and Watercolor Paint...

Materials

Paper, Varnish, Graphite

"Windshield View" Still Life Cowboy Hat Helmut Markers Car Truck Mirror Cows
Located in Austin, TX
a truck. Inside, an array of items sit on the dashboard. A cowboy had and a construction helmet as
Category

20th Century Post-War Drawings and Watercolor Paintings

Materials

Watercolor, Archival Paper

Vintage American USO Show "Cowboy and Señorita" Cartoon Illustration
Located in Buffalo, NY
Vintage American drawing by noted cartoonist and illustrator Michael Berry (1907-2000). Framed
Category

20th Century Modern Figurative Drawings and Watercolors

Materials

Paper, Pencil

Cowboy in the Canyon, Small Contemporary Multicolor Abstract Figural Landscape
By Tiffanie Mang
Located in Soquel, CA
Small-scale yet bold multi-colored abstracted figurative landscape of a horse rider in a canyon (a study after Edgar Payne’s works) by Tiffanie Mang (American, b. 1991). Monogrammed ...
Category

2010s American Impressionist Figurative Drawings and Watercolors

Materials

Gouache, Cardboard

Cowboys Horses Cattle WPA American Scene Social Realism Mid 20th Century Modern
By Jo Cain
Located in New York, NY
Cowboys Horses Cattle WPA American Scene Social Realism Mid 20th Century Modern Jo Cain (1904
Category

1930s American Realist Figurative Drawings and Watercolors

Materials

Paper, Oil

Il Buttero (The Cowboy) - Ink and White Lead by Giuseppe Raggio - 1920 ca.
By Giuseppe Raggio
Located in Roma, IT
Beautiful ink drawing and white lead by Giuseppe Raggio, probably belonging to his last years of
Category

1910s Naturalistic Figurative Drawings and Watercolors

Materials

Ink

A Cowboy on the Horse - nk and Watercolor by C. Coleman - Late 1800
Located in Roma, IT
Nice ink and watercolor by Carlo (Charles) Coleman, an english born painter who worked in Italy for most of his life and in well known for his bucolic and animal representations. Fai...
Category

Late 19th Century Naturalistic Figurative Drawings and Watercolors

Materials

Ink, Watercolor

"Plastic Figure 4" Oil Painting
By Jason Walker
Located in Denver, CO
Cowboy figure toy drawing his weapon in the darkness. Group photo is for illustration purposes, this
Category

2010s Realist Still-life Paintings

Materials

Canvas, Oil

Clearing the Snow, Saturday Evening Post Cover
By John Ford Clymer
Located in Fort Washington, PA
silver metals for his oils and charcoal drawings from the Cowboy Artists of America, "Western Artist of
Category

1950s Other Art Style Paintings

Materials

Board, Oil

Family Picnic, Saturday Evening Post Cover
By John Ford Clymer
Located in Fort Washington, PA
silver metals for his oils and charcoal drawings from the Cowboy Artists of America, "Western Artist of
Category

1950s Figurative Paintings

Materials

Canvas, Oil

Untitled 25 (Figurative Drawing Polaroid Transfer of a Boy in Cowboy Costume)
By Mark Beard
Located in Hudson, NY
Figurative, Polaroid transfer of a young boy in vintage cowboy costume against an orange background
Category

1990s Modern Figurative Drawings and Watercolors

Materials

Archival Paper, Polaroid

Recent Sales

Late 20th Century Eugene Shortridge Cowboy Pen & Ink Western Drawing
Located in Seguin, TX
Pen and ink on artist board of a pair of cowboys on horseback by Eugene Shortridge (1926-2014) well
Category

Late 20th Century American Rustic Drawings

Materials

Paper

Olaf Wieghorst Original Western Drawing Signed Horse Cowboy Illustration Artwork
By Olaf Wieghorst
Located in Bloomington, MN
Olaf Wieghorst Authentic & Original Ink Drawing, Professionally Custom Framed and listed with the
Category

Mid-20th Century Realist Animal Drawings and Watercolors

Materials

Ink

Bill Anton Original Charcoal Drawing Large Signed Cowboy Western Horse Artwork
By Bill Anton
Located in Bloomington, MN
Bill Anton Authentic and Lary Original Charcoal Drawing, Professionally Custom Framed and listed
Category

1980s Realist Figurative Drawings and Watercolors

Materials

Charcoal

Olaf Wieghorst Original Ink Drawing Signed Western Horse Cowboy Illustration Art
By Olaf Wieghorst
Located in Bloomington, MN
Olaf Wieghorst Authentic & Original Ink Drawing, Professionally Custom Framed and listed with the
Category

Mid-20th Century Realist Portrait Drawings and Watercolors

Materials

Ink

Bill Anton Large Charcoal Drawing Signed Cowboy Western Illustration Framed Art
By Bill Anton
Located in Bloomington, MN
Bill Anton Authentic and Lary Original Charcoal Drawing, Professionally Custom Framed and listed
Category

1980s Realist Figurative Drawings and Watercolors

Materials

Charcoal

Jim Daly Original Charcoal Drawing Signed Cowboy Portrait Male Illustration Art
By Jim Daly
Located in Bloomington, MN
Jim Daly Authentic and Original Charcoal Drawing, Professionally Custom Framed and listed with the
Category

20th Century Realist Portrait Drawings and Watercolors

Materials

Charcoal

Rare Original Emil Bisttram - Study of a Cowboy
Located in San Francisco, CA
Early 20th century pencil study of a cowboy by well listed Taos school painter Emil James Bisttram
Category

Vintage 1930s American Drawings

Materials

Pencil, Charcoal

Cowboy Study (Cowboy, horse, western, charcoal, black & white)
By Donna Howell-Sickles
Located in Basalt, CO
Framed dimensions: 20 h x 17 w x 1 d Signed bottom right: Donna Howell-Sickles
Category

2010s Figurative Drawings and Watercolors

Materials

Charcoal

Mid 20th Century Eugene Shortridge Cowboy & Wagon Pen & Ink Western Drawing
Located in Seguin, TX
Pen and ink on artist board of a cowboy on horseback and wagon by Eugene Shortridge (1926-2014
Category

Mid-20th Century North American Rustic Paintings

Materials

Paper

Johnny Cash and Bono Guitar
Located in Mount Penn, PA
drawing titled, "Moshe Cowboy" and then signed it, "Mr. B." All autographs were obtained in person by the
Category

Late 20th Century American Musical Instruments

Materials

Wood

Johnny Cash and Bono Guitar
Johnny Cash and Bono Guitar
H 40 in W 16.5 in D 4.5 in
Sally McClymont, Australia, Tusch Drawing, Cowboy on Horse, Late 20th Century
Located in København, Copenhagen
Sally McClymont, Australia. Tusch drawing. Cowboy on horse, late 20th century. Visible dimensions
Category

Late 20th Century Australian Modern Drawings

Materials

Paper

"Let's Rodeo" Colorful Abstract Modern Cowboy Pastel Portrait Drawing
Located in Houston, TX
Colorful abstract modern pastel drawing of a cowboy by Texas artist Robert Sandman. The work
Category

1980s Modern Figurative Drawings and Watercolors

Materials

Pastel

Black and White Abstract Figurative Drawing of a Cowboy with a Horse
Located in Houston, TX
Monochromatic abstract figurative drawing by artist Emma Foster. This drawing depicts a cowboy with
Category

1950s Modern Animal Drawings and Watercolors

Materials

Paper, Pen

Monochromatic Brown Toned Western Portrait Drawing of a Cowboy and Two Horses
Located in Houston, TX
Ink drawing by Houston/Lockhart, Texas artist Joe Radar Roberts depicting two horses and a Western
Category

20th Century Naturalistic Animal Drawings and Watercolors

Materials

Paper, Ink

"READY AND WILLING" 16 X 12 GRAPHITE DRAWING WESTERN HORSE COWBOY
Located in San Antonio, TX
Halbert (Born 1957) Texas Artist Image Size: 16 x 12 Frame Size: 21 x 25 Medium: Graphite Drawing
Category

21st Century and Contemporary Realist Still-life Drawings and Watercolors

Materials

Graphite

"DALLY UP" IMAGE: 14 X 11 GRAPHITE DRAWING COWBOY RIDING HORSE
Located in San Antonio, TX
Halbert (Born 1957) Texas Artist Image Size: 14 x 11 Frame Size: 21 x 25.5 Medium: Graphite Drawing
Category

21st Century and Contemporary Realist Still-life Drawings and Watercolors

Materials

Graphite

Cowboy on Bucking Horse
By Joe Beeler
Located in Fort Washington, PA
Signature: Signed Lower Right
Category

20th Century Animal Drawings and Watercolors

Materials

Paper, Watercolor

Sci-Fi Themed Space Cowboy with Monster
Located in Houston, TX
Sci-fi themed painting with a Space Cowboy standing over a dinosaur looking creature. Signed and
Category

Late 20th Century Modern Figurative Drawings and Watercolors

Materials

Gouache

"SET OF 5 ILLUSTRATIONS FROM THE COWBOYS OF CUTOUT RANCH"
Located in San Antonio, TX
Walter Shelly Phillips (1867-1940) Chicago Illustrator Image Size: 11 x 16 Frame Size: 18 x 23 Medium: Ink and Watercolor on Paper Copyright 1915
Category

1910s American Impressionist Animal Drawings and Watercolors

Materials

Ink, Watercolor

Macabre Kid Cowboys - Fun and Games - Mid Century Dark Humor Cartoon.
By Addams, Charles Samuel
Located in Miami, FL
human flesh? The artist depicts cowboy-themed kids having some wild mischief with one another. A tied
Category

1940s Conceptual Figurative Drawings and Watercolors

Materials

Ink, Watercolor, Gouache

Don Oelze Native American Painting
Located in BENSENVILLE, IL
world. Don, born in New Zealand at an early age had a fascination with America, especially cowboys and
Category

Early 2000s American Paintings

Don Oelze Native American Painting
Don Oelze Native American Painting
H 43.75 in W 33.5 in D 4.5 in
Cowboy Hats, Surrealist Drawing by Wotjek Kowalczyk
Located in Long Island City, NY
Valley. Large cowboy hats seem to float down to earth from the clouds, settling and turning into stone
Category

2010s Surrealist Landscape Drawings and Watercolors

Materials

Paper, Ink

Classic Cowboy Sketch
Located in Colorado Springs, CO
One of a kind, original pencil drawing on paper by Thomas Blackshear II. Framed Dimensions: 14.75
Category

21st Century and Contemporary Realist Drawings and Watercolor Paintings

Materials

Pencil

untitled (Singing Cowboy)
By Walt Kuhn
Located in Fairlawn, OH
Signed by the artist in ink lower right. Created from the memory in 1918-1920 while the artist was working on the series of paintings entitled An Imaginary History of the West, now ...
Category

1910s Drawings and Watercolor Paintings

COWBOYS RIDING
By Edward (John Edward) Borein
Located in Portland, ME
Borein, Edward. COWBOYS RIDING Pencil drawing, 1933. Signed and dated 1933, in pencil. 10 1/2 x 3
Category

1930s Landscape Drawings and Watercolors

Materials

Pencil

Bucking Bronco, Original Sketch of Horse and Cowboy, Modernist Framed Drawing
By Arnold Rönnebeck
Located in Denver, CO
Graphite on paper drawing by Arnold Ronnebeck of a bucking bronco and cowboy, signed by the artist
Category

20th Century American Modern Animal Drawings and Watercolors

Materials

Graphite

Cowboy Cavalcade
By Ron Blumberg
Located in West Hollywood, CA
Blumberg. In 1939, Blumberg painted actor Chester Conklin as associate for the production of "Cowboy
Category

1930s Figurative Drawings and Watercolors

Materials

Graphite

Cowboys Around a Campfire
Located in San Francisco, CA
This artwork "Cowboys Around a Campfire" c. 1960 is an original gouache on paper by noted Brazilian
Category

Mid-20th Century Realist Figurative Drawings and Watercolors

Materials

Gouache

Besser Vintage American Realist Watercolor Gay Interest Reclining Cowboys
Located in New York, NY
scene of four cowboys reclining and resting after a hard day's work, hats pulled over their eyes and
Category

Mid-20th Century American Realist Drawings and Watercolor Paintings

Materials

Watercolor

"LOG CABIN" COWBOY WESTER HORSEBACK HOMESTEAD
Located in San Antonio, TX
Joe Rader Roberts (1925 - 1982) Lockhart/Houston Artist Image Size: 12 x 19 Frame Size: 23 x 30 Medium: Watercolor "Log Cabin" Joe Rader Roberts (1925-1982) Born in Lockhart, he foun...
Category

20th Century Impressionist Landscape Drawings and Watercolors

Materials

Watercolor

"Head Em Home", Mid Century Cowboy on Horse Western Figurative Landscape
By Stanley M. Long
Located in Soquel, CA
Mid Century figurative landscape of a cowboy on his horse at sundown titled "Head Em Home" by
Category

1950s American Realist Figurative Drawings and Watercolors

Materials

Paper, Watercolor

Vintage Dry Point Etching "Going to the Wagon #1" with Doodle by Edward Borein
By Edward Borein
Located in San Diego, CA
right and contains a small original pencil doodle in the lower left of a cowboy on a horse. The image
Category

Early 20th Century American Drawings

Materials

Paper

Listed American Artist Frederic Burnett (XX) Oil Painting on board Western scene
By Frederic Burnett
Located in Palm Coast, FL
cavalry officer in a salon with cowboys drawing pistols. The painting is titled "Sit Down Cowboy!" (on
Category

1940s Impressionist Portrait Paintings

Materials

Oil

Hermes Printed Porcelain Cigar Ashtray Change Tray Cowboy Hat Rodeo Texas
By Hermès
Located in Corcoué Sur Logne, Loire-Atlantique
Gorgeous Authentic Hermes Ashtray Pattern: Drawings of 6 cowboy hats (Brushpopper/Boss of the
Category

20th Century French Ashtrays

Hermes Printed Porcelain Cigar Ashtray Change Tray Cowboy Hat Rodeo Texas
By Hermès
Located in Corcoué Sur Logne, Loire-Atlantique
Gorgeous Authentic Hermes Ashtray Pattern: Drawings of 6 cowboy hats (Brushpopper/Boss of the
Category

20th Century French Ashtrays

Hermès Printed Porcelain Cigar Ashtray Change Tray Cowboy Hats Rodeo Texas RARE
By Hermès
Located in Corcoué Sur Logne, Loire-Atlantique
Gorgeous and super Rare Authentic Hermès Ashtray Pattern: Rodeo Texas Theme, wit drawings of 6
Category

20th Century French Ashtrays

A Beautiful Lady in White
Located in St. Albans, GB
Mexico. Soon, he was sketching scenes of cowboy and western life and drawing political cartoons for
Category

1930s American Impressionist Portrait Paintings

Materials

Oil, Acrylic

A Pair of Framed Cowboy Drawings
Located in Austin, TX
A pair of framed cowboy drawings, dated February 1, 1931 and signed lower left Ray Schultz. Out of
Category

Vintage 1930s American Drawings

Materials

Wood

Arthur Harold Lindberg 1895-1977 Drawing of a Cowboy
Located in San Francisco, CA
A pencil drawing of a go-in-my-way cowboy by Arthur Harold Lindberg (American, 1895-1977) realist
Category

20th Century American Drawings

Materials

Pencil, Paper

Original Western Pencil Drawing Cowboy on Paper Plexiglass Framed
By Andre Kohn
Located in Gilbert, AZ
"The Ranch Keeper" is an original Western-style, pencil drawing of a cowboy by Andre Kohn. This
Category

2010s Impressionist Figurative Drawings and Watercolors

Materials

Silk, Plexiglass, Paper, Charcoal, Pencil, Color Pencil, Graphite

Original Western Pencil Drawing Cowboy on Paper Plexiglass Framed
By Andre Kohn
Located in Gilbert, AZ
"Brandin' Team" is an original Western-style pencil drawing by Andre Kohn. This work is created one
Category

2010s Impressionist Figurative Drawings and Watercolors

Materials

Fabric, Silk, Plexiglass, Paper, Charcoal, Pencil, Color Pencil

Illustration of Cowboy on Bucking Bronco
Located in New York City, NY
Watercolor painting of cowboy, circa 1950.
Category

Vintage 1950s American Folk Art Drawings

The Cowboy at Work (Study) (Charcoal, cowboy, cattle, round-up)
Located in Basalt, CO
“The West is at a crossroads, again, perhaps always. With every scene, with every subject, an idea is expressed encouraging contemplation of the changing face of the American West.”~...
Category

2010s Abstract Drawings and Watercolors

Materials

Charcoal

Cowboy and Horse, Monochromatic Ink Painting, Circa 1970s
By Morris Kronfeld
Located in San Francisco, CA
This circa 1970s ink on paper drawing of a rodeo cowboy is by Morris Kronfeld (1914-2011) was a New
Category

1960s American Modern Animal Drawings and Watercolors

Materials

Paper, Ink

Roping I (Study) (charcoal, cowboy, horse, western)
Located in Basalt, CO
Frame size: 15 H x 14.5 W x 1D Signed bottom left: Gardner 2019 Terry Gardner's works embody his intimate relationship with the land and life of the west.
Category

2010s Animal Drawings and Watercolors

Materials

Charcoal

"The Singing Hills" Western Landscape with Cowboy
Located in San Francisco, CA
Entitled "The Singing Hills" this mid 20th century charming little western scene in ink is titled on the bottom right corner. The piece will be shipped in an archival mat to fit a ...
Category

Mid-20th Century Other Art Style Landscape Drawings and Watercolors

Materials

Paper, Ink

Roping II (Study) (charcoal, cowboy, horse, lasso, western)
Located in Basalt, CO
Terry Gardner's works embody his intimate relationship with the land and life of the west. Framed dimensions: : 15"h x 14.5"w x 1"d Signed bottom left: Gardner 2019
Category

2010s Animal Drawings and Watercolors

Materials

Charcoal

Roping at Chico Basin (Study) (charcoal, cowboy, horse, lasso, western)
Located in Basalt, CO
Frame size: 16 H x 15 W x 1D Signed bottom left: Gardner 2019 Terry Gardner's works embody his intimate relationship with the land and life of the west.
Category

2010s Animal Drawings and Watercolors

Materials

Charcoal

Olaf Wieghorst Original Ink Drawing Cowboy Western Portrait Illustration Signed
By Olaf Wieghorst
Located in Bloomington, MN
Olaf Carl Wieghorst Authentic and Original Ink Drawing, Professionally Custom Framed and listed
Category

1970s Realist Figurative Drawings and Watercolors

Materials

Ink

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Gervasoni Samet Modular Sofa by Federica Biasi
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Bertu Sofa, Mondo Modern Sofa, Maple
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Cowboy Drawing For Sale on 1stDibs

You are likely to find exactly the cowboy drawing you’re looking for on 1stDibs, as there is a broad range for sale. There are many Modern, Contemporary and Impressionist versions of these works for sale. Finding the perfect cowboy drawing may mean sifting through those created during different time periods — you can find an early version that dates to the 19th Century and a newer variation that were made as recently as the 21st Century. When looking for the right cowboy drawing for your space, you can search on 1stDibs by color — popular works were created in bold and neutral palettes with elements of beige, gray, black and brown. Creating a cowboy drawing has been a part of the legacy of many artists, but those crafted by Terry Gardner, Andre Kohn, Ron Blumberg, Edward (John Edward) Borein and Olivia Gibb are consistently popular. Frequently made by artists working in charcoal, paper and ink, these artworks are unique and have attracted attention over the years.

How Much is a Cowboy Drawing?

The price for an artwork of this kind can differ depending upon size, time period and other attributes — a cowboy drawing in our inventory may begin at $135 and can go as high as $4,800, while the average can fetch as much as $1,149.