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Vintage Cowboy Portrait

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Naturalistic Cowboy Portrait of Jim Derrick Roidosa Downs Carlsbad, New Mexico
Located in Houston, TX
Naturalistic portrait of Jim Derrick by the artist Lou Benesch. The portrait features a central
Category

20th Century Naturalistic Vintage Cowboy Portrait

Materials

Oil, Canvas

Untitled (Cowboy) / P00075
By Jim French
Located in New York, NY
drawings of hyper-masculine types such as soldiers, cowboys, and bikers. Eventually he bought out his
Category

1960s Other Art Style Vintage Cowboy Portrait

Materials

Polaroid

Untitled (Cowboy on Horseback)
By Bank Langmore
Located in Dallas, TX
, photographing cowboys on their journey North. His images were published in the acclaimed book, “The Cowboy.”
Category

1970s Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Cowboy Hanging, Killer's Trail Illustration
By Victor Kalin
Located in Miami, FL
The old west depicted in a graphic and dramatic manner. Paperback Novel Cover Painting Original Art (Avon, 1963). Work has a matted image area of 12.5" x 20.5". work is matted but ...
Category

1960s American Realist Vintage Cowboy Portrait

Materials

Gouache

Cowboy on the Defense, Probable Paperback Cover
By Enrich Torres
Located in Fort Washington, PA
Medium: Oil on Board Signature: Signed Center Left Dimensions: 18.25" x 9.50"
Category

Late 20th Century Vintage Cowboy Portrait

Materials

Board, Oil

FEMME AU CHAPEAU Lithograph, Abstract Oval Portrait, Woman Cowboy Hat Black Eyes
By (after) Pablo Picasso
Located in Union City, NJ
been framed or mounted. Picasso's FEMME AU CHAPEAU is an eye-catching abstract oval portrait head of a
Category

1980s Abstract Vintage Cowboy Portrait

Materials

Lithograph

Geronimo, from Cowboys and Indians
By Andy Warhol
Located in Miami, FL
TECHNICAL INFORMATION: Andy Warhol Geronimo, from Cowboys and Indians 1986 Screenprint on Lenox
Category

1980s Pop Art Vintage Cowboy Portrait

Materials

Screen

Wild Bill 1873, 53x 40", oil on canvas Large Old West Yellowstone cowboy style
By Ceravolo
Located in Southampton, NY
large scale oil on canvas portraits for the lobby of The Palladium Theatre in New York City of Frank
Category

1990s Realist Vintage Cowboy Portrait

Materials

Canvas, Oil

Portrait of a Rancher "Pete"
By Patience Hilda Street
Located in Soquel, CA
Oil portrait of a rancher with cowboy hat, by Patience Street (née Lloyd) (English, 1905-2010
Category

1970s American Realist Vintage Cowboy Portrait

Materials

Linen, Oil

"Hopi Maiden" - Print 44/200 Native American Woodcut Portrait
By T.C. Cannon
Located in Houston, TX
Bold and colorful portrait by renowned artist T.C. Cannon of a Native American woman in a stripped
Category

1970s Post-Impressionist Vintage Cowboy Portrait

Materials

Woodcut

"Woman at the Window" Colorful Native American Woodcut Portrait Print Ed. 44/200
By T.C. Cannon
Located in Houston, TX
Bold and colorful portrait by renowned artist T.C. Cannon of a Native American woman in a red dress
Category

1970s Post-Impressionist Vintage Cowboy Portrait

Materials

Woodcut

Untitled (Roper at Bell Ranch) by Bank Langmore, 1973-75, Silver Gelatin Print
By Bank Langmore
Located in Dallas, TX
. Untitled (Roper at Bell Ranch) depicts a cowboy riding on a horse. The cowboy is turned away from the
Category

1970s Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Quien Sabe Ranch, Channing, Texas
By Bank Langmore
Located in Dallas, TX
cattle drives, photographing cowboys on their journey North. His images were published in the acclaimed
Category

20th Century Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Oil Painting of Native American Father and Son Hunting
Located in Fredericksburg, VA
popular. This artist commonly portrays cowboys, horses, natives, and western landscape scenes. This
Category

Mid-20th Century Romantic Vintage Cowboy Portrait

Materials

Canvas, Oil

Oil Painting Israeli Bronze Menorah Tallit Judaica Still Life Bar Mitzvah Scene
By Roberto Lupetti
Located in Surfside, FL
art and large murals, he created a few western genre pieces, including a Day in the Life of A Cowboy
Category

20th Century Realist Vintage Cowboy Portrait

Materials

Canvas, Oil

Vick Beackstone on 'One Minute to Midnite' by John Stryker, Silver Gelatin Print
By John Stryker
Located in Dallas, TX
on 'One Minute to Midnite' by John Stryker features a cowboy riding a bucking horse. Both figures are
Category

1940s Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Domino Players, Lawn, TX by Chris Regas, 1975, Silver Gelatin Print, Photography
By Chris Regas
Located in Dallas, TX
Domino Players, Lawn, TX by Chris Regas depicts four men wearing cowboy hats sitting at a table
Category

20th Century Post-Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Gill with Pillow
By Sam Haskins
Located in New York, NY
" (1962), "Cowboy Kate" (1964), and "Haskins Posters" (1973). Haskins died at his home in Australia in
Category

1960s Modern Vintage Cowboy Portrait

Materials

Archival Pigment

Gill (Conversation #3, from "Five Girls")
By Sam Haskins
Located in New York, NY
" (1962), "Cowboy Kate" (1964), and "Haskins Posters" (1973). Haskins died at his home in Australia in
Category

1960s Modern Vintage Cowboy Portrait

Materials

Archival Pigment

Young Piegan Woman
Located in San Francisco, CA
condition. This pastel portrait is by Nancy Powell McLaughlin (1932-1985 a very well-known Montana artist
Category

1950s Realist Vintage Cowboy Portrait

Materials

Paper, Pastel

Untitled (Man in Chair) / P00109
By Jim French
Located in New York, NY
types such as soldiers, cowboys, and bikers. Eventually he bought out his business partner, and by 1967
Category

1960s Other Art Style Vintage Cowboy Portrait

Materials

Polaroid

Untitled (Bowing) / P00096
By Jim French
Located in New York, NY
types such as soldiers, cowboys, and bikers. Eventually he bought out his business partner, and by 1967
Category

1960s Other Art Style Vintage Cowboy Portrait

Materials

Polaroid

Untitled (Sailor) / P00086
By Jim French
Located in New York, NY
drawings of hyper-masculine types such as soldiers, cowboys, and bikers. Eventually he bought out his
Category

1960s Other Art Style Vintage Cowboy Portrait

Materials

Polaroid

Deserted Street, Figurative Exterior Painting with Yellow, Orange and Red
By Jenne Magafan
Located in Denver, CO
. Jenne’s favorite mural was Cowboy Dance at the Anson, Texas post office, but the local newspaper took
Category

1940s American Modern Vintage Cowboy Portrait

Materials

Oil, Board

Andy Warhol Custer Print
By Andy Warhol
Located in Lake Worth Beach, FL
Additional Information: Print is from the “Cowboys & Indians” series. Screenprint is copyrighted
Category

Late 20th Century Pop Art Vintage Cowboy Portrait

Materials

Screen

Original "Shalako" vintage 1968 movie poster, Sean Connery Bridgitte Bardot
Located in Spokane, WA
(released in the U.S. as "Edward Dmytryk's Shalako"), the 1968 Edward Dmytryk English/West German cowboy
Category

1960s American Modern Vintage Cowboy Portrait

Materials

Offset

Original "Across the Wide Missouri" or 'Au Dela du Missouri' vintage poster
Located in Spokane, WA
green cowboy hat. There is an Indian fight scene and Indians on horseback as part of the background
Category

1950s American Modern Vintage Cowboy Portrait

Materials

Offset

Original 'The Rough Riders' "Down Texas Way" original 1-sheet movie poster
Located in Spokane, WA
.) The Rough Riders were an cowboy trio consisting of Buck Jones, Tim McCoy, and Raymond Hatton who
Category

1940s American Realist Vintage Cowboy Portrait

Materials

Offset

'Les Gardians de la Camargue' Original Signed Lithograph
By Yves Brayer
Located in London, GB
wide-brimmed hats and horses, we cannot call them cowboys. That's an American term. These swarthy young
Category

1950s Vintage Cowboy Portrait

Materials

Lithograph

Clair Seglem Original Portrait Painting of a Cowboy
Located in Oklahoma City, OK
This lovely portrait painting depicts a cowboy sitting upon a stool. He wears blue jeans, black
Category

20th Century American Country Vintage Cowboy Portrait

Materials

Paint, Paper

Ray Swanson (1937-2004) "Native American" Original Pen & Ink c.1960s
By Ray Swanson
Located in San Francisco, CA
Ray Swanson (1937-2004) "Native American" Original Pen & Ink c.1960s Fine portrait of a Native
Category

Mid-20th Century Impressionist Vintage Cowboy Portrait

Materials

Ink, Pen

"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 Vintage Cowboy Portrait

Materials

Pastel

Portrait of Dave Stewart and Spiritual Cowboys - Vintage Photo - 1990s
Located in Roma, IT
Portrait of Dave Stewart and Spiritual Cowboys is a vintage photographic print on Agfa RC paper
Category

1990s Modern Vintage Cowboy Portrait

Materials

Photographic Paper

Harlem (Three Cowboys)
By John Albok
Located in Dallas, TX
John Albok Harlem (Three Cowboys), 1938 Vintage gelatin silver print, 9 1/2 x 7 1/2 in. Titled in
Category

1930s Modern Vintage Cowboy Portrait

Materials

Silver Gelatin

Cowboy Bronco Rider
By Allan Houser
Located in Santa Fe, NM
international collections including the Georges Pomidou Centre, The Smithsonian National Portrait Gallery, The
Category

1960s Contemporary Vintage Cowboy Portrait

Materials

Bronze

Cowboys on Horseback, Rodeo
By Denes de Holesch
Located in Surfside, FL
one of seven themes, including polo, cowboys, circus, rodeo, hunt, bull-fight, race-course and running
Category

20th Century Post-Impressionist Vintage Cowboy Portrait

Materials

Canvas, Oil

Western Scene (Cowboy on Horseback)
By Denes de Holesch
Located in Surfside, FL
, including polo, cowboys, circus, rodeo, hunt, bull-fight, race-course and running free. His mastery of the
Category

20th Century American Realist Vintage Cowboy Portrait

Materials

Oil, Board

Andy Warhol Cowboys & Indians 1986 (announcement)
By (after) Andy Warhol
Located in NEW YORK, NY
Andy Warhol Cowboys & Indians 1986 (announcement): Rare original Warhol announcement card
Category

1980s Pop Art Vintage Cowboy Portrait

Materials

Offset, Lithograph

"Down By The Rio Grande" Texas Cowboy Western Scene
Located in San Antonio, TX
West looking at Fred's Self-portrait was published in the "Dallas News" 5-6-'39. She was concluding an
Category

1940s Impressionist Vintage Cowboy Portrait

Materials

Oil

Comanche Portrait
By Charles Banks Wilson
Located in Santa Monica, CA
CHARLES BANKS WILSON (American 1918 - 2013) COMANCHE PORTRAIT, c. 1941 Lithograph signed in pencil
Category

1940s American Modern Vintage Cowboy Portrait

Materials

Lithograph

Rodeo. Bareback Bronco. Mid 20th Century. 1966. Western Cowboy Ranch Equestrian.
By John Rattenbury Skeaping
Located in Sutton Poyntz, Dorset
father was a portrait painter who shared a studio with Cézanne and his mother was a musician. Several
Category

Mid-20th Century American Impressionist Vintage Cowboy Portrait

Materials

Paper, Gouache

SHOE SHOP Signed Lithograph, Cowboy Farrier, Horseshoe, White Horse, Western Art
By Conrad Schwiering 1
Located in Union City, NJ
Somerset paper 100% acid free. SHOE SHOP is an realistic outdoor portrait of a cowboy farrier skillfully
Category

1980s American Realist Vintage Cowboy Portrait

Materials

Lithograph

Malcolm Furlow Signed Serigraph Print American Rodeo Cowboy Bucking Bronco Horse
Located in Dayton, OH
"Signed and framed serigraph print by Malcolm Furlow, featuring a cowboy riding a bucking horse
Category

Late 20th Century American Classical Vintage Cowboy Portrait

Materials

Paper

Guardian, Cowboy and Horseman of the Camargue, South of France. Mid-Century.
By John Rattenbury Skeaping
Located in Sutton Poyntz, Dorset
John Rattenbury Skeaping. English ( b.1901 - d.1980 ). Guardian, Cowboy and Horseman of the
Category

Mid-20th Century Modern Vintage Cowboy Portrait

Materials

Paper, Pastel

Portrait with Figures on Horseback
By Amy Burnett
Located in Santa Cruz, CA
bearded and weathered cowboy wearing a dun-colored, broad-brimmed hat, and showing a view of four riders
Category

1990s Vintage Cowboy Portrait

Materials

Paper, Oil Pastel, Ink, Oil, Watercolor

Serafino Volpi Deruta Charger with Portrait of Zaccaria
By Volpi
Located in Hanover, MA
Deruta majolica charger from the workshop of Serafino Volpi hand painted with the portrait of the
Category

1950s Italian Renaissance Vintage Cowboy Portrait

Materials

Ceramic

Military Figure Portrait Oil Painting Iran Impressionist Expressive Bold Signed
By Cyrus Afsary
Located in Milwaukee, WI
"Portrait of a Soldier from Tehran" is an original oil painting by Cyrus Afsary. The artist signed
Category

1960s Vintage Cowboy Portrait

Materials

Canvas, Oil

INDIAN HEAD NICKEL FS II.385
By Andy Warhol
Located in Aventura, FL
Screenprint on Lenox museum board. From the Cowboys And Indians Portfolio. Hand-signed and
Category

1980s Pop Art Vintage Cowboy Portrait

Materials

Board, Screen

Western Scene
By Charles Damrow
Located in San Francisco, CA
depicting life on a reservation that he witnessed while living there and from memory. His self portrait
Category

Mid-20th Century American Realist Vintage Cowboy Portrait

Materials

Oil

Western Scene
Western Scene
H 31 in W 43 in D 2.25 in
Hortense (Ballerina) /// Impressionism Degas French Ballet Renoir Figurative Art
By Pal Fried
Located in Saint Augustine, FL
direction, he executed many portraits of female nudes and Orientalist works. Later he studied in Paris at
Category

1940s Art Deco Vintage Cowboy Portrait

Materials

Canvas, Paint, Oil

Intermission (Ballerina) /// Impressionism Degas French Ballet Renoir Figurative
By Pal Fried
Located in Saint Augustine, FL
portraits, and while his subjects were primarily female, he also painted Paris, seascapes, cowboys and
Category

1940s Art Deco Vintage Cowboy Portrait

Materials

Canvas, Paint, Oil

Greg Singley Wild Irises Framed Impressionist Print on Board 41"
Located in Dayton, OH
continues his painting career with work that inlcudes impressionist floral painting and portrait
Category

Late 20th Century Expressionist Vintage Cowboy Portrait

Materials

Paper

Vintage Orig Metallic Painting by O. E. L. Graves Extremely Rare Collectible
By O.E.L. Graves
Located in Palm Springs, CA
techniques for expressing his art. His works include delicate watercolors, fine detailed portraits
Category

Mid-20th Century American Mid-Century Modern Vintage Cowboy Portrait

Materials

Metal

"INDIAN ON HORSE" WESTERN NATIVE AMERICAN
By Olaf Wieghorst
Located in San Antonio, TX
on horseback, finding work in Arizona and New Mexico as a cowboy. Then he went to New York and served
Category

20th Century Realist Vintage Cowboy Portrait

Materials

Archival Pigment

Pocket Pistols
By Andy Warhol
Located in Toronto, Ontario
. Frequently, Warhol's Polaroids were used as preparatory works for his iconic silkscreen portraits or other
Category

1980s Contemporary Vintage Cowboy Portrait

Materials

Polaroid

"Fort Worth" Vintage Delta Airlines Travel Poster by John Hardy, circa 1950s
By John Hardy (Artist)
Located in Colorado Springs, CO
collectible poster, the composition shows a man in a cowboy hat, set against a bright yellow background. The
Category

1950s American Mid-Century Modern Vintage Cowboy Portrait

Materials

Paper

Soaking Up
Located in San Francisco, CA
" drawing portraits of his shipmates and other servicemen. After being discharged in 1945, he picked up a
Category

Late 20th Century American Realist Vintage Cowboy Portrait

Materials

Lithograph

Soaking Up
Soaking Up
H 17.5 in W 21.65 in D 0.01 in
Leading the Remuda
Located in San Francisco, CA
money" drawing portraits of his shipmates and other servicemen. After being discharged in 1945, he
Category

Late 20th Century American Realist Vintage Cowboy Portrait

Materials

Lithograph

Leading the Remuda
Leading the Remuda
H 17.5 in W 21.65 in D 0.01 in
Soaking Up
Located in San Francisco, CA
World War II. While in the U.S. Navy during the war, he "made quite a bit of money" drawing portraits of
Category

Late 20th Century American Realist Vintage Cowboy Portrait

Materials

Lithograph

Soaking Up
Soaking Up
H 17.5 in W 21.65 in D 0.01 in
Pistol
By Andy Warhol
Located in Toronto, Ontario
. Frequently, Warhol's Polaroids were used as preparatory works for his iconic silkscreen portraits or other
Category

1980s American Modern Vintage Cowboy Portrait

Materials

Polaroid

Pistol
Pistol
H 3.5 in W 4.25 in
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Vintage Cowboy Portrait For Sale on 1stDibs

On 1stDibs, you can find the most appropriate vintage cowboy portrait for your needs in our varied inventory. In our selection of items, you can find Modern examples as well as a Abstract version. Finding the perfect vintage cowboy portrait may mean sifting through those created during different time periods — you can find an early version that dates to the 20th Century and a newer variation that were made as recently as the 20th Century. If you’re looking to add a vintage cowboy portrait to create new energy in an otherwise neutral space in your home, you can find a work on 1stDibs that features elements of black, beige, gray, white and more. There have been many interesting vintage cowboy portrait examples over the years, but those made by Andy Warhol, Enrich Torres, Jim Daly, Olaf Wieghorst and Mike Disfarmer are often thought to be among the most thought-provoking. Artworks like these — often created in paint, oil paint and paper — can elevate any room of your home.

How Much is a Vintage Cowboy Portrait?

The price for a vintage cowboy portrait in our collection starts at $231 and tops out at $8,895 with the average selling for $1,750.