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Pop Art Portrait Drawings and Watercolors

POP ART STYLE

Perhaps one of the most influential contemporary art movements, Pop art emerged in the 1950s. In stark contrast to traditional artistic practice, its practitioners drew on imagery from popular culture — comic books, advertising, product packaging and other commercial media — to create original Pop art paintings, prints and sculptures that celebrated ordinary life in the most literal way.

ORIGINS OF POP ART

CHARACTERISTICS OF POP ART 

  • Bold imagery
  • Bright, vivid colors
  • Straightforward concepts
  • Engagement with popular culture 
  • Incorporation of everyday objects from advertisements, cartoons, comic books and other popular mass media

POP ARTISTS TO KNOW

ORIGINAL POP ART ON 1STDIBS

The Pop art movement started in the United Kingdom as a reaction, both positive and critical, to the period’s consumerism. Its goal was to put popular culture on the same level as so-called high culture.

Richard Hamilton’s 1956 collage Just what is it that makes today’s homes so different, so appealing? is widely believed to have kickstarted this unconventional new style.

Pop art works are distinguished by their bold imagery, bright colors and seemingly commonplace subject matter. Practitioners sought to challenge the status quo, breaking with the perceived elitism of the previously dominant Abstract Expressionism and making statements about current events. Other key characteristics of Pop art include appropriation of imagery and techniques from popular and commercial culture; use of different media and formats; repetition in imagery and iconography; incorporation of mundane objects from advertisements, cartoons and other popular media; hard edges; and ironic and witty treatment of subject matter.

Although British artists launched the movement, they were soon overshadowed by their American counterparts. Pop art is perhaps most closely identified with American Pop artist Andy Warhol, whose clever appropriation of motifs and images helped to transform the artistic style into a lifestyle. Most of the best-known American artists associated with Pop art started in commercial art (Warhol made whimsical drawings as a hobby during his early years as a commercial illustrator), a background that helped them in merging high and popular culture.

Roy Lichtenstein was another prominent Pop artist that was active in the United States. Much like Warhol, Lichtenstein drew his subjects from print media, particularly comic strips, producing paintings and sculptures characterized by primary colors, bold outlines and halftone dots, elements appropriated from commercial printing. Recontextualizing a lowbrow image by importing it into a fine-art context was a trademark of his style. Neo-Pop artists like Jeff Koons and Takashi Murakami further blurred the line between art and popular culture.

Pop art rose to prominence largely through the work of a handful of men creating works that were unemotional and distanced — in other words, stereotypically masculine. However, there were many important female Pop artists, such as Rosalyn Drexler, whose significant contributions to the movement are recognized today. Best known for her work as a playwright and novelist, Drexler also created paintings and collages embodying Pop art themes and stylistic features.

Read more about the history of Pop art and the style’s famous artists, and browse the collection of original Pop art paintings, prints, photography and other works for sale on 1stDibs.

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Style: Pop Art
Rats & Star Band Member
Located in Santa Monica, CA
Graphite on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the Visual Ar...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Graphite

Rats & Star Band Member
Located in Santa Monica, CA
Graphite on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the Visual Ar...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Graphite

BANANA (ORIGINAL DRAWING)
Located in Aventura, FL
Original colored crayons and pastel drawing on paper. Hand signed and dated on front by David Hockney. Artwork size 16.75 x 14inches. Frame size approx 27 x 24 inches. Provenance...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Crayon, Pastel

Gilbert & George, The World of Gilbert & George - Signed Ink Wash Drawing
Located in Hamburg, DE
Gilbert & George (British, b. 1942 and 1943) The World of Gilbert & George: The Storyboard, 2001 Medium: Ink wash drawing on paper (and artist’s book) Dimensions: 20.3 x 29.2 cm (8 x...
Category

21st Century and Contemporary Pop Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Chantal GOYA
Located in PARIS, FR
Charles UzzelEdwards, aka Pure Evil, is an English artist born in 1968.Direct descendant of the philosopher Tomas More (inventor of the concept of utopia), and son of expressionist p...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Acrylic, Archival Pigment

For Alice & Bo, Unique drawing of Provincetown Mass. beach, Pop Art figurative
Located in New York, NY
RED GROOMS (Untitled), for Alice + Bo, Provincetown 1966 Original ink drawing on paper Signed, inscribed and dated with a dateline of Provincetown on recto. Vintage frame included Th...
Category

1960s Pop Art Portrait Drawings and Watercolors

Materials

Ink

Memories by Annemarie Ambrosoli, watercolor on paper, 34x46 cm
Located in Kiens, BZ
Memories (2018) is a watercolor by contemporary artist Annemarie Ambrosoli that measures 34x46 cm. It is framed with passepartout and gold frame, measuring 51x63 with 2 x 1,5 cm prof...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor

Musical Moment by Annemarie Ambrosoli, gouache on paper, 39 x 50 cm
Located in Kiens, BZ
Musical Moment (2017), cm 38,5x49,5, by contemporary artist Annemarie Ambrosoli, is a gouache on paper. This gouache is a one-of-a-kind piece. It is signed in the lower right corner...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Gouache

Walking Around di Annemarie Ambrosoli, acquarello su carta, 34 x 46 cm
Located in Kiens, BZ
Walking around… (2023), 34 x 46 cm, acquarello su carta Fabriano 600 g, dipinto dall’artista contemporanea italiana Annemarie Ambrosoli (ICA, International Certified Artist) Il dipi...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor

"Jimi Hendrix original Color Pencil sketch" Fillmore East the very first version
Located in Southampton, NY
A new coffee table book has just been released titled "Poster Child" The Psychedelic Art & Technicolor Life of David Edward Byrd. This original drawing is featured on page 61 of the book. David Byrd created some of the most memorable Classic Theatre and Rock and Roll images from the 1960s and 70s. David created ALL of the Art for Bill Graham’s Fillmore East, including their Program covers and Rock posters, the art for Jimi Hendrix’s first Fillmore East appearance, The Rolling Stones 1969 World Tour art, The Who’s Performance of Tommy at the New York Metropolitan Opera House and The Fillmore, and The Grateful Dead Swell Dance Concert to name only a few. He also created the poster art for the original location of the 1969 Woodstock music festival . His memorable images were also used for classic Broadway shows like Godspell, Follies and Jesus Christ Superstar to mention only a few. These museum quality drawings are rarely made available for sale, they are not only wonderful rare works of art, but are truly historically important works in the field of Theatre and Rock and Roll collecting. It has been framed with archival double matting. David Byrd's poster art is in many museum collections, including : The Louvre, in Paris, Victoria & Albert in London, The Museum of Modern Art in New York and The Smithsonian in Washington, DC. Featured in this listing is the Original Color pencil Sketch created in 2006 by David Byrd prior to working on the finished painting which we also have available for sale. This drawing created in 2006 is based on David's very first original 1968 drawing for Hendrix's very first Fillmore East concert. It only featured Hendrix, and Bill Graham asked David if he could add the other two members of The Experience, which became the famous Fillmore East orange poster that featured all three members of the Experience. I included and image in this listing of the original pencil drawing from 1968 where you can see Bill requesting all three members to be included in the poster art. In this color rendering, David Byrd indicates two possible color choices for the poster in this sketch by listing the color numbers. He shows one half with one color combination and the other half with a different color combination. That was so that Bill Graham could choose which colors he preferred if the original 1968 poster art was to use this image. A great original color drawing that David Byrd created to show the colors of the first version of the 1968 Hendrix poster...
Category

Early 2000s Pop Art Portrait Drawings and Watercolors

Materials

Vellum, Color Pencil

THE ENDURING SPIRIT NEW YORK
Located in Aventura, FL
Original graphite, watercolor on paper. Hand signed top left front by Richard Lindner. Artwork size 14 x 12.25 inches. Frame size approx 22.75 x 20.75 inches. Artwork is in ov...
Category

Mid-20th Century Pop Art Portrait Drawings and Watercolors

Materials

Paper, Watercolor, Graphite

Arden, Fashion Portrait by Erik Freyman
Located in Long Island City, NY
An 80's style Art Deco work on paper of a Fashionable Lady by contemporary artist Erik Freyman. Collage with airbrush on paper, signed lower right.
Category

1990s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Acrylic

Existential Problems!, Painting, Pop Art, Street Art
Located in Munich, DE
Edition 5 JAY-C – the pseudonym of this innovative young artist known for his subversive use of familiar figures and symbols. Using a distinct and fine British sense of humour,
he addresses stereotypes of modern society and his work, both playful and profound, stimulates us to question conventional social conceptions. JAY-C is a barometer responding to the world around us. Having had his first solo exhibition in 2018, in the same year he did a collaboration with BoConcept on their iconic Imola chair...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Mixed Media, Pigment, Archival Pigment

Dancing Semi-Nude, Fashion Art by Erik Freyman
Located in Long Island City, NY
An 80's style Art Deco work on paper of a Dancing Nude Lady by contemporary artist Erik Freyman. Collage with pastels on paper, signed lower right.
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Pastel, Paper

Young Man
Located in Santa Monica, CA
Blue ballpoint pen on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the...
Category

1950s Pop Art Portrait Drawings and Watercolors

Materials

Ballpoint Pen, Paper

Male Portrait
Located in Santa Monica, CA
Synthetic polymer on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the ...
Category

Late 20th Century Pop Art Portrait Drawings and Watercolors

Materials

Polymer, Paper

Male Portrait
Located in Santa Monica, CA
Black ballpoint pen on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for th...
Category

1950s Pop Art Portrait Drawings and Watercolors

Materials

Ballpoint Pen, Paper

Male Portrait
Located in Santa Monica, CA
Ink on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the Visual Arts. F...
Category

1950s Pop Art Portrait Drawings and Watercolors

Materials

Ink, Paper

Native American Pop Art "Snake Priest - Hopi" Original Watercolor by D. Collins
Located in San Francisco, CA
Native American Pop Art "Snake Priest - Hopi" Original Watercolor by D. Collins C.1971 Outstanding original Pop Art style watercolor by D. Collins...
Category

Mid-20th Century Pop Art Portrait Drawings and Watercolors

Materials

Watercolor

Liza Minnelli
Located in Santa Monica, CA
Graphite on HMP Paper. Provenance: The Estate of The Artists; The Andy Warhol Foundation for the Visual Arts; Thaddeus Ropac; Private Collection NYC. Image rights: The purchaser is a...
Category

1970s Pop Art Portrait Drawings and Watercolors

Materials

Graphite, Paper

Art dealerd Jeffrey Deitch Protected by His Angels Warhol and Basquiat
Located in Miami Beach, FL
"Jeffrey Deitch Protected by His Angels Warhol and Basquiat" Watercolor, ink, gouache on archival paper 16" x 15.25" (Piece) 21" x 21" x 2" (Framed) 201...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor, Ink, Gouache, Archival Paper

Saturday Night with Artists Karen Kilimnik and Elizabeth Peyton painting
Located in Miami Beach, FL
"Saturday Night with Karen Kilimnik and Elizabeth Peyton" Watercolor, ink, gouache on archival paper 16.25" x 16" (Piece) 21" x 21" x 2" (Framed) 2017 The worlds of fashion, societ...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor, Ink, Gouache, Archival Paper

Artist Tracey Emin Working. Watercorlor on paper.
Located in Miami Beach, FL
"Tracey Emin Working" Watercolor, ink, gouache on archival paper 15" x 16" (Piece) 21" x 21" x 2" (Framed) 2017 ---------------------------------------------------------------------...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor, Ink, Gouache, Archival Paper

Rats & Star Band Member
Located in Santa Monica, CA
Graphite on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the Visual Ar...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Graphite

Rats & Star Band Member
Located in Santa Monica, CA
Graphite on paper. This work is unique. Work comes with a Certificate of Provenance. Stamped on the verso by the Estate of the Artist and The Andy Warhol Foundation for the Visual Ar...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Graphite

Untitled, Collage. Portrait Mixed Media on wood Pannel
Located in Miami Beach, FL
Untitled, 2020 Mix media Image size: 24 in. H x 17.91 in. W Collage, image transfer on acetate film, nylon cables ties, oil pastel Wood panel One of a Kind...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Cotton, Paper, Mixed Media, Wood Panel, Graphite, Plastic

Artist Cindy Sherman discovers Instagram - Watercolor on paper
Located in Miami Beach, FL
"Cindy Sherman Discovers Instagram" Watercolor, ink, gouache on archival paper 16" x 16.75" (Piece) 21" x 21" x 2" (Framed) 2017 The worlds of fashion, society and pop culture are ...
Category

2010s Pop Art Portrait Drawings and Watercolors

Materials

Watercolor, Ink, Gouache, Archival Paper

UNTITLED ( JON GOULD)
Located in Aventura, FL
Original graphite drawing on paper. Signed "Jon/ Andy 82" in pencil lower right. Authenticated and stamped on verso by the Andy Warhol Foundation. Jon Gould...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Paper, Graphite

Ted Turner
Located in Santa Monica, CA
Ted Turner, American media proprietor, producer and philanthropist, founded the first 24-hour cable news network, started his career in advertising before m...
Category

1980s Pop Art Portrait Drawings and Watercolors

Materials

Graphite

Drawing of singer Carly Simon
Located in Miami, FL
Mixed Media on paper Signed lower right Provenance: Eckert Fine Art, Naples, Florida
Category

1970s Pop Art Portrait Drawings and Watercolors

Materials

Mixed Media

Brigitte #1 #4
Located in Brecon, Powys
Brigitte Bardot portrayed using water based ink plus cotton thread sewn on cotton on paper. Intricate piece as the artist explores the image of 1960's screen star Brigitte Bardot
Category

21st Century and Contemporary Pop Art Portrait Drawings and Watercolors

Materials

Cotton, Ink, Paper, Thread

Pop Art portrait drawings and watercolors for sale on 1stDibs.

Find a wide variety of authentic Pop Art portrait drawings and watercolors available for sale on 1stDibs. Works in this style were very popular during the 21st Century and Contemporary, but contemporary artists have continued to produce works inspired by this movement. Many Pop art paintings were created by popular artists on 1stDibs, including Andy Warhol, Annemarie Ambrosoli, Manuel Santelices, and Erik Freyman. Frequently made by artists working with Paper, and Paint and other materials, all of these pieces for sale are unique and have attracted attention over the years. Not every interior allows for large Pop Art portrait drawings and watercolors, so small editions measuring 10.75 inches across are also available. Prices for portrait drawings and watercolors made by famous or emerging artists can differ depending on medium, time period and other attributes. On 1stDibs, the price for these items starts at $900 and tops out at $114,950, while the average work sells for $4,500.

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