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Street Art Portrait Drawings and Watercolors

STREET ART STYLE

Street art is a style created for city walls, subway trains and other public spaces. Sometimes it is commissioned, yet most often it is an individual statement of defiant free expression. Although mostly an urban style, street art can be found all over the world, including JR’s pasted portraits on the separation wall in Palestine, Invader’s playful ceramic tile mosaics in Paris and the provocative stencil and spray-paint works by Banksy in London.

The Philadelphia-based Cornbread — aka Darryl McCray — is considered the first modern graffiti artist. He began tagging his name around the city in the 1960s. Graffiti art later flourished in New York City in the 1970s. There, young artists used spray paint and markers to create tags and large-scale graphic works, with Jean-Michel Basquiat and Keith Haring both developing their distinctive styles through the graffiti scene, which would evolve into street art. Artists such as Tracy 168 and Lady Pink pioneered the Wild Style of complex graffiti writing in the 1980s, pushing the movement forward.

Because of its unsanctioned, improvisational and frequently covert nature, street art involves a range of techniques and aesthetics. Some street artists use quick and effective stenciling, whereas others wheat-paste posters, commandeer video projectors or freehand draw elaborate illustrations and murals. Shepard Fairey made his mark with street art stickers before designing the iconic “Hope” poster for Barack Obama’s 2008 presidential campaign.

While the origins of street art are rooted in a strictly noncommercial creative act that confronted political issues, sexuality and more for a general audience of passersby, the art form has moved inside the galleries over the years. Today, just as Basquiat and Haring took their works from Manhattan’s Lower East Side alleyways into Soho galleries, artists including KAWS, Barry McGee and Osgemeos are in demand with collectors of fine art.

Find a collection of street art paintings, sculptures, prints and multiples and more on 1stDibs.

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Style: Street Art
Four Years (So Cool Cat) (2022) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (So Cool Cat)" (2022) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster, framed. Artist's signature graffiti style of comic relief for subway notice posters, often relating unfortunate news to the public of delays or changes to the regular schedule. Portrait of classic City Kitty character with his third eye and in this case with words written across his open mouth that read in bubble letters, "SO COOL" in pink. Black and white "7" train line Friday night service update poster with purple diamond 7 line train logo. Neon and pastel palette accents include pink and blue. ABOUT THE ARTIST For the past 12 years, NYC-based street artist City Kitty has been pasting elaborate, hand-drawn scenes of an adventurous street cat onto buildings, subway stations and alleyways throughout North America and Europe. Best known for his large-scale drawings of cats...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (Pirate Cat) (2019) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Pirate Cat)" (2019) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster, framed. Artist's signature graffiti style of comic relief for subway notice posters, often relating unfortunate news to the public of delays or changes to the regular schedule. Portrait of classic City Kitty character, in this case a pirate, adorned with pirate hat...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Four Years (Radio) (2020) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Radio or Streaming)" (2020) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (Ecstasy) (2019) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Ecstasy)" (2019) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (Bob Ross) (2019) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Bob Ross, cat)" (2019) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (One Earth) (2020) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (One Earth)" (2022) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (The Count) (2020) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (The Count)" (2020) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (Baby Yoda) (2022) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Baby Yoda)" (2022) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil ...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Related Items
Drawing, Oil Bar, Ink and Colored Pencils. "The Gifts of Patience"
Located in Bogotá, Bogotá
Oil bar, Pencil, Petal Flowers, Color and Ink on Paper. The base of this drawing is 120g/m2 Fabriano paper. I use natural dyes from flowers, herbs, leaves, and tree bark as the firs...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Pencil, Color Pencil

Latin American Art Ink Drawing Mario Perez Nachimiento Argentina Modernist
Located in Surfside, FL
Mario Segundo Perez Argentine, 1960–2018 Nachimiento Ink on Paper Dimensions: 7.5 X 9.75 with frame. sheet is 5 X 7 Does not appear to be signed on front (not examined out of frame. might be signed verso) Provenance: The Estate of Theodore A Bonin (Ted Bonin was a principal in Alexander and Bonin, a New York gallery known for its diverse slate of conceptual artists. He started at Marlborough gallery London in the 60s, then in partnership with Brooke Alexander. In its stable were a host of esteemed artists: Willie Cole, Rita McBride, John Ahearn, Paul Thek, Doris Salcedo, Eugenio Dittborn, Dalton Paula, and Rigoberto Torres, Mona Hatoum and Emily Jacir.) Mario Pérez was born in San Juan, Argentina in 1960. The second of seven children, and the son of a housepainter. He obtained his degree in Visual Arts at Universidad Nacional de San Juan in Argentina. A draughtsman and painter. His style was magic realist or fantastic realism In 2003, Pérez was the recipient of a Pollock Krasner Foundation grant, one of his greatest achievements. He also had the honor of being part of the National Exhibition “200 Years-200 Masters of Argentinean Art”, commemorating the country’s bicentennial. Mario has won international distinctions such as the Cecilia Grierson Award at the Salón Nacional de Pintura in La Plata in 1992; the Marco A. Roca Award at the Salón Pro-Arte, Córdoba, also in 1992; and the first prize in the LXXXVIII Salón Nacional de Pintura in Buenos Aires in 1999. His art often features tiny figures in immense landscapes, and unique backgrounds. It has elements of Conceptual art. His work has been regularly featured in leading auction houses like Christie’s and Sotheby’s in New York, and private and public collections. The magic realism of Mario Segundo Pérez is characteristic of a chiefly Latin-American concept in painting, literature and film that incorporates fantastic or mythical elements into an otherwise realistic scenario. Coined in the 1940s by Cuban novelist Alejo Carpentier, the term often is used when referring to the Colombian novelist Gabriel Garcia Márquez, winner of the 1982 Nobel Prize in Literature. Influences include Frida Kahlo and George Tooker. He was in shows with Ana Fabry and Eduardo Esquivel. Paintings by Pérez are included in numerous private and public collections, including the Ciudad Casa de Gobierno (the Buenos Aires City Hall); the University of Miami School of Architecture, and the College of Communication, Architecture + The Arts (CARTA) at Florida International University. He has been in shows with Juan Cardenas, Anna Mercedes Hoyos, Ignacio Iturria, Alejandro Obregon, Domingo Ravenet, Arnaldo Roche, Edgar Negret, Fidelio Ponce de Leon, Ricardo Martinez, Damian Gonzalez, Jorge Jimenez Deredia, Victor...
Category

20th Century Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Portrait - Ink on Paper Unique Signed Drawing Surrealist Woman Painter, c. 1960
Located in New York, NY
Leonor Fini Portrait, ca. 1960 Ink on paper 14.5 x 10 cm 5 1/2 x 4 in. 37.5 x 33 cm 14 1/2 x 13 in. (Frame included) Unique work Exhibition history: Leonor Fini: Small Faces, Apri...
Category

1960s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Graphite

Sailor
Located in Toronto, Ontario
Andy Warhol (1928-1987) is the most influential and valuable American artist of the 20th century. Caviar20 has been championig his inimitable works on paper from the 1950s. We believ...
Category

1950s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Graphite

Sailor
Sailor
$28,250
H 23.5 in W 17.75 in
Illustration of Jewish Laborers by Chaim Goldberg
Located in New York, NY
Chaim Goldberg (Polish-American, 1917-2004) Untitled, 20th century Ink and gouache on paper Sight: 11 1/4 x 14 in. Framed: 19 1/2 x 22 1/4 x 7/8 in. Signed lower left: Chaim Goldberg...
Category

20th Century Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Gouache

Face II - Ink on Paper Unique Signed Drawing Surrealist Woman Painter, c. 1960
Located in New York, NY
Leonor Fini Face II, ca. 1960 Ink on paper 11 x 8.5 cm 4 1/3 x 3 1/8 in. 23 x 20 cm 9 x 7 7/8 in. (Frame included) Unique work Exhibition History: Leonor Fini: Small Faces, April ...
Category

1960s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Early Modern Black and White Figurative Pen Drawing Study of a Bearded Gentleman
Located in Houston, TX
Early modern black and white sketch by iconic Houston based artist David Adickes. Pulled from a collection of previously undiscovered sketchbooks, this work serves as a peak behind t...
Category

1970s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Hank Aaron, August 6, 1969, black and white drawing, baseball player, sports
Located in New York, NY
Acrylic ink on paper. Paper size: 13" x 10.5" Frame size: 20.75" x 18" Charles Buckley lives and works in Brooklyn, NY. His current work, entitled “Striation Series,” demonstrates a...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Escaping Eerie Monsters on the Roof at Night - Macabre Fantasy
Located in Miami, FL
Renowned artist Walter Schnackenberg departs from this jovial poster art to paint an eerie nocturnal scene depicting a female subject running for her life from macabre roof monsters....
Category

1950s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Watercolor, Pen

Signed Feminist LGBTQ+ Colorful Ink on Paper Drawing - Courante 418.030
Located in New York, NY
Linda Stein, Courante 418.030 - Signed Feminist LGBTQ+ Colorful Ink, Color Pencil, and Graphite on Paper Drawing Courante 418.030 is from Linda Stein's Profiles Notation series--d...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Color Pencil, Graphite

Contemporary Drawing "Blue Prayer" Draw, Pastel, Ink And Colored Pencils
Located in Bogotá, Bogotá
Drawing, pastel, Pencil, Petal Flowers, Color and Ink on Paper. The base of this drawing is ordinary yellow paper of 80 gr. I use natural dyes from flowers, herbs, leaves, and tree ...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Pastel, Ink, Pencil, Color Pencil

Sorcière - Ink on Paper Unique Signed Drawing Surrealist Woman Painter, c. 1960
Located in New York, NY
Leonor Fini La Sorcière, ca. 1960 Ink on paper 21 x 15.5 cm 8 1/4 x 5 7/8 in. 41.5 x 36 cm 16 1/8 x 14 1/8 in. (Frame included) Unique work Exhibition History: Leonor Fini: Small ...
Category

1960s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Previously Available Items
Amazing Stories (original watercolor painting)
Located in Aventura, FL
Original watercolor painting on paper. Hand signed and dated lower front by John 'Crash' Matos. Image size 12 x 22 inches. Frame size 19.5 x 29.5 inches. Artwork is in excellent c...
Category

1990s Street Art Portrait Drawings and Watercolors

Materials

Paper, Watercolor

Four Years (Vacation) (2022) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Vacation)" (2022) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

Four Years (Darth Vader) (2022) by street artist City Kitty, graffiti MTA poster
Located in Jersey City, NJ
"Four Years of Frustration, Delays & Missed Appointments (Darth Vader)" (2022) by street artist City Kitty 18.25 x 12.25 x .75" Ink, acrylic and color pencil on MTA poster...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Color Pencil

House of Slaughter (2021) by Sean9 Lugo, comic book portrait of rapper Crooked I
Located in Jersey City, NJ
"House of Slaughter (Crooked I aka Kxng Crooked)" (2021) by street artist Sean 9 Lugo 13 x 9 x .75" Pen, acrylic and marker on blank comic book variant, framed. Artist's signature s...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Pen

House of Slaughter (2021) by S9L, comic book portrait of rapper Joell Ortiz
Located in Jersey City, NJ
"House of Slaughter (Joell Ortiz)" (2021) by street artist Sean 9 Lugo 13 x 9 x .75" Pen, acrylic and marker on blank comic book variant, framed. Artist's signature style of teddy b...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink, Acrylic, Pen

Garbage Portrait 02
By Murmure
Located in Dallas, TX
Murmure Street is a French street artist duo composed of Paul Ressencourt and Simon Roche. Both graduates of Fine Arts schools, they intervene in the streets since 2010, covering the...
Category

21st Century and Contemporary Street Art Portrait Drawings and Watercolors

Materials

Pencil, Color Pencil

Hindsight by street artist Duel RIS, abstract cubist black white oil drawing
Located in Jersey City, NJ
Hindsight, 2021, by legendary street artist Duel RIS; Oil marker on 130g Strathmore paper, 17 × 14 in Black and white work on paper featuring layered abstract...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Archival Paper

Thousand Yard Stare by street artist Duel RIS, abstract black white drawing
Located in Jersey City, NJ
Thousand Yard Stare, 2021, by legendary street artist Duel RIS; Oil marker on 130g Strathmore paper, 17 × 14 in Black and white work on paper featuring layere...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Archival Paper

Third Eye by street artist Duel RIS, abstract black white drawing on paper
Located in Jersey City, NJ
Third Eye, 2021, by legendary street artist Duel RIS; Oil marker on 130g Strathmore paper, 17 × 14 in Black and white work on paper featuring layered abstract...
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Archival Paper

Cyclops Boys
By Megan Henley
Located in Kansas City, MO
Megan Henley Title: Cyclops Boys Year: 2018 Medium: Ink on Paper Size: 11 x 14 inches
Category

2010s Street Art Portrait Drawings and Watercolors

Materials

Paper, Ink

Warhol
Located in New York, NY
graphite on matchbox unique in a series 7" x 7" 2015
Category

21st Century and Contemporary Street Art Portrait Drawings and Watercolors

Materials

Cardboard, Graphite

Picasso
Located in New York, NY
Graphite on matchbox Unique in a series framed 7" x 7" 2015
Category

21st Century and Contemporary Street Art Portrait Drawings and Watercolors

Materials

Cardboard, Graphite

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

Find a wide variety of authentic Street 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 and Sean 9 Lugo. Frequently made by artists working with Paper, and Ink and other materials, all of these pieces for sale are unique and have attracted attention over the years. Not every interior allows for large Street Art portrait drawings and watercolors, so small editions measuring 9 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 $250 and tops out at $1,537, while the average work sells for $400.

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