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Street Art Portrait Paintings

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
"The Mighty Fry" Original French Fries Pop Street Art by Gary John on Newspaper
Located in Los Angeles, CA
Los Angeles street artist Gary John exploded onto the international art scene first during Art Basel Miami in 2013. John’s playfully bold work quickly gained attention and he was nam...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Mixed Media, Acrylic, Newsprint

Street Dancer (Betty Boop Snoopy), large original painting
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; hand signed and titled on verso by Jozza. Custom painted white frame by Jozza. Frame size approx 47 x 42 inches. Canv...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

Art Rodeo 2 Red (Framed Screen Print)
Located in Aventura, FL
12 color screen print on 300 gsm somerset paper. Hand signed and dated lower right front by Kunstrasen. Hand numbered 9/100 lower left front. Artwork size 23.5 x 23.5 inches. Fra...
Category

2010s Street Art Portrait Paintings

Materials

Paper, Screen

All We Need is Love (Popeye Mickey Mini), original on die cut aluminum
Located in Aventura, FL
Original mixed media painting on die cut aluminum. Hand signed on front by Jozza. Artwork size 46 x 40 x 2 inches. Artwork is in excellent condition. Certificate of authenticity i...
Category

2010s Street Art Portrait Paintings

Materials

Metal

About Glamour (Mickey Mini Simpsons Popeye), huge original painting
Located in Aventura, FL
Original acrylic painting on canvas coated with resin. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certifi...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic, Resin

Get Off My Land /// Contemporary Street Pop Art Native American Indian Text Art
Located in Saint Augustine, FL
Artist: Jack Graves III (American, 1988-) Title: "Get Off My Land" Series: Statement *Signed by Graves lower left. It is also signed, dated, and titled on verso Year: 2023 Medium: Or...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Paint, Acrylic

Pajares Cinema Marlon Brando Vertical Original street art Mixed Media-
Located in CORAL GABLES - MIAMI, FL
Work of the Spanish artist Juan Manuel PAJARES. Mixed technique on canvas. PAJARES, Juan Manuel (Lleida 1957 ) Pajares was introduced to the impact of large-scale canvas painting usi...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Mixed Media

Collectible Latin Female Portrait on Wood, Acrylic. Orange Coin. Currency #200
Located in FISTERRA, ES
The Currencies series by Natasha Lelenco is designed for versatile display, working either as a standalone contemporary artwork or as part of a modular art installation, allowing co...
Category

2010s Street Art Portrait Paintings

Materials

Wood, Spray Paint, Acrylic

TOP OF THE WORLD (MICKEY MOUSE)
Located in Aventura, FL
Original painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity included....
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

High Contrast Tug with Club Graphic Street Violence - Untitled
Located in Miami, FL
Tug with Club Street Violence rendered in high contrast dayglow like red and inky black black. Untitled, 2018 Acrylic on canvas 36 x 24-1/4 inches (91.4 x 61.6 cm) Signed and dated ...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

Biting Dog, Street Art, Pop Art, Pink Panther
Located in München, BY
Edition 5 Pink panther with dog 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...
Category

2010s Street Art Portrait Paintings

Materials

Mixed Media, Pigment, Archival Pigment

Contemporary Blue Side Profile Portrait. Wooden Coin. "Currency #202"
Located in FISTERRA, ES
The Currencies series by Natasha Lelenco is designed for versatile display, working either as a standalone contemporary artwork or as part of a modular art installation, allowing collectors to create custom panel compositions that adapt to any space. Each piece is a unique hand-painted wood artwork, reflecting themes of migration, identity, and value. We offer special pricing for multiple acquisitions, and the artist also accepts custom commissions related to this series. For more details, feel free to contact the seller by clicking the "Ask the Seller" button—we respond in less than an hour! The phrase in French inscribed on the piece can be translated as "Doesn't matter what they say, you deserve something more." This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2024, starting from the concept of the "face" on coins. It is a unique work consisting of a meticulously crafted black woman portrait...
Category

2010s Street Art Portrait Paintings

Materials

Wood, Spray Paint, Acrylic

Circular Wooden Portrait with German Text on Tondo. Pink Yellow 'Currency #133'
Located in FISTERRA, ES
The Currencies series by Natasha Lelenco is designed for versatile display, working either as a standalone contemporary artwork or as part of a modular art installation, allowing co...
Category

2010s Street Art Portrait Paintings

Materials

Metal

Gens With The Dent in Her SL500 Bens-Figurative Ink Painting Los Angeles Artist
Located in Los Angeles, CA
Danny Brown is a first-generation American urban artist born in Los Angeles. His parents relocated their family from Oaxaca, Mexico in search of opportunity in the United States. Dan...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Ink, Paper

Currency #198. Original African Woman Profile With Vibrant Orange Background
Located in FISTERRA, ES
The Currencies series by Natasha Lelenco is designed for versatile display, working either as a standalone contemporary artwork or as part of a modular art installation, allowing co...
Category

2010s Street Art Portrait Paintings

Materials

Wood, Spray Paint, Acrylic

Lauren Bacall Icon VI /// Contemporary Street Pop Art Actress Model Painting
Located in Saint Augustine, FL
Artist: Jack Graves III (American, 1988-) Title: "Lauren Bacall Icon VI" Series: Icon *Signed, dated, and titled by Graves on verso Year: 2024 Medium: Original Acrylic Painting on Ca...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Paint, Acrylic

“Lorsque la Nuit Paraî” When the Night Comes, Colorful, Abstract Street Art
Located in New York, NY
JM Robert's portraits start with a bright a bold background done with spray paint. JM started his career as a graffiti artist, painting his signature portraits on the walls of Paris ...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Mixed Media, Acrylic, Ink

Vincent Van Gogh, Space Junk.
Located in OIA, ES
"Vincent Van Gogh, Space Junk" catapults the iconic Dutch artist into a surreal collision of art history and futuristic fantasy. This bold creation from 2022 reimagines Van Gogh as a cosmic adventurer, navigating the abstract and chaotic realms of both outer space and digital frontiers. The painting portrays Van Gogh's head as a striking blue skull, one eye transformed into a cartoon-style eyeball, the other a mouth, illustrating a whimsical yet profound melding of forms and perspectives. A playful bubble gum balloon emerges from his mouth, injecting a casual, cool vibe into the composition. Van Gogh's attire further emphasizes this blend of past and future: he dons a sleek astronaut suit...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Vincent Van Gogh, Olive Trees.
Located in OIA, ES
"Vincent Van Gogh, Olive Trees" captivates with a vivid reimagination of the legendary artist, intertwining iconic elements of his life and work into an intriguing narrative canvas. ...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Pajares Vertical Emi "CROSS" original street art Big canvas painting
Located in CORAL GABLES - MIAMI, FL
Artwork by the Spanish artist Juan Manuel PAJARES. street art in pure state. PAJARES, Juan Manuel (Lleida 1957 ) Pajares was introduced to the impact of large-scale canvas painting u...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Mixed Media

Still Dreaming
Located in PARIS, FR
Original and unique painting by french street-artist SEATY. In acrylic, and stencil on canvas. Framed with a custom-made black floater frame. Signed verso, sold with it's certificate...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

Get Off My Land II /// Contemporary Street Pop Art Painting Native American
Located in Saint Augustine, FL
Artist: Jack Graves III (American, 1988-) Title: "Get Off My Land II" Series: Statement *Signed by Graves lower left. It is also signed, dated, and titled on verso Year: 2023 Medium:...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Paint, Acrylic

NOT A CRIME! (MICKEY MOUSE)
Located in Aventura, FL
Original painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity included....
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

Adolf Giuliani, Street Art Acrylic Painting on Cardboard by Robert Lederman
By Robert Lederman
Located in Long Island City, NY
Robert Lederman, American (1951 - ) - Adolf Giuliani, Medium: Acrylic on Cardboard, signed lower left and on verso, Size: 34 x 23 in. (86.36 x 58.42 cm), Frame Size: 39.5 x 29 inc...
Category

Early 2000s Street Art Portrait Paintings

Materials

Acrylic

Geppetto’s GPT Awakening - Basquiat Style
Located in OIA, ES
🔸 _Title: Geppetto’s GPT Awakening 🔸 _Artist: Diego Tirigall 🔸 _Year of Creation: 2023 🔸 _Dimensions: 97 W x 130 H x 2.5 D cm 🔸 _Medium: Acrylic, ...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Vincent Van Gogh, Decentralized Street Art Basquiat Style
Located in OIA, ES
Dive into the rebellious spirit of "Vincent Van Gogh, Decentralized," a provocative piece from the same series that reimagines the storied artist under a modern lens. This 2022 artwo...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

CAPTAIN AMERICA (WITH WONDERWOMAN)
Located in Aventura, FL
Original painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity included....
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

Cash rules everything around me, Street Art, Pop Art, Richie Rich
Located in München, BY
Unique piece i Richi Rich on a ladder is spraying money JAY-C – the pseudonym of this innovative young artist known for his subversive use of familiar figures and symbols. Using a d...
Category

2010s Street Art Portrait Paintings

Materials

Mixed Media, Pigment, Archival Pigment

Within Arms Length (2022), Chris RWK street art, drips, graffiti illustration
Located in Jersey City, NJ
"Within Arms Length" (2022), Chris RWK street art, aerosol, drips, graffiti, illustration, street artist, vintage comics, Staten Island, NY, New York, NYC, character, robot, robots w...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Found Objects, Spray Paint, Acrylic, Magazine Paper, Permanent M...

NO CARDS ALLOWED (DISNEY MONOPOLY)
Located in Aventura, FL
Original painting on canvas. Hand signed on front; hand signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity in...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

Vincent Van Gogh, In Space.
Located in OIA, ES
"Vincent Van Gogh, In Space" redefines the legendary painter as a celestial sovereign, blending classic artistic reverence with futuristic exploration. This 2022 painting offers a visual narrative that launches Van Gogh into the cosmos, adorned not only with an astronaut’s suit...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Contemporay Woman's Portrait on Yellow Background Circular Wood . Currency #260
Located in FISTERRA, ES
This original circular portrait painting is part of Natasha Lelenco’s Currencies series and features a hyperrealistic female profile against a vibrant yellow background. Titled Curre...
Category

2010s Street Art Portrait Paintings

Materials

Wood, Spray Paint, Acrylic

Crypto Vincent Van Gogh
Located in OIA, ES
This piece is part of a special collection curated by Saatchi Art, where 154 artists were carefully selected from among hundreds of thousands of Saatchi participants. The premise of ...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Vincent Van Gogh In a Time of Pandemic.
Located in OIA, ES
This bold portrayal, titled Vincent Van Gogh In a Time of Pandemic, reimagines the iconic artist in a contemporary light. Created in 2022, this piece is part of an intriguing series ...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Vincent Van Gogh Skull.
Located in OIA, ES
"Vincent Van Gogh Skull" is a striking piece from a series that boldly merges historical artistry with contemporary symbolism. Created in 2022, this painting reenvisions the iconic f...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

Caripela
Located in OIA, ES
In "Caripela," Diego Tirigall presents a raw, minimalist expressionist portrait that diverges from his usual style. The 80 cm by 100 cm painting draws the viewer into a deep emotiona...
Category

2010s Street Art Portrait Paintings

Materials

Enamel

ALBERTO BLANCHART - Your Ending . Darth Vader
Located in Saint Ouen, FR
Title: Your ending... Technique: Graffiti Material: Acrylic paint on canvas mounted on a wooden rack Size: 100 cm x 70 cm x 5 cm Philosophy of the artist: Graffiti from the wall...
Category

2010s Street Art Portrait Paintings

Materials

Acrylic

MINNIE MOUSE (DISNEY)
Located in Aventura, FL
Original painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity included....
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

CABRAL Portrait Colorful Acrylic Painting 2024 by Nelson Neves
Located in Winterswijk, NL
This acrylic painting features an Amílcar Cabral portrait surrounded symbols like peacesigns and stars and abstract elements. The energetic brushstrokes and dripping paint create a s...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

SPECIAL OF THE DAY
Located in Aventura, FL
Original painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched. Artwork is in excellent condition. Certificate of authenticity included....
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Acrylic

CABRAL Colorful Acrylic Painting 2024 by Nelson Neves
Located in Winterswijk, NL
This acrylic painting features an Amílcar Cabral portrait surrounded symbols like peacesigns and stars and abstract elements. The energetic brushstrokes and dripping paint create a s...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

Hommage aux Femmes Africaines, Tribute to African Women Painting by Nelson Neves
Located in Winterswijk, NL
This vibrant acrylic painting by Nelson Neves serves as a Hommage to African Women. It depicts a faceless women, carrying a bowl on her head. Her anonymity symbolizes resilience and ...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

Lost in Wynwood
Located in Miami, FL
Fabien Rocca (b. Oct. 8th 1973) is a mixed-media contemporary artist From Miami via Corsica, France who has lead national digital art campaigns, most notably for Warner Bros 75 Years...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Acrylic, Canvas, Mixed Media

"Au Jour Le Jour" From Day to Day, B&W Portrait Street Art Pop Painting Canvas
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman in Black and White, titled "Au Jour Le Jour" translating to "From Day to Day". Inspired by the every day, JM Robert...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Ink, Mixed Media, Acrylic

“Confidences" Colorful Abstract Portrait of a Woman Street Art Oil Paint Canvas
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman. “Confidences" is inspired by the every day, JM Robert strives to create paintings that mimic the flash of a ...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Ink, Mixed Media, Oil

DRIP REMOVER
Located in Aventura, FL
Three color screen printed figure & varnish on 300 somerset paper. Hand signed and numbered by Kunstrasen. Form the edition of 125. Frame size approx 26 x 26 inches. Artwork is...
Category

2010s Street Art Portrait Paintings

Materials

Paper, Varnish, Screen

You’re such a F@&kin‘ Bear! I love it, Painting, Pop Art, Street Art, pooh bear
Located in München, BY
Edition 5 Pink Painting of Pooh the bear JAY-C – the pseudonym of this innovative young artist known for his subversive use of familiar figures and symbols. Using a distinct and fin...
Category

2010s Street Art Portrait Paintings

Materials

Mixed Media, Pigment, Archival Pigment

"Comme Avant" As Before, Colorful Portrait Street Art Pop Painting on Canvas
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman, titled "Comme Avant" translating to "As Before". Inspired by the every day, JM Robert...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Ink, Mixed Media, Acrylic

UNTITLED (PORTRAIT)
Located in Aventura, FL
Original acrylic painting on wood. Hand signed and dated on front by Derek Aylward. Artwork is in excellent condition. Certificate of Authenticity inc...
Category

2010s Street Art Portrait Paintings

Materials

Acrylic, Wood

Bigger Guns, Street Art, Pop Art, Wolf, Wall Street
Located in München, BY
Edition 5 2 guns in street art style JAY-C – the pseudonym of this innovative young artist known for his subversive use of familiar figures and symbols. Using a distinct and fine Br...
Category

2010s Street Art Portrait Paintings

Materials

Mixed Media, Pigment, Archival Pigment

“La Terre des Couleurs" Colorful Street Art Abstract Portrait of Woman Portrait
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman. Titled "La Terre des Couleurs" translating to "The Land of Colors" inspired by the every day, JM Robert stri...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Ink, Mixed Media, Oil

Timeless classic, Street Art, Pop Art, bust
Located in München, BY
Edition 5 A bust in Street art style JAY-C – the pseudonym of this innovative young artist known for his subversive use of familiar figures and symbols. Using a distinct and fine Br...
Category

2010s Street Art Portrait Paintings

Materials

Mixed Media, Pigment, Archival Pigment

“Voyage Impnévu" Colorful Abstract Portrait of a Woman Street Art on Canvas
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman. Titled "Voyage Impnévu" translating to "Unplanned Trip" inspired by the every day, JM Robert strives to crea...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Ink, Mixed Media, Oil

Pajares Marlon Brando GAME Cinema original street art mixed media canvas
Located in CORAL GABLES - MIAMI, FL
Original and unique artist PAJARES work. Done in mixed media on canvas and collage. PAJARES, Juan Manuel (Lleida 1957 ) Pajares was introduced to the impact of large-scale canvas pai...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Mixed Media

White Line - Colorful Original Abstract Gestural Figurative Portrait Painting
Located in Los Angeles, CA
As your gaze lingers on one of Sally K’s paintings, you notice how Sally’s brush strokes add playfulness and life to the canvas, incorporating unexpected images and shapes of flowers...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Canvas, Pastel, Mixed Media, Acrylic

“Fascination” Fascination, Colorful, Abstract Street Art, French Artist
Located in New York, NY
This piece depicts an anonymous portrait of a beautiful woman. Inspired by the every day, JM Robert strives to create paintings that mimic the flash of a bea...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Mixed Media, Spray Paint, Ink, Acrylic

“La Fin d un Été” The End of a Summer, Colorful, Abstract Street Art, French Art
Located in New York, NY
This piece depicts an anonymous portrait of a beautiful woman. Inspired by the every day, JM Robert strives to create paintings that mimic the flash of a bea...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Mixed Media, Acrylic, Ink, Spray Paint

"Cy Twombly Ukraine"
Located in Edinburgh, GB
In this vibrant creation I have released a kaleidoscope of emotions through a vibrant spectrum of colors and dynamic shapes. Each curve and shade sings a song of freedom and joy. C...
Category

21st Century and Contemporary Street Art Portrait Paintings

Materials

Paper, Acrylic

Street Art portrait paintings for sale on 1stDibs.

Find a wide variety of authentic Street Art portrait paintings 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. If you’re looking to add portrait paintings created in this style to introduce contrast in an otherwise neutral space in your home, the works available on 1stDibs include elements of blue, pink, red, yellow and other colors. Many Pop art paintings were created by popular artists on 1stDibs, including Jay-C, Chris RWK, J.M. Robert, and Addison Jones. Frequently made by artists working with Paint, and Acrylic 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 Street Art portrait paintings, so small editions measuring 8 inches across are also available. Prices for portrait paintings 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 $350 and tops out at $36,000, while the average work sells for $3,500.

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