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
“Comme Avant, As Before" Abstract Colorful Portrait Street Art Pop Art on Canvas
By J.M. Robert
Located in New York, NY
This particular piece depicts an anonymous portrait of a beautiful woman. Inspired by the every day, JM Robert strives to create paintings that mimic the fla...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Ink, Mixed Media, Acrylic
Vincent Van Gogh, Encrypted.
Located in OIA, ES
"Vincent Van Gogh, Encrypted" presents a thought-provoking reinterpretation of the iconic artist, merging classical elements with modern abstraction. This 2022 painting captures Van ...
Category
2010s Street Art Portrait Paintings
Materials
Enamel
Alienation of the Mind Portrait.
Located in OIA, ES
"Alienation of the Mind Portrait" delves into a grotesque and nearly inhuman portrayal that strikes a hauntingly familiar chord, akin to cultural representations of an extraterrestri...
Category
2010s Street Art Portrait Paintings
Materials
Enamel
Vincent Van Gogh, Decentralized.
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
Vincent Van Gogh, Cosmic Groove.
Located in OIA, ES
"Vincent Van Gogh, Cosmic Groove" reimagines the iconic artist as a figure of the digital age, blending futuristic and expressive street art elements. This 2022 artwork features Van Gogh in white sunglasses and Beats-style headphones, symbolizing his connection to contemporary music culture. Dressed in an astronaut suit...
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
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, Laser Eyes.
Located in OIA, ES
"Vincent Van Gogh, Laser Eyes" emerges as a compelling entry in a series that recontextualizes the esteemed Dutch artist within the energetic landscape of the 21st century. Created i...
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
Vincent Van Gogh, Running Away From the Pandemic.
Located in OIA, ES
"Vincent Van Gogh, Urban Reflections" portrays the iconic artist enveloped in the raw, vibrant energy of contemporary street art. This 2022 painting injects a modern sensibility into...
Category
2010s Street Art Portrait Paintings
Materials
Enamel
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, 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
Crypto Vincent Van Gogh Avatar.
Located in OIA, ES
"Crypto Vincent Van Gogh Avatar" merges the legendary painter with modern digital culture, depicting him as an icon of the cryptocurrency era. This 2022 artwork features Van Gogh in ...
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
Pajares 72 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
Timeless classic, Street Art, Pop Art, bust
By Jay-C
Located in Munich, DE
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
Contemporary Portrait On Wooden Coin. Brasilian Migrant. Cyan. "Currency #207"
Located in FISTERRA, ES
This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2024, starting from the concept of the "face" on coins. This is a circular wooden acrylic painting ...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic
Red Fluor Blue Contrast Side Profile Naive Abstract Portrait "Currency #206"
Located in FISTERRA, ES
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 meticul...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic
Contemporary Portrait On Wooden Coin. Grey Background. Me too. "Currency #208"
Located in FISTERRA, ES
This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2024, starting from the concept of the "face" on coins. In this case, the piece addresses a cross-c...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic
African Woman Profile Colorful Portrait on Wooden Coin. Orange "Currency #198"
Located in FISTERRA, ES
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 african woman portrait...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic
Contemporary Pop Surrealist Colorful Face Coin. Naive "Currency #215"
Located in FISTERRA, ES
These artworks are designed to function both individually and in multiple compositions, allowing for installations tailored to the space with as many artworks as desired. Please cont...
Category
2010s Street Art Portrait Paintings
Materials
Metal
Pajares Big Vertical Red Rai Charles HEY. Original street art painting
Located in CORAL GABLES - MIAMI, FL
HEY. Original street art painting
PAJARES
Done in mixed media on canvas and collage.
PAJARES, Juan Manuel (Lleida 1957 )
Pajares was introduced to the impact of large-scale canvas pa...
Category
2010s Street Art Portrait Paintings
Materials
Mixed Media, Acrylic
Contemporary Blue Female Portrait on Wood. Orange Coin. "Currency #200"
Located in FISTERRA, ES
"As if everything I know, everything I've lived through, is worthless here." This is the phrase that can be read in this piece, which, in this case, portrays a young Venezuelan immig...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic
Contemporary Blue Side Profile Portrait. Wooden Coin. "Currency #202"
Located in FISTERRA, ES
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
Surrealist Pop Portrait of a Woman in a Yellow Face Coin. "Currency #192"
Located in FISTERRA, ES
This piece is one of the latest additions to the "Exchange Currency Series" created by Natasha Lelenco in 2024. It is a unique artwork comprising a meticulously crafted female portra...
Category
2010s Street Art Portrait Paintings
Materials
Metal
Pink Fluor Fluor Abstract Side Profile Portrait On Wood. Side "Currency #165"
Located in FISTERRA, ES
This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2023, starting from the concept of the "face" on coins. It is a unique work consisting of a meticul...
Category
2010s Street Art Portrait Paintings
Materials
Metal
Vibrant Yellow and Pink Fluor Side Profile Female Portrait Wood "Currency #170"
Located in FISTERRA, ES
This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2023, starting from the concept of the "face" on coins. It is a unique work consisting of a meticul...
Category
2010s Street Art Portrait Paintings
Materials
Metal
Indoors, Figurative Painting Portrait in Black, Square Shapes in Yellow & Pink
Located in Barcelona, ES
The paintings of Aleix Font (Sabadell, Spain, 1984) function as a narrative between the collective and the individual world, exploring space and its interactions with concepts such a...
Category
2010s Street Art Portrait Paintings
Materials
Spray Paint, Acrylic, Handmade Paper
Contemporary Pop B/W Female Portrait. Yellow Background "Currency #139"
Located in FISTERRA, ES
This piece belongs to the "Exchange Currency Series" created by Natasha Lelenco in 2023, starting from the concept of the "face" on coins. It is a unique work executed on a treated c...
Category
2010s Street Art Portrait Paintings
Materials
Metal
Vibrant Neon Choristers. Female Singing Surrealist Portraits. Decorative Panel
Located in FISTERRA, ES
The four portraits of choristers in mixed media on wood that compose this multiple panel are the original artworks from which the project "Choristers Without Chorus" originates. Base...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic, Gesso
"Comme Avant" As Before, Colorful Portrait Street Art Pop Painting on Canvas
By J.M. Robert
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
"Au Jour Le Jour" From Day to Day, B&W Portrait Street Art Pop Painting Canvas
By J.M. Robert
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
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
App Ocalypse
Located in OIA, ES
🔸 _Title: App Ocalypse
🔸 _Artist: Diego Tirigall
🔸 _Year of Creation: 2023
🔸 _Dimensions: 89 W x 116 H x 3 D cm
🔸 _Medium: Acrylic, enamel, spray ...
Category
2010s Street Art Portrait Paintings
Materials
Enamel
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
FU*K, (Bethyie-A5)
Located in Delaware , OH
ABOUT THIS PIECE:
“FU*K (Bethyie- A5)” is mixed media street art by Addison Jones featuring her own portrait photography. It features Addison’s own “Muto” color changing and glow in ...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Mixed Media, Acrylic
CAST IRON NIGHT LIFE (ORIGINAL PAINTING)
By Ben Eine
Located in Aventura, FL
Original spray paint on canvas painting. Hand signed, dated and titled on verso by Ben Eine. Canvas size 48 x 48 inches. Canvas is stretched.
Artwork is in excellent condition. Ce...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Spray Paint
NEON YELLOW MODERN ART (ORIGINAL PAINTING)
By Ben Eine
Located in Aventura, FL
Original spray paint on canvas painting. Hand signed, dated and titled on verso by Ben Eine. Canvas size 36 x 36 inches. Canvas is stretched.
Artwork is in excellent condition. Ce...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Spray Paint
CAST IRON MODERN ART (ORIGINAL PAINTING)
By Ben Eine
Located in Aventura, FL
Original spray paint and glitter on canvas painting. Hand signed, dated and titled on verso by Ben Eine. Canvas size 36 x 36 inches. Canvas is stretched.
Artwork is in excellent c...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Spray Paint, Glitter
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 painting using acrylics, collages and paints. Driven by insatiable creativity and his search for perfection, he instantly conveys to his audience the sincerity that he has for his work. His work can be seen in exhibitions throughout the whole of Catalan.
He broke through and developed his prospects following his exhibition at “Agora...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Mixed Media
Memories or Ghosts by Chris RWK, street art, graffiti, spray paint, red & white
By Chris RWK
Located in Jersey City, NJ
"Memories or Ghosts" (2023), Chris RWK street art, aerosol art, graffiti, comics, red drips, shadow, highlights, illustration, street artist, Staten Island, NY, New York, NYC, charac...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Spray Paint, Acrylic, Permanent Marker
Within Arms Length (2022), Chris RWK street art, drips, graffiti illustration
By Chris RWK
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...
Basquiat by DeGrupo
Located in New York, NY
TITLE: BASQUIAT
SIZE: 35X41 INCHES
MEDIUM: ACRYLICS AND AEROSOL ON WOOD PANELS
FRAMED WITH WOOD FRAME
YEAR:2023
SIGNED BY DeGRUPO
Category
2010s Street Art Portrait Paintings
Materials
Acrylic, Spray Paint
AIWEIWEI by DeGRUPO
Located in New York, NY
TITLE: AIWEIWEI
SIZE: 18X22 INCHES
MEDIUM: ACRYLICS AND AEROSOL ON CANVAS
YEAR:2023
FRAMED WITH WOOD FRAME
SIGNED BY DeGRUPO
Category
2010s Street Art Portrait Paintings
Materials
Acrylic, Spray Paint
Wood You Believe 1 (2022), Chris RWK street art, drips, graffiti illustration
By Chris RWK
Located in Jersey City, NJ
"Wood You Believe 1" (2022), Chris RWK street art, aerosol, drips, graffiti, illustration, street artist, Staten Island, NY, New York, NYC, character, robot, robots will kill, mixed ...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic, Wood Panel
Wood You Believe 8 (2022), Chris RWK street art, drips, graffiti illustration
By Chris RWK
Located in Jersey City, NJ
"Wood You Believe 8" (2022), Chris RWK street art, aerosol, drips, graffiti, illustration, street artist, Staten Island, NY, New York, NYC, character, robot, robots will kill, mixed ...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic, Wood Panel
Wood You Believe 5 (2022), Chris RWK street art, drips, graffiti illustration
By Chris RWK
Located in Jersey City, NJ
"Wood You Believe 5" (2022), Chris RWK street art, aerosol, drips, graffiti, illustration, street artist, Staten Island, NY, New York, NYC, character, robot, robots will kill, mixed ...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Wood Panel, Spray Paint, Acrylic
Wood You Believe 3 (2022), Chris RWK street art, drips, graffiti illustration
By Chris RWK
Located in Jersey City, NJ
"Wood You Believe 3" (2022), Chris RWK street art, aerosol, drips, graffiti, illustration, street artist, Staten Island, NY, New York, NYC, character, robot, robots will kill, mixed ...
Category
2010s Street Art Portrait Paintings
Materials
Wood, Spray Paint, Acrylic, Wood Panel
Leather Man - Queer Street Art Portrait
By Jeremy Novy
Located in San Francisco, CA
Jeremy Novy (b. 1979) is a California-based street artist known for his stencils of koi fish and efforts in support of gay activism. Novy’s stencil art is remarkably complex for its ...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Spray Paint
NOT A CRIME! (MICKEY MOUSE)
By Jozza
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
MICKEY MOUSE (DISNEY)
By Jozza
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
TOP OF THE WORLD (MICKEY MOUSE)
By Jozza
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
CAPTAIN AMERICA (WITH WONDERWOMAN)
By Jozza
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
Leather Officer - Queer Street Art Portrait
By Jeremy Novy
Located in San Francisco, CA
Jeremy Novy (b. 1979) is a California-based street artist known for his stencils of koi fish and efforts in support of gay activism. Novy’s stencil art is remarkably complex for its ...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Spray Paint
NO CARDS ALLOWED (DISNEY MONOPOLY)
By Jozza
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
CASH OUT! (SCARFACE)
By Jozza
Located in Aventura, FL
Original mixed media (acrylic paint with diamond dust) painting on canvas. Hand signed on front; hand signed and titled on verso by Jozza. Custom painted frame by Jozza. Canvas s...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Acrylic
MARILYN BROKEN GLASS #4
By Jozza
Located in Aventura, FL
Original acrylic painting with diamond dust on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched.
Artwork is in excellent condition. Certificate...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Acrylic
SPECIAL OF THE DAY
By Jozza
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
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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