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
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
Fix The Sky (Blue), huge original painting
By Snik
Located in Aventura, FL
Original acrylic and spray paint on canvas. Hand signed, dated and numbered 1/1 on verso by Snik. Canvas size 84.5 x 47.25 inches. Frame size 86.75 x 49.5 inches (white floating f...
Category
2010s Street Art Portrait Paintings
Materials
Spray Paint, Canvas, Acrylic
$14,625 Sale Price
25% Off
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
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
Spray Paint, Acrylic
$2,400 Sale Price
50% Off
Chanel (original on die cut aluminum)
By Jozza
Located in Aventura, FL
Original mixed media painting on die cut aluminum. Hand signed on front by Jozza. Artwork size 50.25 x 50.25 x 2 inches.
Artwork is in excellent condition. Certificate of authenti...
Category
2010s Street Art Portrait Paintings
Materials
Metal
$5,000 Sale Price
50% Off
Beautiful Day! (Betty Boop), original painting on canvas
By Jozza
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched.
Artwork is in excellent condition. Certificate of authentici...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$3,000 Sale Price
50% Off
Cast Iron Modern Art (large 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
$29,250 Sale Price
25% Off
My Harley (Betty Boop), framed original painting
By Jozza
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas size: 15 x 15 inches. Frame size: 16.75 x 16.75 x 2 (white floating frame).
Ar...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$1,500 Sale Price
50% Off
Panda Bowl (original painting with custom painted frame)
By Jozza
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas size: 30 x 24 inches. Frame size: 31.62 x 25.75 x 2 (white floating frame hand ...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$3,000 Sale Price
50% Off
Super Day! (Superman), original painting on canvas
By Jozza
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched.
Artwork is in excellent condition. Certificate of authentici...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$3,000 Sale Price
50% Off
"I Yam what I Yam" oil on wood panel Street Pop painting
Located in Southampton, NY
We are please to announce that we are now representing the Pop Art paintings of the artist Matt Straub. We at the gallery have been following his career a...
Category
2010s Street Art Portrait Paintings
Materials
Oil, Wood Panel
MINNIE 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
$4,000 Sale Price
50% Off
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, 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
Pink Balloon (Mickey Mouse), original painting on canvas
By Jozza
Located in Aventura, FL
Original acrylic painting on canvas. Hand signed on front; signed and titled on verso by Jozza. Canvas is stretched.
Artwork is in excellent condition. Certificate of authentici...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$3,000 Sale Price
50% Off
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
Jocelyn Wildenstein, Pop Art Acrylic and Screenprint Portrait by Peter Mayer
By Peter Mayer
Located in Long Island City, NY
Artist: Peter Mayer
Title: Jocelyn Wildenstein (Purple/Blue)
Year: 1998
Medium: Acrylic and Silkscreen on Canvas, signed and dated verso
Size: 11 i...
Category
1990s Street Art Portrait Paintings
Materials
Acrylic, Screen
Marilyn as Vicky Debevoise, Famous Celebrity Artwork, Hollywood Art, Urban Art
By Agent X
Located in Deddington, GB
Agent X has created a bright and brilliant mash-up of iconic Pop Art aesthetics and digital collage techniques. Agent X intercuts Pop art imagery with panels of poppy pattern, colour...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Digital
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
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
DRIP REMOVER
By Kunstrasen
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
$1,462 Sale Price
25% Off
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
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
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
Alive (unique acrylic and spray paint on canvas)
Located in Aventura, FL
Acrylic and spray paint on canvas. Hand signed, titled, numbered and dated on verso by Hama Woods. Edition 2/4 (each is unique). Artwork size 24 x 20 inches. Canvas is stretched...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Spray Paint, Acrylic
$2,625 Sale Price
25% Off
Magic Moments (Marilyn Monroe), original painting with diamond dust
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
$4,500 Sale Price
50% Off
Midnigt Connection (original painting on canvas)
Located in Aventura, FL
Original flashe and acrylic painting on canvas. Hand signed, dated and titled on verso by James Ulmer. Painting is stretched. Painting size: 14.18 x 15 x 1 inches.
Certificate of...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Acrylic
$3,750 Sale Price
25% Off
SOAK UP ART WHEN YOU CAN
By Kunstrasen
Located in Aventura, FL
6-color screen print on 300gsm Somerset fine art paper. Hand signed and numbered by Kunstrasen. From the edition of 100.
Artwork is in excellent condition. Certificate of Authenti...
Category
2010s Street Art Portrait Paintings
Materials
Paper, Screen
$712 Sale Price
63% Off
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
$3,000 Sale Price
50% Off
"Clark Kent #1" spray enamel on canvas painting by artist John "CRASH" Matos
Located in Boca Raton, FL
"Clark Kent #1" gallery-wrapped spray enamel on canvas painting by street artist John "CRASH" Matos. Hand-signed and dated "Clark Kent #1" J. Crash Matos 8/2012 on back in pencil.
Category
2010s Street Art Portrait Paintings
Materials
Enamel
Cast Iron Night Life (large 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
$36,000 Sale Price
25% Off
Neon Yellow Modern Art (large 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
$27,000 Sale Price
25% Off
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
$3,500 Sale Price
50% Off
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
$3,500 Sale Price
50% Off
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
$4,000 Sale Price
50% Off
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
$13,125 Sale Price
25% Off
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
$4,000 Sale Price
50% Off
Roller 47 by DeGrupo
Located in New York, NY
Acrylic and Aerosol
Original comes framed in a wood frame
13 x 17 x 1.5 inches
Signed by DeGrupo
Category
2010s Street Art Portrait Paintings
Materials
Spray Paint, Acrylic
Roller 52 by DeGRUPO
Located in New York, NY
Acrylic and Aerosol
Original comes framed in a wood frame
17.5 x 21.5 x2.5 inches
Signed by DeGrupo
Category
2010s Street Art Portrait Paintings
Materials
Spray Paint, Acrylic
$1,920 Sale Price
20% Off
://_WEEN_X
Located in Los Angeles, CA
MADSTEEZ : Mark Paul Deren
://_WEEN_X
96 x 72 inches
Oil and spray paint on canvas
This piece is unique
Signed by artist
Unframed
Madsteez
Mark Paul ...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Oil, Spray Paint
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
"2 by Sea" gallery-wrapped acrylic on canvas painting by artist John CRASH Matos
Located in Boca Raton, FL
"2 by Sea" gallery-wrapped acrylic on canvas painting by street artist John "CRASH" Matos. Signed "2 by Sea" 2/2003 J Crash Matos on back. CRO 333 written on stretcher bar.
Category
Early 2000s 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
$4,000 Sale Price
50% Off
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
Price Upon Request
"Salvation", Gold Street Art, Modern Portrait Art, 2020
Located in Delaware , OH
"Salvation", Gold Street Art, Modern Portrait Art, 2020
A B O U T T H I S P I E C E :
“Salvation” is modern portrait art/ gold street art by Addison Jon...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Paper, Ink, Acrylic
Street Art, Portrait Painting, Cowboy Art, Mixed Media Art-Marlbaro Man
Located in Delaware , OH
Street Art, Portrait Painting, Cowboy Art, Mixed Media Art-Marlbaro Man
A B O U T T H I S P I E C E :
"Marlbaro Man" is a mixed media portrait painting by ...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Paper, Ink, Acrylic
Black and Silver Painting, Mixed Media Art, Street Art-The Girl in the Silver
Located in Delaware , OH
Black and Silver Painting, Mixed Media Art, Street Art-The Girl in the Silver
A B O U T T H I S P I E C E :
"The Girl in the Silver (Bethyie-A3)" is portrait painting mixed media st...
Category
21st Century and Contemporary Street Art Portrait Paintings
Materials
Canvas, Mixed Media, Acrylic
Street Art, Black and Blue Painting, Portrait Painting-A Face Between the Words
Located in Delaware , OH
Street Art, Black and Blue Painting, Portrait Painting-A Face Between the Words
A B O U T T H I S P I E C E :
"A Face Between the Words (Beth...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Mixed Media, Acrylic
Portrait Paintings, Black Mixed Media Art, Street Art-Era, You There?
Located in Delaware , OH
Portrait Paintings, Black Mixed Media Art, Street Art-Era, You There?
A B O U T T H I S P I E C E :
“Era, You There?” is mixed media street art by Addison Jones featuring her own po...
Category
2010s Street Art Portrait Paintings
Materials
Canvas, Mixed Media, Acrylic, Paint, Paper, Adhesive, Coating, Ink, Arch...
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.