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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
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

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

DRIP REMOVER
$1,462 Sale Price
25% Off
Roller 46 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

Acrylic, Spray Paint

Roller 46 by DeGRUPO
$1,920 Sale Price
20% Off
"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

Super Woman (huge original painting)
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 incl...
Category

2010s Street Art Portrait Paintings

Materials

Canvas, Acrylic

Harlem
Located in PARIS, FR
Original and unique painting by french street-artist SEATY. Dimensions of the artwork including the frame: 96 x 38 cm. "HARLEM" by French artist Seaty is a captivating artwork pain...
Category

2010s Street Art Portrait Paintings

Materials

Acrylic, Wood

Harlem
Harlem
$6,660 Sale Price
20% Off
Cast Iron Night Life (large original painting)
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

MICKEY 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

MICKEY MOUSE (DISNEY)
MICKEY MOUSE (DISNEY)
$4,000 Sale Price
50% Off
Chanel (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 50.25 x 50.25 x 2 inches. Artwork is in excellent condition. Certificate of authenti...
Category

2010s Street Art Portrait Paintings

Materials

Metal

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

"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

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

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

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, 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 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

Jocelyn Wildenstein, Pop Art Acrylic and Screenprint Portrait 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

"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 Modern Art (large original painting)
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

Neon Yellow Modern Art (large original painting)
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

MARILYN BROKEN GLASS #4
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

MARILYN BROKEN GLASS #4
MARILYN BROKEN GLASS #4
$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

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

SPECIAL OF THE DAY
SPECIAL OF THE DAY
$4,000 Sale Price
50% Off
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

Acrylic, Spray Paint

Roller 52 by DeGRUPO
$1,920 Sale Price
20% 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

"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.

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