Vintage Playboy Art
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PLAYBOY BUNNY
By Andy Warhol
Located in Aventura, FL
Synthetic polymer drawing on paper. Unsigned. Warhol Foundation stamp on verso. Sheet size 31.5 x 23.5 inches. Custom framed as pictured.
Artwork is in excellent condition. Cert...
Category
1980s Pop Art Vintage Playboy Art
Materials
Polymer, Paper
Mimi Rogers III, Playboy
By Michel Comte
Located in Vienna, AT
For decades Michel Comte has been shooting protagonists from the world of art, film and
Category
1990s Vintage Playboy Art
Materials
C Print
Playboy: 35th Anniversary Poster /// Pop Art Andy Warhol Screenprint Bunny Head
By Andy Warhol
Located in Saint Augustine, FL
Artist: (after) Andy Warhol (American, 1928-1987)
Title: "Playboy: 35th Anniversary"
*Signed by
Category
1980s Pop Art Vintage Playboy Art
Materials
Screen
Playboy, Silkscreen Poster by Keith Haring 1990
By Keith Haring
Located in Long Island City, NY
A limited edition silkscreen poster Keith Haring designed for Playboy. This limited edition run of
Category
1990s Pop Art Vintage Playboy Art
Materials
Screen
Playboy Bunnies, New York, 1995
By Ellen von Unwerth
Located in New York, NY
Signed by the photographer
Category
1990s Vintage Playboy Art
Materials
Photographic Paper
Playboy Party Slim Aarons Estate Stamped Print
By Slim Aarons
Located in London, GB
Playboy Party
1961
by Slim Aarons
Slim Aarons Limited Estate Edition
Guests of American
Category
1960s Modern Vintage Playboy Art
Materials
Archival Pigment
Amber Smith Playboy Playmate Nude Topless on Swing
By Bert Stern
Located in Carmel, CA
Taken for Playboy 1995
Color Photograph.
Print Date Unknown.
Overall Size 26x36"
Mint Condition
Category
1990s Vintage Playboy Art
Materials
Color
Playboy Bunny, Silkscreen Poster by Keith Haring 1990
By Keith Haring
Located in Long Island City, NY
A limited edition silkscreen poster Keith Haring designed for Playboy. This limited edition run of
Category
1990s Pop Art Vintage Playboy Art
Materials
Screen
'Playboy Party' 1961 Slim Aarons Limited Estate Edition
By Slim Aarons
Located in London, GB
'Playboy Party' 1961 Slim Aarons Limited Estate Edition Print
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
Color
Free Shipping
H 24 in W 20 in
Nude, Playboy-era Oil Painting by LeRoy Neiman
By LeRoy Neiman
Located in Long Island City, NY
Artist: LeRoy Neiman, American (1921 - 2012)
Title: Nude
Year: 1960
Medium: Oil on Masonite, signed and dated l.r.
Size: 8 x 11.5 inches
Frame: 16 x 19.5 inches
Category
1950s American Impressionist Vintage Playboy Art
Materials
Oil
Gale Sayers #40, 1966 - Color Photograph by Art Shay for Sports Illustrated
By Art Shay
Located in Chicago, IL
Art Shay
Gale Sayers #40, 1966
archival pigment print
20.25 x 24.25 framed
3/3
ASY028
“Art Shay’s
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Brothel, Groovy Harem with Courtesan, Concubine, Paramour, Playboy Magazine
Located in Miami, FL
composition in art
The artist brings the tradition of Ingres, Delecroix and Gerome into modern times in which
Category
1970s Academic Vintage Playboy Art
Materials
Gouache
H 21.5 in W 26.75 in D 1 in
That's a Wrap, Playboy cartoon Illustration ,
By Dink Siegel
Located in Miami, FL
Dink Siegel (American, 1910-2003)
That's a Wrap, Playboy cartoon, August 1973
Mixed media on board
Category
1970s American Modern Vintage Playboy Art
Materials
Mixed Media
Xavier Cugat Reading Playboy Oil on Board
Located in New York, NY
Playboy Magazine, signed lower right, housed in a carved wood frame.
Dimensions: Image: 9.5" H x 7.25" W
Category
20th Century Unknown Other Vintage Playboy Art
Materials
Wood
Party At The Playboy Mansion Slim Aarons Estate Stamped Print
By Slim Aarons
Located in London, GB
Party At The Playboy Mansion
1961
by Slim Aarons
Slim Aarons Limited Estate Edition
Guests of
Category
1960s Modern Vintage Playboy Art
Materials
Archival Pigment
Free Shipping
H 24 in W 20 in
Beautiful Maidens Nude Women Harem, Playboy Cartoon African American Illustrator
By E. Simms Campbell
Located in Miami, FL
States." From the Playboy Collection
Signed upper left.
The art board has an overall size of 16.75 x 12.5
Category
1960s Impressionist Vintage Playboy Art
Materials
Watercolor, Pencil
Slim Aarons Official Estate Print - Party At The Playboy Mansion
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion
Guests of American publisher Hugh Hefner
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Artist Painting Nude Women in Artist Studio - Perhaps Playboy Cartoon
By Richard Taylor
Located in Miami, FL
unframed but hinged mounted on archival board. It appeared most likely in Playboy or Esquire. Unframed.
Category
1970s Contemporary Vintage Playboy Art
Materials
Ink, Watercolor, Gouache, Pen
Slim Aarons Official Estate Print - Party At The Playboy Mansion X
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion X
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
'Party At The Playboy Mansion' 1961 Slim Aarons Limited Estate Edition
By Slim Aarons
Located in London, GB
'Party At The Playboy Mansion' 1961 Slim Aarons Limited Estate Edition Print
Guests of American
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Free Shipping
H 20 in W 24 in
Slim Aarons Official Estate Print - Party At The Playboy Mansion IX
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion IX
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion XI
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion XI
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VIII
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VIII
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VII
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VII
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion IV
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion IV
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion V
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion V
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion III
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion III
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VI
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VI
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion II
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion II
Guests of American publisher Hugh
Category
1960s Modern Vintage Playboy Art
Materials
C Print, Color
Blues Guitarist, Buddy Guy, 1966, Playing Guitar, Framed Photograph by Art Shay
By Art Shay
Located in Chicago, IL
was taken by Art Shay in 1966. In 2016, Buddy Guy chose this photo for his 80th birthday celebration
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Woman in Sheer Dress, Silver Gelatin Black & White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
extraordinary. This artwork is currently unframed. Contact gallery for framing options.
Art Shay
Woman in
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
"Frank Sinatra as Tony Rome"
By LeRoy Neiman
Located in Lambertville, NJ
establish his artistic reputation. In 1954, Hefner showed Neiman’s paintings to Playboy’s Art Director, Art
Category
Mid-20th Century Vintage Playboy Art
Materials
Paper, Oil
Hugh Hefner, Black and White Photograph of Playboy Magazine Founder and Editor
By Burt Glinn
Located in New york, NY
silver print) of Editor-in-chief Hugh Hefner who wrote for the magazine he founded, Playboy. An
Category
1960s Contemporary Vintage Playboy Art
Materials
Photographic Film, Photographic Paper, Silver Gelatin
Blues Great Howlin' Wolf, Chicago 1966, Framed Black and White Photo by Art Shay
By Art Shay
Located in Chicago, IL
. Photographed here in 1966 by Art Shay, this black and white image is signed on the bottom right corner. It is
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Kid Boxing, 1952, Black and White Photograph by Art Shay, Signed and Framed
By Art Shay
Located in Chicago, IL
Street Photography was a true love of Art Shay's and is completely evident in this black and white
Category
20th Century Contemporary Vintage Playboy Art
Materials
Archival Pigment
H 13 in W 19 in D 0.5 in
Argentinian dancers Julio Bocca and Eleonora Cassano nude study for Playboy
By Jack Mitchell
Located in Senoia, GA
photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Comes directly from the Jack
Category
1990s Pop Art Vintage Playboy Art
Materials
Silver Gelatin
Argentinian dancers Julio Bocca and Eleonora Cassano nude study for Playboy
By Jack Mitchell
Located in Senoia, GA
photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Comes directly from the Jack
Category
1990s Pop Art Vintage Playboy Art
Materials
Silver Gelatin
Nude Girls Dance Playboy cartoon "They Say Every Little Gesture Has Meaning
By Richard Taylor
Located in Miami, FL
"They Say Every Little Gesture Has a Meaning", Playboy cartoon illustration, August 1968
Pen and
Category
1960s American Realist Vintage Playboy Art
Materials
Pen, Watercolor
Wish Not to Be Disturbed for the Duration of Winter - Playboy Cartoon
Located in Miami, FL
. Published October 1960 in Playboy. Signed lower left Gahan Wilson. The artist has penciled in his own
Category
1960s Conceptual Vintage Playboy Art
Materials
Ink, Gouache, Color Pencil
Killers For Hire, JFK, South Dakota 1960, Black and White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
mat and framed in a simple black metal frame.
Art Shay
Killers for Hire, JFK, 1960
silver gelatin
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
H 11 in W 14 in D 1.5 in
Hugh Hefner, Black and White Vintage 1960s Photograph of famed Playboy Founder
By Burt Glinn
Located in New york, NY
Hefner who wrote for his magazine, Playboy. An historical photo of Hefner smoking a pipe at his desk
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin, Photographic Film, Photographic Paper
Playboy cartoon Illustration, "For Posing, My Terms Are a Dollar an Hour, Room
By Richard Taylor
Located in Miami, FL
"For Posing, My Terms Are a Dollar an Hour, Room, and Board", Playboy cartoon illustration, page 67
Category
1960s Contemporary Vintage Playboy Art
Materials
Watercolor
Man's Work, 1960: Hugh Hefner and Bunnies at the Playboy Key Club, Chicago
By Slim Aarons
Located in New York, NY
Man's Work, 1960: Hugh Hefner and Bunnies at the Playboy Key Club, Chicago
Staley-Wise Gallery
Category
1960s Vintage Playboy Art
Materials
C Print
'Timberline Nurse', American illustrator, Avalon Books, Romance novel, Playboy
By Charles Winfield Miller
Located in Santa Cruz, CA
from Playboy cartoons and advertising art to Native American portraits, Western landscapes and wildlife
Category
1960s Vintage Playboy Art
Materials
Board, Gouache
H 10.5 in W 8.25 in D 0.01 in
Playboy Bunnies, New York, Celebrity, black and white photography, nude
By Ellen von Unwerth
Located in Munich, DE
/Queens in 2004, and The Model as Muse, exhibited at The Metropolitan Museum of Art (2009).
After a
Category
1990s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Hugh Hefner, Vintage 1960s Black and White Photography of Celebrity Playboy
By Burt Glinn
Located in New york, NY
Playboy magazine, 1966 by Burt Glinn. A historical photo of Hefner - with annotations and stamps on verso
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin, Photographic Film, Photographic Paper
The Nixons on LaSalle Street, Chicago, 1968, Color Photograph, Signed on Back
By Art Shay
Located in Chicago, IL
Street with the Board of Trade in the background.
Art Shay
The Nixons on LaSalle Street, 1968
archival
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
I Am A Man - Color Signed Photograph, 1968 Memphis Sanitation Worker Protest
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Iceman - Children Gathered Around an Ice Cream Vendor circa 1949, Photo Signed
By Art Shay
Located in Chicago, IL
Children gather around the ice cream vendor with wrapped attention in this wonderful example of Art
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Nakedly Patriotic, 1970, Peaceful Gathering, Nude Female, Archival Pigment Print
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner “Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Playboys (2 American male refugees from the Gatsby era preen on Mexican beach)
By Caroline Durieux
Located in New Orleans, LA
In these beady-eyed playboys, Durieux pokes some fun at the pride and pretensions of the Great
Category
1930s American Modern Vintage Playboy Art
Materials
Lithograph
Eyeball Freak, Circus Side Show Curiosity, Silver Gelatin Print, Framed, 1952
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Hugh Hefner in His Bedroom Office, Chicago 1961, Black and White Photography
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
H 16 in W 20 in D 1.25 in
Marlon Brando, Libertyville, Illinois, 1950 - Silver Gelatin Print
By Art Shay
Located in Chicago, IL
launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art Shay gave
Category
1950s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
A Farm Grandma Waiting for Kids, 1951
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Vintage Playboy Art
Materials
Archival Pigment
Young Pool Shark, Chicago 1949, Black & White Photograph, Framed, Signed
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1940s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Tracks to War, New Jersey, 1943, Black and White Photograph, Signed, Framed
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner “Algren, Terkel, Royko, they gave us a voice. Art
Category
Mid-20th Century Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Mafia Boss Tony "Big Tuna" Accardo in Front of Big Lion, Chicago 1959
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Car Reflection, 1958, Black and White Photograph Appeared in LIFE Magazine
By Art Shay
Located in Chicago, IL
Art Shay carried his camera with him where ever he went. He captured everyday moments and some not
Category
1950s Contemporary Vintage Playboy Art
Materials
Silver Gelatin
Palmer Ready to Win His 2nd Masters, Augusta, Georgia 1960, Vintage Photograph
By Art Shay
Located in Chicago, IL
vintage photograph by Art Shay. The photo is mounted to board and signed on the back side with a window
Category
1960s Vintage Playboy Art
Materials
Silver Gelatin
H 19.75 in W 15.75 in D 1 in
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Vintage Playboy Art For Sale on 1stDibs
Find the exact piece of vintage playboy art you’re shopping for in the variety available on 1stDibs. Find contemporary versions now, or shop for contemporary creations for a more modern example of these cherished works. If you’re looking for an item from our selection of vintage playboy art from a specific time period, our collection is diverse and broad-ranging, and you’ll find at least one that dates back to the 20th Century while another version may have been produced as recently as the 20th Century. On 1stDibs, the right choice in our collection of vintage playboy art is waiting for you and the choices span a range of colors that includes black, gray, beige and blue. There have been many interesting object in our assortment of vintage playboy art examples over the years, but those made by Leroy Neiman, Art Shay, Robert Branham, Julian Wasser and Bunny Yeager are often thought to be among the most thought-provoking. These artworks were handmade with extraordinary care, with artists most often working in silver gelatin print, paint and screen print.
How Much is a Vintage Playboy Art?
The average selling price for a piece of vintage playboy art we offer is $3,000, while they’re typically $0 on the low end and $1,595,000 for the highest priced.
Questions About Vintage Playboy Art
- How do I price vintage art?1 Answer1stDibs ExpertFebruary 7, 2024To price vintage art, you can use trusted online resources to determine what similar pieces have sold for in the past. Many auction houses and online platforms allow you to see sold items, and browsing these listings can give you a feel for a work of art’s value. Keep in mind that the maker, age, subject matter, rarity and condition of a work will all contribute to how much it's worth. A certified appraiser or knowledgeable art dealer can examine a piece of art for you and give you an estimate of its fair market value. On 1stDibs, shop a selection of vintage art.
- 1stDibs ExpertMarch 3, 2023The art style of antique and vintage posters varies greatly. During the first decades of the 20th century, posters reflected the Art Nouveau style. After World War II, the mid-century modern style influenced designs, and by the 1960s, Op Art and Surrealism provided inspiration for posters. Shop a selection of posters from some of the world's top galleries on 1stDibs.
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