Funny Vintage Paintings
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Devil Drive /// Contemporary Painting Canvas Funny Pop Street Art Car Driving
By Dan May
Located in Saint Augustine, FL
: 1998
Medium: Original Acrylic Painting on heavy wove paper
Sheet size: 28.13" x 21.63"
Condition: In
Category
1990s Contemporary Funny Vintage Paintings
Materials
Paint, Acrylic, Paper
Funny Comedienne Phyllis Diller Original Oil Painting on Canvas with 2 Titles
Located in Tustin, CA
Humorous original oil on canvas with black ink, painting by deceased American comedienne, Phyllis
Category
1980s American Modern Funny Vintage Paintings
Materials
Canvas, Paint
H 29.5 in W 35.25 in D 1.25 in
Funny and Sad Face, Surrealist Drawing, France 1960s Geometric Colorist Project
Located in Atlanta, GA
designed by a French artist circa the 1960s. The painting features a geometric study of a "funny and sad
Category
1960s Surrealist Funny Vintage Paintings
Materials
Paper, Color Pencil
H 17.72 in W 12.8 in D 0.4 in
« Noah's Ark" Folk Art Oil Painting on Canvas
Located in Pasadena, CA
« Noah's Ark" is an unsigned oil painting that transcends the well-known biblical narrative into a
Category
1960s Neo-Expressionist Funny Vintage Paintings
Materials
Canvas, Oil
Latvian Israeli Surreal Gouache Illustration Art Painting Tel Aviv
By Maris Bishofs
Located in Surfside, FL
are summarized in thin general are summarized in the peculiarly serious, puzzling, but very funny
Category
1970s Surrealist Funny Vintage Paintings
Materials
Gouache
20th Century Bucks County Colorful Landscape Painting, Italian artist
By Louis Bosa
Located in Beachwood, OH
Ashcan School.
Being an acute observer of the human condition, Bosa's paintings, which are primarily
Category
1930s Expressionist Funny Vintage Paintings
Materials
Oil
Series 67 No.4 abstract oil painting by Jack Wolsky
Located in Hudson, NY
positive, often funny, and drew everyone to him. He was a real people magnet.
–from the Artist's 2023
Category
1950s Abstract Funny Vintage Paintings
Materials
Masonite, Oil
Cathedral in Venice, large 20th century oil painting, Italian-American artist
By Louis Bosa
Located in Beachwood, OH
School.
Being an acute observer of the human condition, Bosa's paintings, which are primarily oil on
Category
Mid-20th Century Expressionist Funny Vintage Paintings
Materials
Oil
Abstract Mixed Media Painting. Oil on Silver Lame Screen Fabric
By Izhar Patkin
Located in Surfside, FL
1977, first coming to prominence in the mid-1980s with his iconic Black Paintings, an inventive visual
Category
1980s Abstract Funny Vintage Paintings
Materials
Mixed Media
20th century painting of monks in Venice, Italian pink figural work
By Louis Bosa
Located in Beachwood, OH
Ashcan School.
Being an acute observer of the human condition, Bosa's paintings, which are primarily
Category
1930s Expressionist Funny Vintage Paintings
Materials
Oil
French Surrealist Circus Scene, Children with Balloons Oil Painting J.P. Serrier
By Jean Pierre Serrier
Located in Surfside, FL
. The other Surrealist to center his art in philosophy was Rene Magritte whose paintings reflect his
Category
20th Century Surrealist Funny Vintage Paintings
Materials
Canvas, Oil
Large Naive European Folk Art Oil Painting Jovan Obican Klezmer Jazz Musician
By Jovan Obican
Located in Surfside, FL
painting.
The artist Jovan Obican iconic style is child-like yet masterfully adult; a style that tells a
Category
20th Century Folk Art Funny Vintage Paintings
Materials
Canvas, Oil
Large Naive European Folk Art Oil Painting Jovan Obican Klezmer Jazz Musician
By Jovan Obican
Located in Surfside, FL
it in a group of three that I have available. This listing is for the one painting.
The artist Jovan
Category
20th Century Folk Art Funny Vintage Paintings
Materials
Canvas, Oil
Large Naive European Folk Art Oil Painting Jovan Obican Klezmer Jazz Musician
By Jovan Obican
Located in Surfside, FL
photo shows it in a group of three that I have available. This listing is for the one painting.
The
Category
20th Century Folk Art Funny Vintage Paintings
Materials
Canvas, Oil
French Mod Surrealist Commedia dell'arte Circus Scene Oil Painting J.P. Serrier
By Jean Pierre Serrier
Located in Surfside, FL
Jean Pierre Serrier (French, 1934-1989)
Oil on canvas painting depicting four figures
Hand signed
Category
Mid-20th Century Surrealist Funny Vintage Paintings
Materials
Oil, Canvas
Large Naive European Folk Art Oil Painting Lazar Obican French Scarecrow Clown
Located in Surfside, FL
overtones. His funny little people are always colorful, full of spirit, living with music and birds to bring
Category
1960s Folk Art Funny Vintage Paintings
Materials
Canvas, Oil
Wild Flowers Vibrant Colorful Modernist Oil Painting
By John Wenger
Located in Surfside, FL
", "Funny Face", and Rhapsody In Blue". John Wenger's art is included in many museums in and out of the USA
Category
Mid-20th Century American Modern Funny Vintage Paintings
Materials
Oil
Sunbathers Beach Scene Watercolor Painting by Selma Alden
By Selma Alden
Located in West Palm Beach, FL
. Many of her paintings show her love of people and her sometimes funny and satirical observations of
Category
Mid-20th Century American Modern Funny Vintage Paintings
Materials
Paper
20th Century Swedish Oil Painting of Jolly Display of Friends
Located in Bjuråker, SE
Capture a moment of camaraderie and laughter with this charming oil painting depicting two men
Category
20th Century Swedish Art Deco Funny Vintage Paintings
Materials
Canvas
1975 Watercolor Dave's House Farmhouse Landscape Painting by Sean Toomey
Located in Dayton, OH
Vintage 1975 watercolor on paper painting titled "Dave's House" by Dean Toomy, showing a country
Category
1970s Funny Vintage Paintings
Materials
Paint, Paper
1975 Vintage Watercolor Landscape Painting December Morning by Sean Toomey 27"
Located in Dayton, OH
Vintage 1975 watercolor on paper landscape painting titled "December Morning" by Sean Toomey
Category
1970s Funny Vintage Paintings
Materials
Paint, Paper
H 21 in W 1.5 in D 27 in
Energizer Bunny's Birthday /// Contemporary Funny Humor Figurative Screenprint
By Dan May
Located in Saint Augustine, FL
Diebenkorn and David Hockney are his favorite art influences. He began his first attempts at painting at age
Category
1990s Contemporary Funny Vintage Paintings
Materials
Monoprint, Paint, Acrylic
Roller Coaster /// Contemporary Pop Art Screenprint Figurative Funny Colorful
By Dan May
Located in Saint Augustine, FL
Diebenkorn and David Hockney are his favorite art influences. He began his first attempts at painting at age
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
Home Early /// Contemporary Screenprint Nude Figurative Interior Funny Humor
By Dan May
Located in Saint Augustine, FL
Diebenkorn and David Hockney are his favorite art influences. He began his first attempts at painting at age
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen
Who am I to be your secret lover? Figurative large format Landscape with figures
By Igor Fomin
Located in Segovia, ES
: 76.77 x 76.77"
In this painting, Igor Fomin not only tells us the story of a couple who keep their
Category
1990s Modern Funny Vintage Paintings
Materials
Canvas, Acrylic
H 76.78 in W 76.78 in D 0.79 in
Ballantine Beer Ad. Mid-Century American Illustration
Located in Miami, FL
covers her giggling face reacting to a funny comment.
The decisive moment is preserved.
Sounds like a
Category
1950s Funny Vintage Paintings
Materials
Board, Gouache
The Harlequin
By Richard Mandin
Located in London, GB
, funny, mischievous - somebody who the world might see as not having power, but through his plots will
Category
1950s Expressionist Funny Vintage Paintings
Materials
Oil, Board
Two Wagons, Bucks County, PA 20th Century Farm Landscape
By Louis Bosa
Located in Beachwood, OH
Sloan and the Ashcan School.
Being an acute observer of the human condition, Bosa's paintings, which
Category
1930s Expressionist Funny Vintage Paintings
Materials
Oil
Arrow Tabs
By LA II (Angel Ortiz)
Located in Lawrence, NY
: 'There's some white guy with funny glasses and a tight ass looking for you,'" Ortiz relates. Ortiz would
Category
1990s Pop Art Funny Vintage Paintings
Materials
Spray Paint, Acrylic
Devil's Play /// Contemporary Funny Humor Screenprint Figurative Interior Art
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1990s Contemporary Funny Vintage Paintings
Materials
Monoprint, Paint, Acrylic
Up the Stairs /// Contemporary Funny Humor Romance Screenprint Art
By Dan May
Located in Saint Augustine, FL
first attempts at painting at age 15, and later began to experiment with printmaking, teaching himself
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen
H 19.13 in W 24.13 in
Dog Dreams (Black) /// Contemporary Screenprint Animal Funny Humor Pet
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
H 44.25 in W 38.25 in
Canvas Confidential Paul Cézanne "Card Players" Original Art
By Frank Kelly Freas
Located in Fort Washington, PA
Players" Original Art (Dial Press, 1963). Canvas Confidential was a very funny book written by MAD-scribes
Category
1960s Funny Vintage Paintings
Materials
Paper, Acrylic
"Two Seas and a Moon" Surrealism American Scene WWII Modern WWI Denver WPA Era
By Arnold Rönnebeck
Located in New York, NY
June 1943.
From the artist's granddaughter:
Yes, it is surrealist. AR did about 15 paintings, mostly
Category
1940s Surrealist Funny Vintage Paintings
Materials
Canvas, Oil
Naive European French Folk Art Jovan Lazar Obican Tapestry Wall Hanging Weaving
Located in Surfside, FL
child-like yet masterfully adult; a style that tells a story with sociological overtones. His funny
Category
Mid-20th Century Folk Art Funny Vintage Paintings
Materials
Oil, Canvas
Jennifer W. Reeves "Untitled" Abstract Iconic Striped Form
By Jennifer Wynne Reeves
Located in Detroit, MI
and started making purely abstract paintings. Eventually, abstract lines and forms evolved into
Category
1990s Conceptual Funny Vintage Paintings
Materials
Acrylic, Wood
H 21 in W 33 in D 2.25 in
20th Century Framed and Signed Abstract Watercolor Painting, Orange, Pink, Red
Located in Denver, CO
34 ¼; image size is 22 ¼ x 30 inches.
Provenance: Estate of the Artist, Lynn R. Wolfe
Painting is
Category
Late 20th Century Abstract Funny Vintage Paintings
Materials
Watercolor, Archival Paper
H 27.5 in W 34.25 in D 0.75 in
"The Glorious Flight - Across the Channel with Louis Bleriot" - Children's Book
By Alice and Martin Provensen
Located in Miami, FL
(Harcourt Brace, 1987)
Shaker Lane (Viking, 1987)
Come, Lord Jesus (~1965)
Funny Bunny by Rachel
Category
1980s American Modern Funny Vintage Paintings
Materials
Board, Gouache
Man Dancing with Birds
By Jovan Obican
Located in San Francisco, CA
This artwork "Man Dancing with Birds" c.1970 is an oil painting on canvas by noted French artist
Category
Late 20th Century Romantic Funny Vintage Paintings
Materials
Oil
Sets, Ink on Paper, Black & White by Indian Artist MF Husain “In Stock”
By M.F. Husain
Located in Kolkata, West Bengal
Husain was one of the most famous artists of India, known all over the world for his amazing paintings
Category
1990s Modern Funny Vintage Paintings
Materials
Paper, Ink
H 11 in W 14 in D 1 in
"Don't Cry Long" Abstracted and Distorted Self-Portrait, One Crying Eye
Located in Detroit, MI
, Ethelyn painted commissioned portraits. In this painting her head is cocked and her famous bangs hang down
Category
Mid-20th Century American Modern Funny Vintage Paintings
Materials
Masonite, Oil
"Untitled (Love Potion), " Juliette Gordon, New York Feminist Collage Art WAR
By Juliette Gordon
Located in New York, NY
wickedly funny and sometimes highly political photocollages that were inspired by her involvement in the
Category
1970s Feminist Funny Vintage Paintings
Materials
Mixed Media, Board
"Untitled (Modern Woman), " Juliette Gordon, New York Feminist Collage Art WAR
By Juliette Gordon
Located in New York, NY
iconic works are wickedly funny and sometimes highly political photocollages that were inspired by her
Category
1970s Feminist Funny Vintage Paintings
Materials
Mixed Media, Board
The Lost Shoe, Saturday Evening Post Cover
By Jack Welch
Located in Fort Washington, PA
doesn’t go to school. Next week she very likely will think all this is funny, and what the moral of Jack
Category
1950s Funny Vintage Paintings
Materials
Paper, Gouache
Latvian Israeli Surrealism Illustration Art Lithograph Screenprint Flying Baruch
By Maris Bishofs
Located in Surfside, FL
general are summarized in the peculiarly serious, puzzling, but very funny cartoons. His recent book
Category
20th Century Surrealist Funny Vintage Paintings
Materials
Screen
'Church of Elijah the Prophet, Yarolsavl City', Ilaskaya Church, Russia, Oil
Located in Santa Cruz, CA
graduated from the Leningrad Institute of Painting, Sculpture and Architecture. I.E. Repin of the Academy of
Category
1960s Impressionist Funny Vintage Paintings
Materials
Canvas, Oil
H 19.25 in W 15.25 in D 0.75 in
"Hey Did We Scratch?" - Abstract Expressionist Composition
Located in Soquel, CA
Oklahoma who now resides in Lafayette, California. Parker earned his BFA in painting from the California
Category
1990s Abstract Geometric Funny Vintage Paintings
Materials
Canvas, Paper, Acrylic, Laid Paper, Color Pencil, Handmade Paper
True Confessions
By Charles Moll
Located in Fort Washington, PA
Confessions works on many levels: as a crime novel, as humor (the story is often laugh-out-loud funny), as an
Category
1970s Funny Vintage Paintings
Materials
Acrylic, Board
Devil Waiter with Martini /// Contemporary Funny Screenprint Bar Alcohol Black
By Dan May
Located in Saint Augustine, FL
Diebenkorn and David Hockney are his favorite art influences. He began his first attempts at painting at age
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen, Laid Paper
Devil Chicken Dinner /// Contemporary Funny Screenprint Black and White Man
By Dan May
Located in Saint Augustine, FL
influences. He began his first attempts at painting at age 15, and later began to experiment with printmaking
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen, Laid Paper
Up the Stairs (Blue) /// Contemporary Funny Romantic Screenprint Humour Art
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen
Sex Appeal /// Contemporary Funny Humor Beach Nude Ocean Screenprint Art
By Dan May
Located in Saint Augustine, FL
his first attempts at painting at age 15, and later began to experiment with printmaking, teaching
Category
1990s Contemporary Funny Vintage Paintings
Materials
Monoprint, Paint, Acrylic
Reading Pig /// Contemporary Pop Art Black and White Screenprint Animal Funny
By Dan May
Located in Saint Augustine, FL
influences. He began his first attempts at painting at age 15, and later began to experiment with printmaking
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
Dogs and Bones /// Contemporary Pop Art Animal Pet Funny Humor Screenprint
By Dan May
Located in Saint Augustine, FL
influences. He began his first attempts at painting at age 15, and later began to experiment with printmaking
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
Phone Loitering /// Contemporary Pop Art Screenprint Funny Red Blue Lady Gossip
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
At the Beach /// Contemporary Funny Humor Nude Beach Ocean Screenprint Art
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1990s Contemporary Funny Vintage Paintings
Materials
Monoprint, Paint, Acrylic
Party Pig /// Contemporary Animal Funny Portrait Screenprint Black and White Art
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1980s Contemporary Funny Vintage Paintings
Materials
Monoprint, Paint, Acrylic
Pet Penis - Surreal Watercolor by Unknown Danish Artist, 1990
Located in Esbjerg, DK
unusual department. That sure is a funny chicken being stroked by a fruit-basket-hat wearing young lady
Category
1990s Danish Modern Funny Vintage Paintings
Materials
Aluminum
A Man and His Dreams /// Contemporary Pop Art Screenprint Nudes Figurative Funny
By Dan May
Located in Saint Augustine, FL
painting at age 15, and later began to experiment with printmaking, teaching himself various techniques
Category
1990s Contemporary Funny Vintage Paintings
Materials
Screen
Running the Dog /// Contemporary Pop Art Screenprint Lady Animal Pet Walk Funny
By Dan May
Located in Saint Augustine, FL
favorite art influences. He began his first attempts at painting at age 15, and later began to experiment
Category
1980s Contemporary Funny Vintage Paintings
Materials
Screen
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Funny Vintage Paintings For Sale on 1stDibs
An assortment of funny vintage paintings is available on 1stDibs. Today, if you’re looking for Expressionist editions of these works and are unable to find the perfect match for your home, our selection also includes Pop Art. There are many variations of these items available, from those made as long ago as the 20th Century to those made as recently as the 20th Century. Funny vintage paintings available on 1stDibs span a range of colors that includes gray, beige, green, brown and more. These artworks have been a part of the life’s work for many artists, but the versions made by James Rosenquist, M.F. Husain, Stefanie Schneider, Mino Maccari and Red Skelton are consistently popular. The range of these distinct pieces — often created in paper, paint and ink — can elevate any room of your home.
How Much are Funny Vintage Paintings?
The average selling price for funny vintage paintings we offer is $3,000, while they’re typically $151 on the low end and $550,000 for the highest priced.
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