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Whimsical Portraits

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"Portrait of Young Girl" Parisian Post-Impressionist French Oil Painting Framed
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a young girl with brown hair against a light blue
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Panel, Oil

"Portrait of Spanish Dancer" Post-Impressionism French Oil Painting on Canvas
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a young Spanish Dancer with black hair against a deep
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Canvas, Oil

"Portrait of Young Girl With Two Braids" Post-Impressionist French Oil Painting
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a young girl with hair tied up against a light blue
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Canvas, Oil

"Portrait of Young Girl with Blue Shirt" Post-Impressionist French Oil Painting
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a young girl with short brown hair against a light
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Laid Paper, Wood Panel, Oil

"Portrait of Young Boy" Post-Impressionism French Sepia Chalk Painting on paper
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a Young Boy with a beret with great attention to
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Paper, Chalk

"Portrait of Woman with Head Wrap" Post-Impressionism Oil Painting on Canvas
By Jacques Zucker
Located in New York, NY
This painting depicts a whimsical portrait of a young woman with dark hair and a head wrap against
Category

20th Century Post-Impressionist Portrait Paintings

Materials

Oil, Canvas

Whimsical Woman with Colorfully Fanciful Outfit Blue Eyeglasses
By Mitchell Funk
Located in Miami, FL
Street Photographer Mitchell Funk captures a frontal portrait of an older woman with an inventively
Category

2010s Contemporary Portrait Photography

Materials

Archival Ink, Archival Paper, Archival Pigment

Poet's Augury (Round Portrait Drawing in Blue Pastel by Kahn & Selesnick)
By Nicholas Kahn & Richard Selesnick
Located in Hudson, NY
Whimsical portrait drawing of a young man on circular paper in blue pastel and conte crayon
Category

2010s Portrait Drawings and Watercolors

Materials

Conté, Crayon, Oil Pastel

Christo Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Portrait of a young African American woman
By Chuck Tingley
Located in Buffalo, NY
the city. The whimsical nature of his works have the ability to transport viewers into imaginary
Category

2010s Contemporary Portrait Paintings

Materials

Canvas, Oil

Portrait of three children - Bernhard Keil (1624-1687)
Located in Gent, BE
“A portrait of three children, one of them holding a basket of grapes, while another plays the
Category

17th Century Old Masters Portrait Paintings

Materials

Oil, Panel

Native ( f) - Portrait Painting - Conceptual Art By Marc Zimmerman
By Marc Zimmerman
Located in Carmel, CA
Portrait of a Native Polynesian woman poses with a tropical headdress of flowers and leaves. She
Category

2010s Conceptual Portrait Paintings

Materials

Oil

Marc Chagall Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Tom Wesselmann Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Philip Guston Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Georges Braque Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Jean Dubuffet Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Andy Warhol Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Aubrey Beardsley Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Edvard Munch Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Henry Moore Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Paul Klee Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Marsden Hartley Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Masami Teraoka Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

William Brice Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Margarett Sargent Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Maxfield Parrish Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Fernand Leger Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Richard Diebenkorn Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Max Beckman Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Grandma Moses Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Roy Lichtenstein Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Joan Miro Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Rene Magritte Portrait - Canson paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Modern Portrait of Three Rabbits, in the Style of Hunt Slonem
Located in West Palm Beach, FL
whimsical portrait study of three seated rabbits in fuchsia background. This work is unsigned Measures
Category

Late 20th Century American Modern Paintings

Materials

Wood

Pair of French Character Portraits, Pink and Blue Backgrounds
Located in Cirencester, Gloucestershire
male portrait These whimsical pair are expressive portraits, perfect together and a brilliant way to
Category

Mid-20th Century Impressionist Portrait Paintings

Materials

Watercolor

Pair of French Character Portraits, Brown and Navy Backgrounds
Located in Cirencester, Gloucestershire
paintings. These whimsical pair are expressive portraits, perfect together and a brilliant way to inject
Category

Mid-20th Century Impressionist Portrait Paintings

Materials

Watercolor

Pair of French Character Portraits, Blue and Brown Backgrounds
Located in Cirencester, Gloucestershire
paintings. These whimsical pair are expressive portraits, perfect together and a brilliant way to inject
Category

Mid-20th Century Impressionist Portrait Paintings

Materials

Watercolor

Fernando Botero Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Pair of French Character Portraits, Purple and Green Backgrounds
Located in Cirencester, Gloucestershire
paintings. These whimsical pair are expressive portraits, perfect together and a brilliant way to inject
Category

Mid-20th Century Impressionist Portrait Paintings

Materials

Watercolor

Red Winter, colorful double portrait oil on canvas
By Stephen Basso
Located in Brooklyn, NY
romantic, yet thought provoking fantasies. His whimsical works are alive with boundless imagination, wry
Category

2010s Neo-Expressionist Portrait Paintings

Materials

Canvas, Oil

Georgia O'Keefe Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Willem De Kooning Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Femme Fatale, figurative portrait painting, woman with braids, bubbly, bird
Located in Jersey City, NJ
-folk, portrait of woman with braids, wearing a purple glove and holding a glass of pink champagne
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

Mrs. Peacock, figurative portrait painting, woman with cat & liies, houndstooth
Located in Jersey City, NJ
-folk, portrait of sophisticated older woman dressed in houndstooth and blue boa with bold jewelry -- a
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

Theodor Giesel (Dr. Seuss) Portrait - Canson Paper By Beverly Bigwood
Located in Carmel, CA
as an artiste du papier creating whimsical folk-art pieces in archival Canson paper to a huge success
Category

2010s Contemporary Portrait Paintings

Materials

Paper, Mixed Media

Portrait of a Woman Pointillist Gouache by Albert Radoczy #3
By Albert Radoczy
Located in Pasadena, CA
whimsical, sensual to spiritual, and from ethereal to hallucinatory. Albert later opened a noteworthy design
Category

Late 20th Century American Modern Portrait Paintings

Materials

Fabric, Gouache, Lights, Paper, Wood

purple hat, social observation, portrait of woman with red hat,
By Stephen Basso
Located in Brooklyn, NY
thought provoking fantasies. His whimsical works are alive with boundless imagination, wry wit and
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

Girl with glasses. Circa 1920. Double portrait. Spalmach Gino (Rome, 1900-1966)
Located in Firenze, IT
the other side - a lively and whimsical oil portrait of a little girl dressed in a coat. Great
Category

1920s Art Deco Portrait Paintings

Materials

Oil, Cardboard

"James" Impressionistic Black & White James Dean Portrait Oil Painting on Canvas
By Cindy Shaoul
Located in New York, NY
with beautiful brushwork and whimsical details. This piece captures the character of iconic Hollywood
Category

2010s American Impressionist Portrait Paintings

Materials

Canvas, Oil

Contemporary Modern Unframed Signed Bartavsky Untitled Clown Pastel Art, 1990s
Located in Keego Harbor, MI
For your consideration is an untitled, whimsical portrait of a clown, which is done in bright
Category

1990s Paintings

Materials

Paint

"Farmer, " Portrait Linoleum Cut signed by Schomer Lichtner
By Schomer Lichtner
Located in Milwaukee, WI
continued to amaze and create with his whimsical paintings of ballerinas and cows. He and his late wife Ruth
Category

1920s American Modern Portrait Prints

Materials

Linocut

Phillip Lim Limited Edition Golden Tears Portrait Clutch and Shoulder Bag
By 3.1 Phillip Lim
Located in New York, NY
Phillip Lim's "Limited Edition" wonderful whimsical optional clutch and shoulder
Category

Early 2000s Italian Clutches

Girl with Long Hair, Colin Self british Pop Art portrait of woman in black white
By Colin Self
Located in New York, NY
plants, and whimsical figure drawings. Here, Self loops a single, soft line to define a woman's face and
Category

Early 2000s Pop Art Portrait Prints

Materials

Etching

memories of summer
Located in Sempach, LU
In this vibrant acrylic painting, I've channeled the essence of summer memories into a whimsical
Category

2010s Post-Impressionist Portrait Paintings

Materials

Canvas, Acrylic

memories of summer
memories of summer
H 27.56 in W 27.56 in D 0.71 in
Sunbathing in Venice, Slim Aarons Estate Edition, Italy
By Slim Aarons
Located in Los Angeles, CA
, Venice, 1954. In this delightfully whimsical photograph by Slim Aarons, taken in 1954, we are offered a
Category

1950s Realist Portrait Photography

Materials

Lambda

FRANK SINATRA FONDLY
By Steve Kaufman
Located in Aventura, FL
, many of them hand embellished, and for subject matter ranging from the sublime to the whimsical. He is
Category

21st Century and Contemporary Pop Art Portrait Paintings

Materials

Oil, Canvas

FRANK SINATRA FONDLY
FRANK SINATRA FONDLY
No Reserve
H 31 in W 23 in D 1 in
Howdi Do - by Marc Zimmerman - Figures Landscape Art
By Marc Zimmerman
Located in Carmel, CA
transport viewers into a world where the mysterious allure of the jungle intertwines with the whimsical
Category

2010s Contemporary Portrait Paintings

Materials

Canvas, Oil

MARILYN - ANTICIPATION II
By Steve Kaufman
Located in Aventura, FL
matter ranging from the sublime to the whimsical. He is particularly known for his Comic Book Pop Art
Category

21st Century and Contemporary Pop Art Portrait Paintings

Materials

Oil, Canvas, Screen

Spring and All (2019) square figurative painting, woman, fruit tree, plants, tea
Located in Jersey City, NJ
, skyscape, portrait, woman holding an open book, flipping through the pages, a cup of steaming tea beside
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

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Whimsical Portraits For Sale on 1stDibs

On 1stDibs, there are several options of whimsical portraits available for sale. Browse a selection of contemporary, abstract or Post-Impressionist versions of these works for sale today — there are 271 contemporary, 193 abstract, 149 Impressionist, 50 Pop Art and 38 Post-Impressionist examples available. There are many variations of these items available, from those made as long ago as the 18th Century to those made as recently as the 21st Century. If you’re looking to add whimsical portraits that pop against an otherwise neutral space in your home, the works available on 1stDibs include that feature elements of gray, brown, black, blue and more. Cindy Shaoul, Jacques Zucker, Jessica JH Roller, Michele Mikesell and Hunt Slonem took a thoughtful approach to this subject that are worth considering. Each of these unique pieces was handmade with extraordinary care, with artists most often working in paint, oil paint and fabric.

How Much are Whimsical Portraits?

Whimsical portraits can differ in price owing to various characteristics — the average selling price for items in our inventory is $1,324, while the lowest priced sells for $87 and the highest can go for as much as $174,500.