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Item Ships From: Chicago
Tangled Tree - Luminous Oil Painting of Tree
By Jeff Aeling
Located in Chicago, IL
This intimate woodland scene connects to Aeling’s lifelong exploration of the hidden, overlooked spaces within larger landscapes. The twisting vines and dense verticals show his fascination with natural complexity, reminiscent of his early interest in organic forms and his deep study of drawing from life. The luminous clearing in the distance creates a path of visual escape—one of Aeling’s characteristic compositional strategies, reflecting his belief that landscapes should guide the viewer through space as a lived experience, not merely a view. Jeff Aeling Tangled Tree oil on panel 24h x 16w in 60.96h x 40.64w cm JAE056 Jeff Aeling (1958–2025): The Sky Remembers Through Jeff Aeling’s eyes, the landscape becomes a world shaped as much by air as by earth. In works such as North of Las Vegas, NM and Pond Near St. Cloud, MN, he balances the quiet structure of plains and wetlands with skies alive in constant motion. His mastery of atmosphere is unmistakable in Light Pillars (2023) and Light Pillar (2023), where rare optical events turn night into architecture. Even intimate scenes like Crabapple, Dogwoods, and Red Bud find their emotional power under skies that lend the land its shifting character. Aeling’s winters in Hawaii deepened his sensitivity to movement and weather. Surfing taught him to read the rhythm of the ocean, a knowledge reflected in Wave, Kauai (2018), where a breaking wave becomes a luminous wall of force. In Volcano (2023), he channels the islands’ elemental drama, linking fire, vapor, and sky through the same atmospheric vocabulary found in his plains paintings...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Tangled Tree - Luminous Oil Painting of Tree

Jeff Aeling
Tangled Tree - Luminous Oil Painting of Tree, circa 2010

$4,500
Near Wagon Mound, NM - Realistic Landscape Oil Painting
By Jeff Aeling
Located in Chicago, IL
Aeling’s fascination with meteorology is unmistakable in this dramatic skyscape. Since his earliest years in the West, he has been captivated by weather’s capacity to alter the emotional temperature of a landscape. In this painting, the low, turbulent cloudbank reveals his deep knowledge of sky structures—an understanding informed by both scientific observation and personal experience. The luminous blue patches above suggest hope breaking through uncertainty, a recurring theme in his atmospheric work. Jeff Aeling Near Wagon Mound, NM Oil on panel 10h x 14w in 25.40h x 35.56w cm JAE055 Jeff Aeling (1958–2025): The Sky Remembers Through Jeff Aeling’s eyes, the landscape becomes a world shaped as much by air as by earth. In works such as North of Las Vegas, NM and Pond Near St. Cloud, MN, he balances the quiet structure of plains and wetlands with skies alive in constant motion. His mastery of atmosphere is unmistakable in Light Pillars (2023) and Light Pillar (2023), where rare optical events turn night into architecture. Even intimate scenes like Crabapple, Dogwoods, and Red Bud find their emotional power under skies that lend the land its shifting character. Aeling’s winters in Hawaii deepened his sensitivity to movement and weather. Surfing taught him to read the rhythm of the ocean, a knowledge reflected in Wave, Kauai (2018), where a breaking wave becomes a luminous wall of force. In Volcano (2023), he channels the islands’ elemental drama, linking fire, vapor, and sky through the same atmospheric vocabulary found in his plains paintings...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Near Wagon Mound, NM - Realistic Landscape Oil Painting

Jeff Aeling
Near Wagon Mound, NM - Realistic Landscape Oil Painting, 2009

$3,000
A Large, Vibrant Mid-Century California Landscape Painting by Rudolph Pen
Located in Chicago, IL
A Large, Vibrant Mid-Century California Landscape Painting by Listed American Painter, Rudolph Pen. A lush depiction of a verdant green valley and surrounding hilltops, painted circ...
Category

Mid-20th Century Chicago - Landscape Paintings

Materials

Acrylic, Board

A Large, Vibrant Mid-Century California Landscape Painting by Rudolph Pen
A Large, Vibrant Mid-Century California Landscape Painting by Rudolph Pen

Rudolph Pen
A Large, Vibrant Mid-Century California Landscape Painting by Rudolph Pen, circa 1960s

$1,800
A Stunning Mid-Century Modern Watercolor, Harbor Scene Rooftops by Rudolph Pen
Located in Chicago, IL
A Stunning Mid-Century Modern Cubist Watercolor, Harbor Scene & Rooftops by Noted Chicago Artist, Rudolph T. Pen. A vivid European harbor scene, depicting the whitewashed buildings ...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Charcoal, Watercolor

A Stunning Mid-Century Modern Watercolor, Harbor Scene Rooftops by Rudolph Pen
A Stunning Mid-Century Modern Watercolor, Harbor Scene Rooftops by Rudolph Pen

Rudolph Pen
A Stunning Mid-Century Modern Watercolor, Harbor Scene Rooftops by Rudolph Pen

$750
Beautiful 1920s Autumn Themed Painting with Pumpkins Haystacks, Joseph Tomanek
By Joseph Tomanek
Located in Chicago, IL
A Beautiful 1920s autumn themed painting, featuring pumpkins, haystacks & a farmer by notable artist Joseph Tomanek. The painting bears its original frame. Image size: 25" x 30". ...
Category

1920s Impressionist Chicago - Landscape Paintings

Materials

Canvas, Oil

Beautiful 1920s Autumn Themed Painting with Pumpkins Haystacks, Joseph Tomanek
Beautiful 1920s Autumn Themed Painting with Pumpkins Haystacks, Joseph Tomanek

Joseph Tomanek
Beautiful 1920s Autumn Themed Painting with Pumpkins Haystacks, Joseph Tomanek, ca. 1920a

$4,500
A Captivating, Expressive 1950s Mid-Century Modern Coastal Beach Scene, Portugal
Located in Chicago, IL
A Captivating, Expressive 1950s Mid-Century Modern Coastal Beach Scene of Portugal by Noted Chicago Artist, Rudolph T. Pen (Am. 1918 - 1989). Pen travelled extensively throughout Eu...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Masonite, Oil

A Captivating, Expressive 1950s Mid-Century Modern Coastal Beach Scene, Portugal
A Captivating, Expressive 1950s Mid-Century Modern Coastal Beach Scene, Portugal

Rudolph Pen
A Captivating, Expressive 1950s Mid-Century Modern Coastal Beach Scene, Portugal, ca. 1950s

$1,600
Meadow in Snow - Snowscape Oil Painting
By Jeff Aeling
Located in Chicago, IL
Aeling’s affinity for the Great Plains—rooted in decades of traveling the Dakotas, Wyoming, and eastern Colorado—emerges in this broad expanse of snow under a crystalline winter sky. The almost abstract simplicity of the forms recalls the painter’s belief that landscape can be reduced to elemental relationships: light to shadow, land to air, distance to nearness. The softness of the snow’s surface belies the severity of the environment. As in many of his winter scenes, Aeling captures both the emptiness and the quiet majesty of western space. Jeff Aeling Meadow in Snow Oil on panel 24h x 36w in 60.96h x 91.44w cm JAE043 Jeff Aeling (1958–2025): The Sky Remembers Through Jeff Aeling’s eyes, the landscape becomes a world shaped as much by air as by earth. In works such as North of Las Vegas, NM and Pond Near St. Cloud, MN, he balances the quiet structure of plains and wetlands with skies alive in constant motion. His mastery of atmosphere is unmistakable in Light Pillars (2023) and Light Pillar (2023), where rare optical events turn night into architecture. Even intimate scenes like Crabapple, Dogwoods, and Red Bud find their emotional power under skies that lend the land its shifting character. Aeling’s winters in Hawaii deepened his sensitivity to movement and weather. Surfing taught him to read the rhythm of the ocean, a knowledge reflected in Wave, Kauai (2018), where a breaking wave becomes a luminous wall of force. In Volcano (2023), he channels the islands’ elemental drama, linking fire, vapor, and sky through the same atmospheric vocabulary found in his plains paintings...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Panel, Oil

Meadow in Snow - Snowscape Oil Painting

Jeff Aeling
Meadow in Snow - Snowscape Oil Painting, 1999

$8,000
A Vibrant, Mid-Century Modern Vermont Landscape Painting by Harold Haydon
By Harold Haydon
Located in Chicago, IL
A vibrant, Mid-Century Modern painting, "Vermont Landscape, Spruce Tree and Shoreline" by notable Chicago artist Harold Haydon. Painted near the artist's longtime summer studio loca...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Oil, Masonite

A Vibrant, Mid-Century Modern Vermont Landscape Painting by Harold Haydon
A Vibrant, Mid-Century Modern Vermont Landscape Painting by Harold Haydon

Harold Haydon
A Vibrant, Mid-Century Modern Vermont Landscape Painting by Harold Haydon, 1964

$1,800
A Colorful, Panoramic Mid-Century Modern View of Nazaré, Portugal by Rudolph Pen
Located in Chicago, IL
A Colorful, Panoramic Mid-Century Modern View of the famed fishing village (and renowned surfing locale) of Nazaré, Portugal by Rudolph Pen. Painted in the 1960s, this vivid waterco...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Charcoal, Pastel, Watercolor

A Colorful, Panoramic Mid-Century Modern View of Nazaré, Portugal by Rudolph Pen
A Colorful, Panoramic Mid-Century Modern View of Nazaré, Portugal by Rudolph Pen

Rudolph Pen
A Colorful, Panoramic Mid-Century Modern View of Nazaré, Portugal by Rudolph Pen, circa 1960s

$750
A Vibrant, Surrealist 1942 Modern Painting, "Classics Aloft" by Hananiah Harari
By Hananiah Harari
Located in Chicago, IL
A vibrant, whimsical Surrealist Modern painting, "Classics Aloft" by Notable New York Avant Garde artist, Hannah Harari (Am. 1912-2000). Oil on canvas, dating 1942. Artwork size: ...
Category

Mid-20th Century Surrealist Chicago - Landscape Paintings

Materials

Canvas, Oil

A Vibrant, Surrealist 1942 Modern Painting, "Classics Aloft" by Hananiah Harari
A Vibrant, Surrealist 1942 Modern Painting, "Classics Aloft" by Hananiah Harari

Hananiah Harari
A Vibrant, Surrealist 1942 Modern Painting, "Classics Aloft" by Hananiah Harari, 1942

$4,500
Yangtze River Bridge Reverse Glass Painted Mirror, c. 1969
Located in Chicago, IL
This reverse glass mirror painting depicts the Yangtze River Bridge, the first heavy bridge designed and built solely by the Chinese and a great s...
Category

20th Century Contemporary Chicago - Landscape Paintings

Materials

Paint

Yangtze River Bridge Reverse Glass Painted Mirror, c. 1969
Yangtze River Bridge Reverse Glass Painted Mirror, c. 1969

Yangtze River Bridge Reverse Glass Painted Mirror, c. 1969, 1969

$880
A Vibrant Modern Watercolor, "Garden in a City Park" by Noted Artist Rudolph Pen
Located in Chicago, IL
A Vibrant, Colorful Modern Watercolor, "Garden in a City Park" by Noted Chicago Artist, Rudolph T. Pen. Painted in the 1960s, most likely depicting a city garden in Europe, Mexico o...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Charcoal, Watercolor

A Vibrant Modern Watercolor, "Garden in a City Park" by Noted Artist Rudolph Pen
A Vibrant Modern Watercolor, "Garden in a City Park" by Noted Artist Rudolph Pen

Rudolph Pen
A Vibrant Modern Watercolor, "Garden in a City Park" by Noted Artist Rudolph Pen

$750
Fabulous 1950 Painting Titled "47th Woodlawn Ave in Chicago, ILL" by EC Nieman
Located in Chicago, IL
Make it yours! A fabulous painting titled "47th & Woodlawn Ave in Chicago, ILL" by EC Nieman and dated 1950. It depicts a Walgreen's Drug Store, a horse pulling a milk truck, a new...
Category

1950s American Modern Chicago - Landscape Paintings

Materials

Canvas, Oil

Fabulous 1950 Painting Titled "47th Woodlawn Ave in Chicago, ILL" by EC Nieman
Fabulous 1950 Painting Titled "47th Woodlawn Ave in Chicago, ILL" by EC Nieman

E.C. Nieman
Fabulous 1950 Painting Titled "47th Woodlawn Ave in Chicago, ILL" by EC Nieman, 1950

$1,800
A Vibrant, Colorful Mid-Century Watercolor of Village Rooftops by Rudolph Pen
Located in Chicago, IL
A Vibrant, Colorful Mid-Century Watercolor of Village Rooftops by Noted Chicago Artist, Rudolph T. Pen. Depicting a tropical hillside village of terracotta rooftops nestled beside a...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Watercolor

A Vibrant, Colorful Mid-Century Watercolor of Village Rooftops by Rudolph Pen
A Vibrant, Colorful Mid-Century Watercolor of Village Rooftops by Rudolph Pen

Rudolph Pen
A Vibrant, Colorful Mid-Century Watercolor of Village Rooftops by Rudolph Pen, ca. 1960s

$750
A Dynamic Mid-Century Modern Manhattan Scene, New York City by Francis Chapin
By Francis Chapin
Located in Chicago, IL
A Large, Dynamic 1950s Mid-Century Modern Watercolor of Lower Manhattan, New York City by Noted Chicago Artist, Francis Chapin (Am. 1899-1965). The image is watercolor, pastel and c...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Watercolor, Archival Paper, Charcoal, Pastel

A Dynamic Mid-Century Modern Manhattan Scene, New York City by Francis Chapin
A Dynamic Mid-Century Modern Manhattan Scene, New York City by Francis Chapin

Francis Chapin
A Dynamic Mid-Century Modern Manhattan Scene, New York City by Francis Chapin, Circa 1950

$1,600
A Charming 1939 Landscape Painting Depicting Alabama by Harold Haydon
By Harold Haydon
Located in Chicago, IL
A charming & diminutive landscape, oil on paper painting, dated 1939 & titled "Alabama" by artist Harold Haydon. The painting is framed in a rustic, wood frame. Image size: 4 1/2"...
Category

1930s American Modern Chicago - Landscape Paintings

Materials

Paper, Oil

A Charming 1939 Landscape Painting Depicting Alabama by Harold Haydon
A Charming 1939 Landscape Painting Depicting Alabama by Harold Haydon

Harold Haydon
A Charming 1939 Landscape Painting Depicting Alabama by Harold Haydon, 1939

$950
Morning Glow - Original Landscape painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Morning Glow, 2022 acrylic on canvas 24h x 24w in 60.96h x 60.96w cm AZB148 Ahzad Bogosian SOLO EXHIBITIONS 2025 Ahzad Bogosian, Gallery VICTOR, Chicago, IL 2007 La...
Category

2010s Chicago - Landscape Paintings

Materials

Canvas, Acrylic

Morning Glow - Original Landscape painting
Morning Glow - Original Landscape painting

Ahzad Bogosian
Morning Glow - Original Landscape painting, 2023

$2,200
Large Detailed Watercolor of a Castle Village by André Nejavits-Mery
Located in Chicago, IL
A large & detailed watercolor of a castle & village by André Nejavits-Mery, dated 1959 on Arches paper. Artwork size: 21 3/4" x 29 1/2". Framed size: 30 1/2" x 38". Provenance: ...
Category

1950s Modern Chicago - Landscape Paintings

Materials

Paper, Watercolor

Large Detailed Watercolor of a Castle Village by André Nejavits-Mery
Large Detailed Watercolor of a Castle Village by André Nejavits-Mery

André Najavits-Marie
Large Detailed Watercolor of a Castle Village by André Nejavits-Mery, 1959

$1,600
Line of Cumulus East of Clayton - Large Scale Landscape Oil Painting with Clouds
By Jeff Aeling
Located in Chicago, IL
The subdued lavender and rose tones in this horizon painting recall Aeling’s extended observation of evening light on the Nebraska and Kansas plains. His interest in meteorological t...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Line of Cumulus East of Clayton - Large Scale Landscape Oil Painting with Clouds

Jeff Aeling
Line of Cumulus East of Clayton - Large Scale Landscape Oil Painting with Clouds, 2008

$16,000
Intriguing Surrealist Painting of Downtown Chicago by James Mesplé
Located in Chicago, IL
An Intriguing 1991 Surrealist painting of downtown Chicago by artist James Mesplé. Artwork size: 22 1/2" x 18 1/2". Framed size: 25 1/2" x 21 1/2". Mesplé studied painting at th...
Category

1990s Surrealist Chicago - Landscape Paintings

Materials

Oil, Tempera, Panel

Intriguing Surrealist Painting of Downtown Chicago by James Mesplé
Intriguing Surrealist Painting of Downtown Chicago by James Mesplé

James Mesplé
Intriguing Surrealist Painting of Downtown Chicago by James Mesplé, 1991

$850
A Subtle, Atmospheric, Mid-Century Modern Dune Landscape Painting by Rudolph Pen
Located in Chicago, IL
A Wonderfully Subtle, Atmospheric, Mid-Century Modern Dune Landscape Painting by Noted Chicago Artist, Rudolph T. Pen. Most likely painted in the 1960s along the shores of Lake Mich...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Masonite, Acrylic

A Subtle, Atmospheric, Mid-Century Modern Dune Landscape Painting by Rudolph Pen
A Subtle, Atmospheric, Mid-Century Modern Dune Landscape Painting by Rudolph Pen

Rudolph Pen
A Subtle, Atmospheric, Mid-Century Modern Dune Landscape Painting by Rudolph Pen, circa 1960s

$1,600
A Striking 1960s Mid-Century Modern City Rooftops View, Painted from a City Bus
Located in Chicago, IL
A Striking, 1960s Mid-Century Modern Watercolor of European City Rooftops, Painted from a City Bus. Rudolph Pen was fond of these innovative city rooftop compositions completed whil...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Watercolor, Board

A Striking 1960s Mid-Century Modern City Rooftops View, Painted from a City Bus
A Striking 1960s Mid-Century Modern City Rooftops View, Painted from a City Bus

Rudolph Pen
A Striking 1960s Mid-Century Modern City Rooftops View, Painted from a City Bus, circa 1960s

$750
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon
By Harold Haydon
Located in Chicago, IL
A dynamic 1930s, WPA era industrial scene watercolor of a steel mill and factory workers by notable Chicago Modern artist, Harold Haydon. A wonderful example of early Twentieth Cent...
Category

1930s American Modern Chicago - Landscape Paintings

Materials

Watercolor, Paper

WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon

Harold Haydon
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon, circa. 1935

$385
A Vibrant, 1950s Modern Landscape Oil of Martha s Vineyard, "Tree in Tisbury"
By Francis Chapin
Located in Chicago, IL
A Vibrant, Colorful 1950s Mid-Century Modern Painting of Martha's Vineyard by Famed Chicago Artist, Francis Chapin (Am. 1899-1965). Titled "Tree in Tisbury", the painting depicts a ...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Masonite, Oil

A Vibrant, 1950s Modern Landscape Oil of Martha s Vineyard, "Tree in Tisbury"
A Vibrant, 1950s Modern Landscape Oil of Martha s Vineyard, "Tree in Tisbury"

Francis Chapin
A Vibrant, 1950s Modern Landscape Oil of Martha s Vineyard, "Tree in Tisbury", Circa 1950

$850
Marshlands - Landscape Oil Painting
By Jeff Aeling
Located in Chicago, IL
In this marsh painting, Aeling captures the interplay of water, grass, and sky with exceptional subtlety, echoing his ongoing study of the Missouri and Mississippi river deltas. The ...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Marshlands - Landscape Oil Painting

Jeff Aeling
Marshlands - Landscape Oil Painting, 2010

$10,500
A Pair of 1940s Diminutive Paintings of Vermont by Harold Haydon
By Harold Haydon
Located in Chicago, IL
A Pair of 1940s "Thumb Box", oil on paper paintings depicting stone wall menders in Thetford, Vermont. Image size: 4 1/2" x 6 each. Framed size: 6 1/2" x 7 3/4" each. Estate st...
Category

1940s American Modern Chicago - Landscape Paintings

Materials

Oil, Paper

A Pair of 1940s Diminutive Paintings of Vermont by Harold Haydon
A Pair of 1940s Diminutive Paintings of Vermont by Harold Haydon

Harold Haydon
A Pair of 1940s Diminutive Paintings of Vermont by Harold Haydon, 1945

$2,850
A Charming, 1950s Light House Painting "Vineyard Light" by Francis Chapin
By Francis Chapin
Located in Chicago, IL
A charming 1950s painting of a lighthouse in Martha's Vineyard, titled "Vineyard Light" by notable Chicago Modern artist, Francis Chapin. A colorful scene painted near the artist's ...
Category

1950s American Modern Chicago - Landscape Paintings

Materials

Oil, Board

A Charming, 1950s Light House Painting "Vineyard Light" by Francis Chapin
A Charming, 1950s Light House Painting "Vineyard Light" by Francis Chapin

Francis Chapin
A Charming, 1950s Light House Painting "Vineyard Light" by Francis Chapin, circa 1950

$950
A Charming 1956 Painting of a Red House in Calais, VT by Artist Harold Haydon
By Harold Haydon
Located in Chicago, IL
A charming 1956 oil on canvas board painting of a red brick house, titled "Corner of the Brick House with Last Snow Bank, Calais, VT" by artist Harold Haydon. The painting is framed...
Category

1950s American Modern Chicago - Landscape Paintings

Materials

Canvas, Oil, Board

A Charming 1956 Painting of a Red House in Calais, VT by Artist Harold Haydon
A Charming 1956 Painting of a Red House in Calais, VT by Artist Harold Haydon

Harold Haydon
A Charming 1956 Painting of a Red House in Calais, VT by Artist Harold Haydon, 1956

$950
Sunset Aliomanu Bay, Kauai - Water and Sky Meet with Sun Kissed Clouds
By Jeff Aeling
Located in Chicago, IL
Aeling’s fascination with atmospheric drama—rooted in his childhood in the American West, where weather dominates the horizon—finds powerful expression in this seascape. The low line of the ocean reinforces the artist’s signature device: vast, open skies that dwarf the land below. Yet the work also reflects a more personal history: Aeling’s enduring love of Hawaii, where he spent many winters surfing and studying the Pacific’s shifting moods. Those days on the water deepened his awareness of how ocean and sky interact, how storms gather, dissolve, and re-form with astonishing rapidity. The painting captures that moment when light changes direction and the boundary between calm and impending weather becomes charged with meaning. His precise modulation of color and temperature recalls his study of 19th-century luminists, yet the lived experience of Hawaiian surf breaks gives the scene an immediacy and authenticity that is distinctly his own. Jeff Aeling Sunset Aliomanu Bay, Kauai oil on panel 28h x 48w in 71.12h x 121.92w cm JAE040 Jeff Aeling (1958–2025): The Sky Remembers Through Jeff Aeling’s eyes, the landscape becomes a world shaped as much by air as by earth. In works such as North of Las Vegas, NM and Pond Near St. Cloud, MN, he balances the quiet structure of plains and wetlands with skies alive in constant motion. His mastery of atmosphere is unmistakable in Light Pillars (2023) and Light Pillar (2023), where rare optical events turn night into architecture. Even intimate scenes like Crabapple, Dogwoods, and Red Bud find their emotional power under skies that lend the land its shifting character. Aeling’s winters in Hawaii deepened his sensitivity to movement and weather. Surfing taught him to read the rhythm of the ocean, a knowledge reflected in Wave, Kauai (2018), where a breaking wave becomes a luminous wall of force. In Volcano (2023), he channels the islands’ elemental drama, linking fire, vapor, and sky through the same atmospheric vocabulary found in his plains paintings...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Sunset Aliomanu Bay, Kauai - Water and Sky Meet with Sun Kissed Clouds

Jeff Aeling
Sunset Aliomanu Bay, Kauai - Water and Sky Meet with Sun Kissed Clouds, 2003

$10,500
A Colorful, Door County, Wis. Harbor Scene by Noted Chicago Artist Rudolph Pen
Located in Chicago, IL
A Colorful, Vibrant, Mid-Century Modern Great Lakes Harbor Scene by Noted Chicago Artist, Rudolph T. Pen. This charming watercolor, completed in the early 1950's, depicts a wonderfu...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Watercolor

A Colorful, Door County, Wis. Harbor Scene by Noted Chicago Artist Rudolph Pen
A Colorful, Door County, Wis. Harbor Scene by Noted Chicago Artist Rudolph Pen

Rudolph Pen
A Colorful, Door County, Wis. Harbor Scene by Noted Chicago Artist Rudolph Pen

$1,500
A Vibrant, Colorful Mid-Century Modern Painting of a Mountain Village, Rooftops
Located in Chicago, IL
A Vibrant, Colorful Mid-Century Modern Painting of a European Mountain Village, Rooftops by Noted Chicago Artist, Rudolph Pen. . An brilliantly colored, expansive European landscape...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Canvas, Acrylic

A Vibrant, Colorful Mid-Century Modern Painting of a Mountain Village, Rooftops
A Vibrant, Colorful Mid-Century Modern Painting of a Mountain Village, Rooftops

Rudolph Pen
A Vibrant, Colorful Mid-Century Modern Painting of a Mountain Village, Rooftops, circa 1960s

$1,600
Sunset at Chatham - Original Landscape with Expansive Sky, Framed
By Ahzad Bogosian
Located in Chicago, IL
"Sunset at Chatham" is a minimalist landscape painting depicting subtle shifts of color from purple to orange, descending into a yellow sun behind clouds. a deep green landscape with...
Category

2010s Minimalist Chicago - Landscape Paintings

Materials

Canvas, Oil, Acrylic

Sunset at Chatham - Original Landscape with Expansive Sky, Framed
Sunset at Chatham - Original Landscape with Expansive Sky, Framed

Ahzad Bogosian
Sunset at Chatham - Original Landscape with Expansive Sky, Framed, 2024

$3,500
Forest Stream - Painting of Creek Running Through Forest
By Jeff Aeling
Located in Chicago, IL
Aeling has long been drawn to the liminal spaces where forest interiors give way to open meadows. Painted with his characteristic balance of observation and restraint, this woodland ...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Forest Stream - Painting of Creek Running Through Forest

Jeff Aeling
Forest Stream - Painting of Creek Running Through Forest, circa 2010

$8,000
Portnoo - Watercolor Landscape of Ireland, Framed
By Carol Pylant
Located in Chicago, IL
Carol S. Pylant Portnoo, 2025 watercolor and gouache on paper 5h x 7w in 12.70h x 17.78w cm CSP055 Resume Artist / Emeritus Professor, University of Wisconsin-Madison Education 19...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Paper, Watercolor, Gouache

Portnoo - Watercolor Landscape of Ireland, Framed

Carol Pylant
Portnoo - Watercolor Landscape of Ireland, Framed, 2025

$1,800
Rosbeg - Watercolor Landscape of Ireland, Framed
By Carol Pylant
Located in Chicago, IL
Carol S. Pylant Rosbeg, 2025 watercolor and gouache on paper 5h x 7.50w in 12.70h x 19.05w cm CSP054 Resume Artist / Emeritus Professor, University of Wisconsin-Madison Education ...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Rosbeg - Watercolor Landscape of Ireland, Framed

Carol Pylant
Rosbeg - Watercolor Landscape of Ireland, Framed, 2024

$1,800
Spectator - Three Cars Drifting, Original Oil Painting by Peter Lupkin, Framed
By Peter Lupkin
Located in Chicago, IL
Peter Lupkin's oil painting titled "Spectator" captures the raw energy and controlled chaos of tandem drifting. Three blue performance cars carve through a smoky track, their motion ...
Category

2010s Chicago - Landscape Paintings

Materials

Canvas, Oil

Spectator - Three Cars Drifting, Original Oil Painting by Peter Lupkin, Framed
Spectator - Three Cars Drifting, Original Oil Painting by Peter Lupkin, Framed

Peter Lupkin
Spectator - Three Cars Drifting, Original Oil Painting by Peter Lupkin, Framed, 2025

$8,000
A Large, 1950s Mid-Century Modern Ink Drawing of Quebec City by Rudolph Pen
Located in Chicago, IL
A Large, 1950s Mid-Century Modern Ink Drawing of Quebec City by Rudolph Pen. Artwork is formatted in a trapezoid shape, an innovative composition device for which the artist's work ...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Paper, Ink

A Large, 1950s Mid-Century Modern Ink Drawing of Quebec City by Rudolph Pen
A Large, 1950s Mid-Century Modern Ink Drawing of Quebec City by Rudolph Pen

Rudolph Pen
A Large, 1950s Mid-Century Modern Ink Drawing of Quebec City by Rudolph Pen

$850
A Fantastic, Mid-Century Modern Painting of a Jockey, Horse Race, by Rudolph Pen
Located in Chicago, IL
A Wonderful, Mid-Century Modern Painting of a Jockey & Horse Race by Noted Chicago Artist, Rudolph Pen. Painted circa 1955, the painting exemplifies the artist's love of horse racin...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Canvas, Oil

A Fantastic, Mid-Century Modern Painting of a Jockey, Horse Race, by Rudolph Pen
A Fantastic, Mid-Century Modern Painting of a Jockey, Horse Race, by Rudolph Pen

Rudolph Pen
A Fantastic, Mid-Century Modern Painting of a Jockey, Horse Race, by Rudolph Pen, circa 1955

$1,600
Liesenbruken, Abandoned Train Bridge, Contemporary Photorealist Painting
By Roland Kulla
Located in Chicago, IL
A bridge to nowhere has been taking no one there for almost 70 years. The Liesenbrücken bridge has been rusting with iron will and doing little else since it was abandoned in favor o...
Category

21st Century and Contemporary Photorealist Chicago - Landscape Paintings

Materials

Canvas, Acrylic

Liesenbruken, Abandoned Train Bridge, Contemporary Photorealist Painting
Liesenbruken, Abandoned Train Bridge, Contemporary Photorealist Painting

Roland Kulla
Liesenbruken, Abandoned Train Bridge, Contemporary Photorealist Painting, 2011

$10,500
A Vibrant, Expressive, Mid-Century Mountain Village Painting by Rudolph Pen
Located in Chicago, IL
A Vibrant, Expressive, Mid-Century Modern Painting of a Mountain Village by Noted Chicago Artist, Rudolph Pen. An open and expansive European landscape painting depicting a hilltop ...
Category

Mid-20th Century American Modern Chicago - Landscape Paintings

Materials

Canvas, Oil

A Vibrant, Expressive, Mid-Century Mountain Village Painting by Rudolph Pen
A Vibrant, Expressive, Mid-Century Mountain Village Painting by Rudolph Pen

Rudolph Pen
A Vibrant, Expressive, Mid-Century Mountain Village Painting by Rudolph Pen, circa 1960s

$1,600
Mid-Century Painting of a Car Driving Through a Mountain Pass by A George Miller
Located in Chicago, IL
A fantastic Mid-Century painting of a car driving through a mountain pass by artist & Photographer A. George Miller. Artwork size: 15" x 22". Framed size: 21" x 28". Handsomely...
Category

1950s American Modern Chicago - Landscape Paintings

Materials

Oil, Board

Mid-Century Painting of a Car Driving Through a Mountain Pass by A George Miller
Mid-Century Painting of a Car Driving Through a Mountain Pass by A George Miller

A. George Miller
Mid-Century Painting of a Car Driving Through a Mountain Pass by A George Miller, ca. 1950s

$650
Au Sable Eagle - Photorealistic Portrait of a Female Bald Eagle, Framed
By Rick Pas
Located in Chicago, IL
Traditional portrait painting takes a twist when the subject is a majestic bald eagle. Artist Rick Pas delivers an extraordinarily realistic detailed portrait that almost feels tang...
Category

21st Century and Contemporary Photorealist Chicago - Landscape Paintings

Materials

Acrylic, Panel

Au Sable Eagle - Photorealistic Portrait of a Female Bald Eagle, Framed
Au Sable Eagle - Photorealistic Portrait of a Female Bald Eagle, Framed

Rick Pas
Au Sable Eagle - Photorealistic Portrait of a Female Bald Eagle, Framed, 2024

$3,900
LaSalle Street - Cityscape of Chicago from the River- Albert Vidal
By Albert Vidal Moreno
Located in Chicago, IL
Albert Vidal paints a view of the Historical Landmark Reid Murdoch Building and world famous Marina Towers sitting at the edge of the Chicago River. Using vibrant colors and an abstr...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Canvas, Acrylic

LaSalle Street - Cityscape of Chicago from the River- Albert Vidal
LaSalle Street - Cityscape of Chicago from the River- Albert Vidal

Albert Vidal Moreno
LaSalle Street - Cityscape of Chicago from the River- Albert Vidal, 2024

$3,800
Street in Szentendre
By Béla Czóbel
Located in Chicago, IL
Signed lower right
Category

Late 20th Century Expressionist Chicago - Landscape Paintings

Materials

Canvas, Oil

Street in Szentendre

Béla Czóbel
Street in Szentendre, c. 1970

$20,000
Morning Light - Original Landscape painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Morning Light, 2024 acrylic on canvas 30h x 40w in 76.20h x 101.60w cm AZB145 Ahzad Bogosian SOLO EXHIBITIONS 2025 Ahzad Bogosian, Gallery VICTOR, Chicago, IL 2007 ...
Category

2010s Chicago - Landscape Paintings

Materials

Canvas, Acrylic

Morning Light - Original Landscape painting
Morning Light - Original Landscape painting

Ahzad Bogosian
Morning Light - Original Landscape painting, 2024

$3,800
The Green House, Surreal Classic Architecture with Italian Cypress Trees
By John Hrehov
Located in Chicago, IL
A classical structure is cast in a green hue as the sun sets on this surreal scene by John Hrehov. The perfectly balance scene, with its formal gardens and Italian cypress trees add to the overall aesthetic. This piece is floated in a white wooden frame measuring 26h x 32w x 2d inches. John Hrehov The Green House oil on canvas 24h x 30w in 60.96h x 76.20w cm JHR024 John Hrehov Education 1985 MFA-Painting, University of Illinois at Urbana-Champaign 1981 BFA-Painting, Cleveland Institute of Art, Cleveland, OH. Solo Exhibitions 2017 John Hrehov, Paintings and Drawings. Tom Thomas Gallery, Indiana University East, Richmond, IN. 2012 Shades from White to Black, New Drawings. Denise Bibro Fine Art, New York, NY. 2011 John Hrehov: Charcoal. Indiana University - Purdue University Fort Wayne...
Category

2010s American Realist Chicago - Landscape Paintings

Materials

Canvas, Oil

The Green House, Surreal Classic Architecture with Italian Cypress Trees
The Green House, Surreal Classic Architecture with Italian Cypress Trees

John Hrehov
The Green House, Surreal Classic Architecture with Italian Cypress Trees, 2022

$4,000
Hide Seek #8 (Boy with Book) - Original Mixed Media on Panel, Framed
Located in Chicago, IL
Many of my paintings are about Chicago - the Chicago I lived in when I began painting, a Chicago that now exists only in my memory. And memory is always a reconstruction. As my lif...
Category

Early 2000s Contemporary Chicago - Landscape Paintings

Materials

Mixed Media, Oil, Wood Panel

Hide Seek #8 (Boy with Book) - Original Mixed Media on Panel, Framed
Hide Seek #8 (Boy with Book) - Original Mixed Media on Panel, Framed

Leopold Segedin
Hide Seek #8 (Boy with Book) - Original Mixed Media on Panel, Framed, 2006

$4,750
A Busy 1950s Martha s Vineyard Harbor Scene, Dockyard Truck by Francis Chapin
By Francis Chapin
Located in Chicago, IL
A colorful, 1950s industrial harbor scene painting of a dockyard truck in a working Martha's Vineyard boatyard by notable Chicago artist, Francis Chapin. Completed near the artist's...
Category

1950s American Modern Chicago - Landscape Paintings

Materials

Masonite, Oil

A Busy 1950s Martha s Vineyard Harbor Scene, Dockyard Truck by Francis Chapin
A Busy 1950s Martha s Vineyard Harbor Scene, Dockyard Truck by Francis Chapin

Francis Chapin
A Busy 1950s Martha s Vineyard Harbor Scene, Dockyard Truck by Francis Chapin, Circa 1955

$850
"The Whispers in the Shadows, " Oil on Canvas
By Bruno Surdo
Located in Chicago, IL
Chicago-based fine art painter Bruno A. Surdo is classically trained in drawing and oil painting in the tradition of Renaissance masters. With strong command of the human form, Surdo...
Category

21st Century and Contemporary Realist Chicago - Landscape Paintings

Materials

Oil, Canvas

"The Whispers in the Shadows, " Oil on Canvas
"The Whispers in the Shadows, " Oil on Canvas

Bruno Surdo
"The Whispers in the Shadows, " Oil on Canvas, 2022

$15,000
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon
By Harold Haydon
Located in Chicago, IL
A dynamic 1930s, WPA era industrial scene watercolor of steel mill factory workers by notable Chicago Modern artist, Harold Haydon. A wonderful example of early Twentieth Century ar...
Category

1930s American Modern Chicago - Landscape Paintings

Materials

Watercolor, Paper

WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon

Harold Haydon
WPA Era, Industrial Scene Steel Mill by Chicago Modern Artist, Harold Haydon, circa 1935

$385
Tranquil Morning - Original Landscape painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Tranquil Morning, 2024 acrylic on panel 10h x 10w in 25.40h x 25.40w cm AZB143 Ahzad Bogosian SOLO EXHIBITIONS 2025 Ahzad Bogosian, Gallery VICTOR, Chicago, IL 2007...
Category

2010s Chicago - Landscape Paintings

Materials

Canvas, Acrylic

Tranquil Morning - Original Landscape painting
Tranquil Morning - Original Landscape painting

Ahzad Bogosian
Tranquil Morning - Original Landscape painting, 2024

$550
La Chitarra - Urban Street Scene, Original Painting, Framed
By Keiko Ogawa
Located in Chicago, IL
***This artwork is currently on exhibit at the Instituto Cervantes, Chicago until September 2025. If purchased this artwork will be available to ship after September 1, 2025. Contact...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Canvas, Acrylic, Oil

La Chitarra - Urban Street Scene, Original Painting, Framed
La Chitarra - Urban Street Scene, Original Painting, Framed

Keiko Ogawa
La Chitarra - Urban Street Scene, Original Painting, Framed, 2022

$6,500
Fall Overlook - Golden Sky Reflected in Small Pond, Pastoral Landscape Painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Fall Overlook acrylic on canvas 16h x 16w in 40.64h x 40.64w cm AZB168 Ahzad Bogosian SOLO EXHIBITIONS 2007 Landscapes, Ann Nathan Gallery, Chicago, IL 2006 Quie...
Category

2010s Chicago - Landscape Paintings

Materials

Acrylic

Fall Overlook - Golden Sky Reflected in Small Pond, Pastoral Landscape Painting
Fall Overlook - Golden Sky Reflected in Small Pond, Pastoral Landscape Painting

Ahzad Bogosian
Fall Overlook - Golden Sky Reflected in Small Pond, Pastoral Landscape Painting, 2024

$1,500
Follow the Leader V - Original Mixed Media on Panel, Framed
Located in Chicago, IL
The "Follow the Leader" series started out with the name of the game. I had no idea how extensive the meaning of the game might be. I always worked on the assumption that children'...
Category

Early 2000s Contemporary Chicago - Landscape Paintings

Materials

Mixed Media, Oil, Wood Panel

Follow the Leader V - Original Mixed Media on Panel, Framed
Follow the Leader V - Original Mixed Media on Panel, Framed

Leopold Segedin
Follow the Leader V - Original Mixed Media on Panel, Framed, 2016

$3,750
Approaching Storm: Horsemen on Normandy Beach
By Albert Zavaro
Located in Chicago, IL
Oil on canvas 60.3 x 73 cm.; 23 3/4 x 28 3/4 inches Signed lower right
Category

20th Century Modern Chicago - Landscape Paintings

Materials

Canvas, Oil

Approaching Storm: Horsemen on Normandy Beach

Albert Zavaro
Approaching Storm: Horsemen on Normandy Beach

$2,000
Wellington, Washington Avalanche of March 1, 1910 - Original Oil Painting
By Eric Edward Esper
Located in Chicago, IL
Also known as the Great Northern Railway disaster and Americas deadliest avalanche. After days of traveling west and passing through the 2.6 mile Cascade Tunnel, the GNR passenger train was trapped by snow at the tiny town of Wellington Washington in the Cascade Mountains. For 6 days the passengers survived on the train while railmen worked dauntlessly through continuous avalanches to clear the tracks ahead towards the next town. Fearful of the snow looming over them on the mountain above, the passengers were assured that they were safest where they were. The weather was severe and eventually an avalanche swept the GNR passenger train and a mail train off the tracks towards the river below, resulting in 96 deaths and 23 surviving injured. Eric Edward Esper Wellington, Washington Avalanche of March 1, 1910 oil on canvas 38h x 26w in 96.52h x 66.04w cm EEE018 Eric Edward Esper After obtaining my BFA in Illustration from Northern Michigan...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Canvas, Oil

Wellington, Washington Avalanche of March 1, 1910 - Original Oil Painting
Wellington, Washington Avalanche of March 1, 1910 - Original Oil Painting

Eric Edward Esper
Wellington, Washington Avalanche of March 1, 1910 - Original Oil Painting, 2022

$8,000
Tree and Pasture - Orange skies over field, Original oil painting, Round Format
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Tree and Pasture acrylic on canvas 8h x 8w in 20.32h x 20.32w cm Framed Dimensions 9.25h x 9.25w in 23.50h x 23.50w cm AZB162 Ahzad Bogosian SOLO EXHIBITIONS 2007 ...
Category

2010s Chicago - Landscape Paintings

Materials

Acrylic

Tree and Pasture - Orange skies over field, Original oil painting, Round Format
Tree and Pasture - Orange skies over field, Original oil painting, Round Format

Ahzad Bogosian
Tree and Pasture - Orange skies over field, Original oil painting, Round Format, 2024

$650
Welcoming Twilight on the North Branch of the Chicago River - Original painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian Welcoming Twilight on the North Branch of the Chicago River, 2021 oil and acrylic on canvas 16h x 20w in 40.64h x 50.80w cm AZB124 Ahzad Bogosian SOLO EXHIBITIONS 2...
Category

2010s Chicago - Landscape Paintings

Materials

Canvas, Oil, Acrylic

Welcoming Twilight on the North Branch of the Chicago River - Original painting
Welcoming Twilight on the North Branch of the Chicago River - Original painting

Ahzad Bogosian
Welcoming Twilight on the North Branch of the Chicago River - Original painting, 2021

$1,500
Confecció - Urban Street Scene, Original Painting, Framed
By Keiko Ogawa
Located in Chicago, IL
***This artwork is currently on exhibit at the Instituto Cervantes, Chicago until September 2025. If purchased this artwork will be available to ship after September 1, 2025. Contact...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Canvas, Oil, Acrylic

Confecció - Urban Street Scene, Original Painting, Framed

Keiko Ogawa
Confecció - Urban Street Scene, Original Painting, Framed, 2022

$3,500
Pond Late Afternoon - Realistic Landscape Oil Painting
By Jeff Aeling
Located in Chicago, IL
Here, Aeling revisits the Midwestern marshlands that have long informed his sense of natural structure. The clustering of trees along the waterline hints at the intricate ecology of riparian zones—a subject he has studied through countless field excursions. The soft cloud cover overhead adds a sense of atmospheric density, contrasting with the crisp detail of grasses below. As in much of his work, this landscape becomes a meditation on endurance: land that has witnessed centuries of seasonal cycles. Jeff Aeling Pond Late Afternoon Oil on panel 10h x 14w in 25.40h x 35.56w cm JAE054 Jeff Aeling (1958–2025): The Sky Remembers Through Jeff Aeling’s eyes, the landscape becomes a world shaped as much by air as by earth. In works such as North of Las Vegas, NM and Pond Near St. Cloud, MN, he balances the quiet structure of plains and wetlands with skies alive in constant motion. His mastery of atmosphere is unmistakable in Light Pillars (2023) and Light Pillar (2023), where rare optical events turn night into architecture. Even intimate scenes like Crabapple, Dogwoods, and Red Bud find their emotional power under skies that lend the land its shifting character. Aeling’s winters in Hawaii deepened his sensitivity to movement and weather. Surfing taught him to read the rhythm of the ocean, a knowledge reflected in Wave, Kauai (2018), where a breaking wave becomes a luminous wall of force. In Volcano (2023), he channels the islands’ elemental drama, linking fire, vapor, and sky through the same atmospheric vocabulary found in his plains paintings...
Category

21st Century and Contemporary Contemporary Chicago - Landscape Paintings

Materials

Oil, Panel

Pond Late Afternoon - Realistic Landscape Oil Painting

Jeff Aeling
Pond Late Afternoon - Realistic Landscape Oil Painting, 2012

$3,000

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Ludwig Bemelmans Captures the Thrilling Sight of Coney Island at Night

The ‘Madeline’ creator and Carlyle Hotel legend was in a New York state of mind in the 1940s when he produced this exuberant and rare oil painting.

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