Joseph Sherly Sheppard Paintings & Artwork for Sale | Joseph Sherly Sheppard Art Value Price Guide

Jun. 27, 2026
JOSEPH SHEPPARD Seated Woman Painting
Est: $400 - $800
Oil on board of a seated young woman with her arms crossed, signed lower right by Baltimore artist Joseph Sherly Sheppard (b. 1930), known for his realist figurative paintings, board measures 16" x 20" frame 23-1/2" x 17-1/2". This item will need to be shipped by a packing company of your choice. We maintain a list of reliable shippers, or you may choose your own.
Blackwell Auctions LLC
Jun. 18, 2026
Joseph Sheppard. "Green Apples," oil
Est: $400 - $700
(American, b. 1930) Oil on board, 1974, signed and dated "Sheppard" lr, titled on verso, sight size: 15 1/2 x 19 1/2 in., framed size: 23 x 26 1/2 in.
Alex Cooper
Jun. 11, 2026
Joseph Sherly Sheppard (American, b. 1930) Graphite Drawing, Figure Studies
Est: $800 - $2,000
This graphite drawing on cream-toned wove paper is by Joseph Sherly Sheppard. The work consists of two anatomical figure studies of a nude female with long hair, including a bust-length profile and a full-length figure in a bent pose with hands on knees. The drawing is executed in an academic style with varied line weights and cross-hatched shading to define form. It is signed Sheppard in graphite at the bottom center. The work is housed in a double mat and a textured wooden gold toned frame. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 15.00"L x 1.00"W x 17.00"H Weight: 2.11 lb
Lion and Unicorn
Jun. 11, 2026
Joseph Sherly Sheppard (American, b. 1930) Watercolor on Paper, Windwardside, Saba
Est: $800 - $2,000
This original watercolor on paper depicts a vibrant tropical landscape identified as Windwardside on the island of Saba. The scene is rendered in an expressive, loose style, showing lush green hillsides with traditional white-walled, red-roofed cottages overlooking the blue Caribbean Sea. The sky is filled with soft, cloud-streaked washes. The work is inscribed at the lower right corner with the location Windwardside SABA and the artist signature Sheppard. The painting is presented in a cream-toned mat and housed within a decorative silver-toned frame featuring a repeating scalloped wave motif. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 20.50"L x 1.00"W x 23.50"H Weight: 5.75 lb
Lion and Unicorn
May. 27, 2026
Joseph Sherly Sheppard (American, b. 1930) Watercolor on Paper, Windwardside, Saba
Est: $800 - $2,000
This original watercolor on paper depicts a vibrant tropical landscape identified as Windwardside on the island of Saba. The scene is rendered in an expressive, loose style, showing lush green hillsides with traditional white-walled, red-roofed cottages overlooking the blue Caribbean Sea. The sky is filled with soft, cloud-streaked washes. The work is inscribed at the lower right corner with the location Windwardside SABA and the artist signature Sheppard. The painting is presented in a cream-toned mat and housed within a decorative silver-toned frame featuring a repeating scalloped wave motif. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 20.50"L x 1.00"W x 23.50"H Weight: 5.75 lb
Lion and Unicorn
May. 27, 2026
Joseph Sherly Sheppard (American, b. 1930) Oil on Board, Portrait of a Rabbi, 1974
Est: $800 - $2,000
This oil on board painting by Joseph Sherly Sheppard (American, b. 1930) is a portrait study of a Rabbi, featuring a voluminous white beard, a black wide-brimmed hat, and a dark coat. The composition is executed in a realist style with expressive, gestural brushwork and impasto highlights, particularly in the beard and the luminous golden ochre background. The work is signed in red pigment in the lower right corner as Sheppard 74. It is housed in an ornate metal toned wooden frame. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 14.50"L x 1.25"W x 18.50"H Weight: 3.80 lb
Lion and Unicorn
May. 27, 2026
Joseph Sherly Sheppard (American, b. 1930) Graphite Drawing, Figure Studies
Est: $800 - $2,000
This graphite drawing on cream-toned wove paper is by Joseph Sherly Sheppard. The work consists of two anatomical figure studies of a nude female with long hair, including a bust-length profile and a full-length figure in a bent pose with hands on knees. The drawing is executed in an academic style with varied line weights and cross-hatched shading to define form. It is signed Sheppard in graphite at the bottom center. The work is housed in a double mat and a textured wooden gold toned frame. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 15.00"L x 1.00"W x 17.00"H Weight: 2.11 lb
Lion and Unicorn
May. 27, 2026
Joseph Sherly Sheppard (American, b. 1930) Oil on Board, Tropical Coastal Scene with Beached Boat
Est: $1,500 - $2,500
This oil on board depicts a vibrant tropical coastal scene centered on a large beached wooden boat with a white and pale blue hull. A single figure wearing a bright yellow dress and hat is positioned on the sandy beach in the foreground. The landscape extends into the background with lush green hills, clusters of palm trees, and several small dwellings under an expressive sky of blue, white, and gray. The artist utilizes an impressionistic technique characterized by heavy impasto and thick application of paint to create significant texture throughout the composition. The work is signed Sheppard in dark pigment in the lower right corner. It is presented in a champagne-toned molded frame. Artist: Joseph Sherly Sheppard (American, b. 1930) Dimensions: 18.50"L x 14.50"H Weight: 3.50 lb
Lion and Unicorn
Apr. 07, 2026
Joseph Sherly Sheppard (American b. 1930), Rabbi, Oil on Canvas, Signed and dated 74 l.r., Frame: 31 3/4 x 27 1/2 in. (80.6 x 69.9 cm.)
Est: $500 - $700
Joseph Sherly Sheppard (American b. 1930), Rabbi, Oil on Canvas, Signed and dated 74 l.r.,
Weschler's
Mar. 25, 2026
JOSEPH SHERLY SHEPPARD - BAREBACK RIDER O/B
Est: $500 - $800
Joseph Sherly Sheppard (American, b 1930) Bareback Rider, oil on board, signed lower right, central nameplate. Depicting a performer in red outfit, perch on the back of a show pony.
Litchfield Auctions
Mar. 25, 2026
JOSEPH SHERLY SHEPPARD - NEWSPAPER STAND NO.3 O/B
Est: $1,000 - $1,500
Joseph Sherly Sheppard (American, b 1930) Newspaper Stand No. 3, oil on board, signed lower right.
Litchfield Auctions
Mar. 21, 2026
JOSEPH SHEPPARD Seated Woman Painting
Est: $600 - $1,200
Oil on board of a seated young woman with her arms crossed, signed lower right by Baltimore artist Joseph Sherly Sheppard (b. 1930), known for his realist figurative paintings, board measures 16" x 20" frame 23-1/2" x 17-1/2". This item will need to be shipped by a packing company of your choice. We maintain a list of reliable shippers, or you may choose your own.
Blackwell Auctions LLC
Mar. 21, 2026
JOSEPH SHEPPARD Woman Art Studio Interior
Est: $600 - $1,200
Oil on board of a standing nude woman in an art studio interior scene, signed lower left in grey painting by Baltimore artist Joseph Sherly Sheppard (b. 1930), known for his realist figurative paintings,board measures 20" x 24" frame measures 28" x 32". This item will need to be shipped by a packing company of your choice. We maintain a list of reliable shippers, or you may choose your own.
Blackwell Auctions LLC
Mar. 21, 2026
JOSEPH SHEPPARD Standing Female Nude Ptg
Est: $600 - $1,200
Oil on board of a standing nude woman with flowers to her left, signed lower right by Baltimore artist Joseph Sherly Sheppard (b. 1930), known for his realist figurative paintings, board measures 24" x 16" frame measures 30" x 22-1/2". This item will need to be shipped by a packing company of your choice. We maintain a list of reliable shippers, or you may choose your own.
Blackwell Auctions LLC
Mar. 21, 2026
JOSEPH SHEPPARD Woman Bedroom Interior
Est: $600 - $1,200
Oil on board of a standing woman in a bedroom interior scene, signed lower right by Baltimore artist Joseph Sherly Sheppard (b. 1930), known for his realist figurative paintings, board measures 21" x 17-1/2" frame measures 26" x 22-1/2". This item will need to be shipped by a packing company of your choice. We maintain a list of reliable shippers, or you may choose your own.
Blackwell Auctions LLC
Feb. 05, 2026
JOSEPH SHERYL SHEPPARD, MARYLAND b. 1930, STREET BRAWL, Oil on board, Sight: 11.24 x 9 1/4 in. (28.5 x 23.5 cm.), Frame: 17 1/2 x 15 1/2 in. (44.5 x 39.4 cm.)
Est: $800 - $1,200
JOSEPH SHERYL SHEPPARD MARYLAND, b. 1930 STREET BRAWL Oil on board Upper right signed: Sheppard Catalogue note: Joseph Sheppard is an American artist known for his figurative paintings, portraits, and figurative sculptures. Joseph Sheppard was born in Owings Mills, Maryland. He attended the Maryland Institute of Art from 1948 to 1952. From 1956 to 1957, he was artist-in-residence at Dickinson College in Carlisle, Pennsylvania; and in 1957 he was awarded a Guggenheim Fellowship to study in Florence. Portraits by Sheppard include President George H.W. Bush, Senator Barbara Mikulski, Cardinals William H. Keeler, Lawrence Shehan, and John P. Foley, with the latter two in the collection of Vatican City. Collections: National Portrait Gallery, Washington, D.C. (Portrait of John Waters); Baltimore Museum of Art; Carnegie Museum of Art in Pittsburgh; Butler Institute of American Art, Youngstown, Ohio; Davenport Municipal Art Gallery, Iowa; Columbus Museum of Art, Ohio, Arizona Museum of Art, National Art Museum of Sports/Children's Museum, Indianapolis; and Brookgreen Gardens, Murrel's Inlet, South Carolina.
Potomack Company
Jan. 28, 2026
Joseph Sheppard (American b. 1930), Gentleman Smoking, Oil on Board, Signed l.r., Frame: 27 1/4 x 25 1/2 in. (69.2 x 64.8 cm.)
Est: $700 - $900
Joseph Sheppard (American b. 1930), Gentleman Smoking, Oil on Board, Signed l.r.,
Weschler's
Jan. 23, 2026
Joseph Sheppard. Two Figures Studies, ink
Est: $200 - $300
(American, b. 1930) Ink with red pencil, 1971, both sheets signed, created for Dr. and Mrs. Truesdell, sheet size both: 11 3/4 x 8 3/4 in., in an envelope titled "Drawings for a Jewel" by Joe Sheppard, February 1971"
Alex Cooper
Oct. 19, 2025
Joseph Sherly Sheppard (American b. 1930)
Est: $1,000 - $1,500
Joseph Sherly Sheppard (American b. 1930) 'Scattered petals' oil on board Signed l/l 25in. x 30in (89cm. x 76cm) Framed: 43in. x 38in (109cm. x 97cm) Working in may mediums, Joseph Sheppard's portraits include His portraits include President George H. W. Bush, Senator Barbara Mikulski, Cardinals Lawrence Shehan, William H. Keeler, and John P. Foley. Both Cardinal Shehan and Cardinal Foley are in the Vatican collection as well as Sheppard's portrait of Pope Benedict XVI. His works are in the collections of the Carnegie Museum, Pittsburg, the National Portrait Gallery in Washington D.C., the Museo Dei Bozzetti in Pietrasanta, Italy, and the Consiglio della Toscana, Florence, Italy.
Fine Estate Inc.
Aug. 22, 2025
Joseph Sherly Sheppard. A Corner in Baltimore, oil
Est: $1,000 - $2,000
(American, b. 1930) Oil on masonite, signed "Sheppard" lr, 16 x 12 in., framed size: 24 x 19 3/4 in.
Alex Cooper
Aug. 17, 2025
Joseph Sherly Sheppard (American b. 1930)
Est: $1,400 - $1,800
Joseph Sherly Sheppard (American b. 1930) 'Scattered petals' oil on board Signed l/l 25in. x 30in (89cm. x 76cm) Framed: 43in. x 38in (109cm. x 97cm) Working in may mediums, Joseph Sheppard's portraits include His portraits include President George H. W. Bush, Senator Barbara Mikulski, Cardinals Lawrence Shehan, William H. Keeler, and John P. Foley. Both Cardinal Shehan and Cardinal Foley are in the Vatican collection as well as Sheppard's portrait of Pope Benedict XVI. HIs works are in the collections of the Carnegie Museum, Pittsburg, the National Portrait Gallery in Washington D.C., the Museo Dei Bozzetti in Pietrasanta, Italy, and the Consiglio della Toscana, Florence, Italy.
Fine Estate Inc.
Nov. 01, 2024
Joseph Sheppard. Venus, composite fountain
Est: $3,000 - $6,000
(American, b. 1930) Composite sculpture of Venus, commissioned by the artist by the Truesdell Family, signed on base "Sheppard" includes two additional plumbing components, 56 x 22 x 17 in.
Alex Cooper
Aug. 07, 2024
Joseph Sherly Sheppard (American/Maryland)
Est: $200 - $300
Joseph Sherly Sheppard (American/Maryland, b. 1930), "Arno", oil on masonite, signed lower left, "Grand Central Art Galleries, Inc., New York, NY" and handwritten labels with artist and title on reverse of frame, 20 in. x 24 in., framed with artist and title plaque, overall 29 3/4 in. x 33 3/4 in. x 1 1/2 in. Condition: Overall good condition.
Neal Auction Company
Jul. 23, 2024
Joseph Sheppard. Still Life with Apples, oil
Est: $800 - $1,200
(American, b. 1930). Oil on panel, signed "Sheppard" lr, sight size: 18 x 17 1/2 in., framed size: 23 x 23 in.
Alex Cooper
Jul. 07, 2024
Joseph Sherly Sheppard O/C, Nude Man in Interior
Est: $700 - $800
Joseph Sherly Sheppard (Maryland, b. 1930) oil on board painting of a nude male who reclines on a bed as he looks out an open window with head in hand. A mirror reflects a woman's face and bare shoulders as she stands behind a dressing screen at right. Signed and dated "Sheppard 88," lower right. Housed in a black and gilt-decorated frame. Sight: 19 1/2" H x 23 1/2" W. Framed: 31 1/2" H x 37 1/2" W.
Case Antiques, Inc. Auctions & Appraisals
Jul. 06, 2024
Joseph Sherly Sheppard O/C Floral Still Life
Est: $700 - $900
Joseph Sherly Sheppard (Maryland, b. 1930) oil on board large floral still life painting depicting purple, red, and white irises in a vase decorated with a Greek key design, all against a dark green background. Signed and dated "Sheppard '94" lower right. Housed in a black and gilt-decorated frame. Sight: 36 3/4" square. Framed: 45 1/2" square.
Case Antiques, Inc. Auctions & Appraisals
Jun. 14, 2024
Joseph Sheppard. "In Memory of Maelcum Soul," oil
Est: $800 - $1,200
(American, b. 1930) Oil on die cut masonite depicting a shadow box to memorialize Maelcum Soul, a muse of John Waters, signed ll, 24 x 18 in.
Alex Cooper
Jun. 14, 2024
Joseph Sheppard. "Hell's Angels," oil
Est: $1,000 - $3,000
(American, b. 1930) Oil on masonite, signed and titled "Sheppard" lr, further identifying information affixed on verso, sight size: 20 x 24 in., framed size: 30 x 33 1/2 in.
Alex Cooper
May. 11, 2024
Joseph Sheppard. In the Club, oil
Est: $4,000 - $6,000
(American, b. 1930). Oil on canvas, signed lr, sight size: 36 x 48 in., framed size: 48 x 59 inches.
Alex Cooper
May. 07, 2024
JOSEPH SHERLY SHEPPARD OIL ON BOARD
Est: $250 - $350
JOSEPH SHERLY SHEPPARD (Maryland/Italy, b.1930) oil on board, "Driveway," forested house and wildflowers. Signed lower right, 12" x 18" (image), 18.5" x 24.5" (frame).
O'Gallerie
Apr. 16, 2024
Joseph Sherly Sheppard (American b. 1930), City Scene, Watercolor, Signed and dated 50 l.r., Frame: 16 1/4 x 20 1/4 in. (41.3 x 51.4 cm.)
Est: $100 - $200
Joseph Sherly Sheppard (American b. 1930), City Scene, Watercolor, Signed and dated 50 l.r.,
Weschler's
Mar. 02, 2024
Joseph Sheppard. "Three Red Heads," oil
Est: $4,000 - $6,000
(American, b. 1930). Oil on canvas, signed "Sheppard" lr, sight size: 44 1/2 x 44 3/4 in., framed size: 55 1/4 x 55 1/4 inches.
Alex Cooper
Jan. 30, 2024
Joseph Sherly Sheppard (American b. 1930), Portrait of Two Women, Oil on Masonite Frame: 25 1/2 x 21 1/2 in. (64.8 x 54.6 cm.)
Est: $300 - $500
Joseph Sherly Sheppard (American b. 1930), Portrait of Two Women, Oil on Masonite
Weschler's
Jan. 30, 2024
Joseph Sherly Sheppard (American b. 1930), Portrait of a Woman Playing Cards, Oil on Canvas 26 x 21 3/4 in. (66 x 55.2 cm.)
Est: $200 - $400
Joseph Sherly Sheppard (American b. 1930), Portrait of a Woman Playing Cards, Oil on Canvas
Weschler's
Jan. 27, 2024
Joseph Sheppard. Wailing Wall, oil
Est: $1,000 - $3,000
(American, b. 1930). Oil on board, 1974, signed and dated "Sheppard" lr, sight size: 15 3/4 x 19 1/2 in., framed size: 23 x 27 inches.
Alex Cooper
Jan. 21, 2024
Joseph Sherly Sheppard (B 1930) USA O/B Still Life
Est: $1,000 - $1,500
Joseph Sherly Sheppard (B 1930) USA Oil on Board Still Life. Dated 1979. More information on the artist can be found at www.JosephSheppard.com Overall Size: 40 1/2 x 39 1/2 in. Sight Size: 32 5/8 x 31 1/2 in. #5696
Sarasota Estate Auction
Nov. 04, 2023
Joseph Sheppard. "Paris," oil
Est: $500 - $700
(American, b. 1930). Oil on board, unsigned, titled lc, 12 x 16 in., framed size: 16 3/4 x 20 3/4 x 1 1/2 inches.
Alex Cooper
Nov. 04, 2023
Joseph Sherly Sheppard. Standing Girl, sculpture
Est: $400 - $600
(American, b. 1930). Bas relief terracotta sculpture, 1973, signed lr, approximately 18 x 11 x 2 inches.
Alex Cooper
Sep. 30, 2023
Joseph Sheppard. "Open Lives," oil
Est: $2,000 - $4,000
(American, b. 1930). Oil on masonite, 1957, signed "Sheppard" ur, sight size: 47 1/2 x 23 in., framed size: 54 1/2 x 30 1/2 inches.
Alex Cooper
Jul. 22, 2023
Joseph Sheppard. Beggar Woman, oil
Est: $500 - $700
(American, b. 1930). Oil on board, signed "Sheppard" lr, 16 x 12 in., framed.
Alex Cooper
Jun. 10, 2023
Joseph Sheppard. "Reclining Nude on Blue Sofa," oil
Est: $500 - $700
(American, b. 1930). Oil on board, signed "Sheppard" ur, titled on verso, 12 x 16 in., framed.
Alex Cooper
Jun. 10, 2023
Joseph Sheppard. "Gayety Nite Club," oil
Est: $1,500 - $3,000
(American, b. 1930). Oil on board, signed "Sheppard" ll, sight size: 15 3/4 x 11 1/2 in., framed.
Alex Cooper
Apr. 30, 2023
Joseph S. Sheppard (American, 1930- ) NYC Oil Painting
Est: $2,000 - $3,000
Joseph Sherly Sheppard (American,1930- ) Painting. Title - Elevated. Oil on artist board American Realist painting depicts a group of New York commuters waiting at an elevated railway station. The melancholy scene of isolation bears similarities to the Social Realism paintings of Edward Hopper. Signed lower right Sheppard. Painting measures 16 inches high, 20 inches wide. Frame measures 23.5 inches high, 27 inches wide. Grand Central Art Galleries NY label titled Elevated and signed Sheppard, Joseph. Price $500. In good condition. From Askart.com: Focusing on the human form, Joseph Sheppard (1930- ) has created paintings and sculptures in the figurative realist tradition. He has studios in Baltimore, Maryland, and Pietrasanta, Italy. He studied with Jacques Moroger and Reginald Marsh and closely read the anatomical writings of Leonardo DaVinci and 14th-century physician, Andreas Vesalius. In Sheppard's genre and figure works, many of the figures seem off balance and twisted in their poses, giving his paintings a sense of motion as though the figures are interacting with each other. His canvases are filled with an endless parade of dancers, acrobats, and athletes. Sheppard works quickly, painting both in thin transparent glazes and in impasto. Regarded as a role model for figurative realists,'' Sheppard stated: I believe that technical skills is an important element in art and that the figure is not only a subject but the most elevated form of art.
Myers Fine Art
Mar. 29, 2023
Joseph Sheppard, Untitled (Three Girls)
Est: $1,000 - $2,000
Joseph Sheppard Untitled (Three Girls) 1987 oil on board 11 h x 14 w in (28 x 36 cm) Signed and dated to lower edge 'Sheppard 87'. This work will ship from Lambertville, New Jersey.
Rago Arts and Auction Center
Mar. 29, 2023
Joseph Sheppard, Sebastian
Est: $2,000 - $4,000
Joseph Sheppard Sebastian 1987 oil on panel sight: 29.625 h x 23.625 w in (75 x 60 cm) Signed and dated to lower edge 'Sheppard 87'. This work will ship from Lambertville, New Jersey.
Rago Arts and Auction Center
Feb. 25, 2023
Joseph Sheppard. Farmer with Suckling Calf, oil
Est: $600 - $800
(American, b. 1930). Oil on panel, signed and dated "Sheppard, '81" lr, 12 1/4 x 20 in., framed.
Alex Cooper
Jan. 22, 2023
JOSEPH SHERLY SHEPPARD (AMERICAN, B.1930).
Est: $600 - $900
"Sun Bathers". Oil on board. 1976. Signed and dated lower right. Provenance: Maryland Institute College of Art. Christie's Sale 2011 (label verso). From a New York City collection.
Clarke Auction Gallery
Jan. 21, 2023
Joseph Sheppard. Man on the Corner, watercolor
Est: $500 - $700
(American, b. 1930). Watercolor on paper, 1954, signed and dated "Joseph Sherly Sheppard" ll, sight size: 23 3/4 x 5 in., framed.
Alex Cooper