James Harold Jennings Paintings & Artwork for Sale | James Harold Jennings Art Value Price Guide

Nov. 08, 2024
Harry Jennings (American/Virginia/Kentucky, b. 1966), "Three Painted Carved Wood Figures of Men," Smallest- H.- 7 in., W.- 2 1/2 in., D.- 3 in.; Largest- H.- 8 1/2 in., W.- 2 1/2 in., D.- 3 in. (3 Pcs.)
Est: $300 - $500
† Harry Jennings (American/Virginia/Kentucky, b. 1966), "Three Painted Carved Wood Figures of Men," the smallest signed on bottom,
Crescent City Auction Gallery
Jun. 06, 2024
James Harold Jennings (American, 1931-1999) Mixed Media Artwork
Est: $50 - $500
DESCRIPTION: Outsider art mixed media (paint, wood, and wire) artwork,, depicting a figure riding a cart drawn by a cat. CIRCA: Late 20th century ORIGIN: American DIMENSIONS: H: 5" W: 4.25" L: 14.25" CONDITION: Possible moderate chip to cat's paw at reverse. A few very minor chips to cart paint. At one time, the figure was turned from its current position, resulting in breaks to the paint which went up from the cart onto the bottom of the figure. Unless otherwise stated, all information provided is the opinion of our specialists. Should you have any specific questions regarding the condition of this lot, please use the ask question button or send us an email.
Akiba Galleries
Jun. 06, 2024
James Harold Jennings (American, 1931-1999) Mixed Media Artwork
Est: $50 - $500
DESCRIPTION: Outsider art mixed media (paint, wood, metal) artwork by James Harold Jennings (American, 1931-1999) depicting two Native Americans and an antlered animal (probably a moose). Signed "James Harold Jennings" at reverse. CIRCA: Late 20th century ORIGIN: American DIMENSIONS: H: 12" W: 12.25" Depth: 5.25" CONDITION: Great condition. Unless otherwise stated, all information provided is the opinion of our specialists. Should you have any specific questions regarding the condition of this lot, please use the ask question button or send us an email.
Akiba Galleries
Jun. 06, 2024
James Harold Jennings (American, 1931-1999) Mixed Media Artwork
Est: $50 - $500
DESCRIPTION: Outsider art mixed media (paint, wood) artwork by James Harold Jennings (American, 1931-1999). Signed "James Harold Jennings" at reverse. CIRCA: Late 20th century ORIGIN: American DIMENSIONS: H: 17.25" W: 10.25" Depth: 3.75" CONDITION: Great condition. Unless otherwise stated, all information provided is the opinion of our specialists. Should you have any specific questions regarding the condition of this lot, please use the ask question button or send us an email.
Akiba Galleries
Jun. 06, 2024
James Harold Jennings (American, 1931-1999) "Metempsychosis" Mixed Media Artwork
Est: $50 - $500
DESCRIPTION: "Metempsychosis" outsider art mixed media (paint, wood, and vinyl) artwork by James Harold Jennings (American, 1931-1999). Twice signed "James Harold Jennings" at reverse. CIRCA: Late 20th century ORIGIN: American DIMENSIONS: H: 23.25" W: 12.25" CONDITION: The artwork does not stand upright on its own; there is a wire for hanging at back. A moderate spot and minor spot of paint loss to proper right wing; moderate residue on the same wing. A very minor spot of paint loss on the proper left wing; moderate abrasions to this wing. Unless otherwise stated, all information provided is the opinion of our specialists. Should you have any specific questions regarding the condition of this lot, please use the ask question button or send us an email.
Akiba Galleries
Mar. 23, 2024
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $200 - $400
paint on cut wood. Signed. Blonde riding a bicycle. 13" x 13" x 4"
Ledbetter Auctions
Mar. 23, 2024
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $200 - $400
paint on cut wood. Signed. 17" x 23.5"
Ledbetter Auctions
Mar. 23, 2024
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $800 - $1,200
21"W x 13"H - cut out wood and paint, signed. Very graphic in nature for James to create.
Ledbetter Auctions
Dec. 09, 2023
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $500 - $800
17x14x5 Folk art creation by James Harold Jennings. Born 1930, Died 1999. Pinnacle, North Carolina. James Harold Jennings carved and painted wood since he was a young child
Ledbetter Auctions
Dec. 09, 2023
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $1,500 - $3,000
68x48x16 Monumental folk art creation by legendary folk artist James Harold Jennings. From a prominent folk art collection. Large fragile item. The nude boy is detached and just resting in place in the photo. - Born 1930, Died 1999. Pinnacle, North Carolina. James Harold Jennings carved and painted wood since he was a young child
Ledbetter Auctions
Nov. 12, 2023
JAMES HAROLD JENNINGS "DEVIL GITS SAT ON" OIL PAINT ON WOOD CONSTRUCTION
Est: -
James Harold Jennings (1931 - 1999) "Devil Gits Sat On" Oil Paint on Wood Construction. Artist: James Harold Jennings Title: "Devil Gits Sat On" Medium: Oil Paint on Wood Signature Type: Hand Signed Signature Location: Reverse Keywords: Folk Art, Naive; Ref: BD1595
Bradford's
Jul. 15, 2023
James Harold Jennings
Est: $800 - $1,200
(Pinnacle, North Carolina, 1931-1999) Tufgh Anne Gits James Harold Jennings, signed verso "Sun Moon Stars/James Harold Jennings", cutout and painted wood work, 22-1/8 x 22-3/8 x 6-7/8 in. Provenance: Private Collection
Brunk Auctions
Jul. 15, 2023
James Harold Jennings
Est: $600 - $900
(Pinnacle, North Carolina, 1931-1999) Amazon Jungles, signed and dated verso "Sun Moon Stars/James Harold Jennings/July 16, 1988", cutout and painted wood work, 16-5/8 x 15-1/4 x 5 in. Provenance: Private Collection
Brunk Auctions
Jul. 13, 2023
James Harold Jennings
Est: $300 - $500
(Pinnacle, North Carolina, 1931-1999) Abstract Assemblage, signed "Sun Moon Stars/James Harold Jennings", cutout and painted wood work, 9-5/8 x 29-1/4 x 1-1/8 in. Provenance: Private Collection
Brunk Auctions
Jun. 28, 2023
JENNINGS, James Harold (American, 1930-1999). Crown. (Ameri...
Est: $300 - $500
JENNINGS, James Harold (American, 1930-1999). Crown. (American, 20th century). Oil on sculpted vinyl siding, with hand-cut painted wooden ornaments (stars, a moon, and a castle). 9” in diameter, 5” high. Good condition.
Potter & Potter Auctions Inc.
May. 31, 2023
JAMES HAROLD JENNINGS PLAQUE, STAR WORLD.
Est: $200 - $400
James Harold Jennings (Am. 1931-1999) Outsider Folk Art wall art, paint decorated plywood plaque, titled “Star World”, inscribed on back, “Sun, Moon, Stars” and signed in ink, by James Harold Jennings, accompanied with photo of artist holding the work. 20.5”H x 11”W.
William Smith Auctions
Mar. 09, 2023
James Harold Jennings (American, 1931-1999) Untitled (The Holy Trinity)
Est: $1,000 - $2,000
James Harold Jennings (American, 1931-1999) Untitled (The Holy Trinity) paint on wood signed James Harold Jennings with Artist's insignias (verso) 13 3/4 x 16 1/2 inches. This lot is located in Chicago.
Hindman
Mar. 04, 2023
JAMES HAROLD JENNINGS (1930 - 1999)
Est: $500 - $1,000
Crown Made from a Pantry Box Applied Decorations 8"Dia
Ledbetter Auctions
Feb. 28, 2023
James Harold Jennings (American/North Carolina)
Est: $100 - $200
James Harold Jennings (American/North Carolina, 1930-1999), "Sketches with Turkeys", pen and ink on paper, signed lower right with "sun, moon, star", 7 1/2 in. x 5 7/8 in., framed, overall 10 1/8 in. x 8 1/8 in. x 1/2 in. Provenance: Private Collection of Outsider Art, Birmingham, AL. Condition: Overall fair condition.
Neal Auction Company
Oct. 11, 2022
James Harold Jennings, Headdress
Est: $200 - $300
James Harold Jennings Headdress feathers, yarn, enamel paint on wood veneer 13 h × 9 w × 6 d in (33 × 23 × 15 cm) Signed to inside band 'James Harold Jennings'. This work will ship from Toomey & Co. in Chicago, Illinois.
Toomey & Co. Auctioneers
Oct. 11, 2022
James Harold Jennings, Sun Moon Stars (two works)
Est: $300 - $500
James Harold Jennings Sun Moon Stars (two works) enamel on wood 5.5 h × 6.625 w × .75 d in (14 × 17 × 2 cm) 7.625 h × 10.875 w × .75 d in (19 × 28 × 2 cm) Signed to verso of larger work 'James Harold Jennings'. This work will ship from Toomey & Co. in Chicago, Illinois.
Toomey & Co. Auctioneers
Oct. 11, 2022
James Harold Jennings, Angel
Est: $300 - $500
James Harold Jennings Angel enamel paint on wood 6.375 h × 15 w × .625 d in (16 × 38 × 2 cm) Signed twice to verso 'James Harold Jennings'. This work will ship from Toomey & Co. in Chicago, Illinois.
Toomey & Co. Auctioneers
Jul. 09, 2022
JAMES HAROLD JENNINGS BIRD HOUSE
Est: $100 - $10,000
paing on wood, environmental piece has been outside but looks good, please use pics as a reference on condition. 11"x8.75"x9.5"
Ledbetter Auctions
Jul. 09, 2022
JAMES HAROLD JENNINGS FOLK ART
Est: $100 - $10,000
paint and wood, signed on bottom, dated 1991. 12.5"x6.5"
Ledbetter Auctions
Jul. 09, 2022
JAMES HAROLD JENNINGS FOLK ART
Est: $100 - $10,000
paint and wood, signed on back. 24"x17.5"
Ledbetter Auctions
Jun. 18, 2022
JAMES HAROLD JENNINGS FOLK ART
Est: $100 - $1,000
paint on wood, signed. 30" long
Ledbetter Auctions
May. 14, 2022
JAMES HEROLD JENNINGS (1931 - 1999) AMAZON GIRL
Est: $100 - $1,000
paint on thick board. Wall hanging. 16 x 14
Ledbetter Auctions
May. 14, 2022
JAMES HEROLD JENNINGS (1931 - 1999) TUGH GIRL
Est: $100 - $1,000
paint on thick board. Wall hanging. Signed on back. 21" x 14.75"
Ledbetter Auctions
May. 14, 2022
JAMES HEROLD JENNINGS (1931 - 1999) PAINTED BOARD
Est: $100 - $1,000
painted board. Signed on back. 22" x 3"
Ledbetter Auctions
May. 14, 2022
JAMES HEROLD JENNINGS (1931 - 1999) SMALL GROUPING
Est: $100 - $1,000
group of 4 small items all painted by James Harold Jennings.. Largest is 13" long. The small sliver is a snake!
Ledbetter Auctions
May. 14, 2022
JAMES HEROLD JENNINGS (1931 - 1999) TALL BIRD HOUSE
Est: $100 - $1,000
from the original environment. Both bird house a pole made and painted by James Harold Jennings. Total height 89"
Ledbetter Auctions
Mar. 09, 2022
James Harold Jennings (American/North Carolina)
Est: $400 - $600
James Harold Jennings (American/North Carolina, 1931-1999), "Sun, Moon and Stars", oil on wood construction, unsigned, h. 12 1/4 in., w. 21 1/2 in., d. 4 1/2 in. Provenance: Urban Artwork, Winston-Salem, NC, 1998; Estate of Curator and Scholar and Advocate of Outsider and Contemporary Art Bill Fagaly, sold to benefit Prospect New Orleans' William A. Fagaly Memorial Fund for Social Impact. Condition: Overall fair condition.
Neal Auction Company
Dec. 02, 2021
FOLK ART SCULPTURAL BOX
Est: $10 - $1,000
Small black folkart sculptural box with brightly colored applique shapes. Dimensions: H 5" x W 7.25" x D 6.25" Condition: The box has a label on the bottom and is signed " Sun, Moon, Stars" and is signed by James Harold Jennings. The box is crudely constructed and painted. Minor wear overall.
Westport Auction
Jul. 24, 2021
James Harold Jennings Outsider Art Whirligig
Est: $400 - $450
James Harold Jennings (North Carolina, 1931-1999) painted wood whirligig comprised of a cross beam structure with applied figures in the form of animals, a truck, a crown, a moon, stars, and a Native American man with a windmill, top. Applied lettering reading "James Harold Jennings" across the bottom. Signed "James Harold Jennings" with a sun, moon, and star, en verso. Wire hook for hanging, en verso. 24 1/2" H x 36 1/2" W x 6 1/4" D.
Case Antiques, Inc. Auctions & Appraisals
Apr. 29, 2021
James Harold Jennings (American, 1931-1999)
Est: $400 - $600
James Harold Jennings (American, b.1931) Painted wood construction. Size: 24'' x 29'' x 1.25'' (61 x 74 x 3 cm). Together with a book. Size: 24'' x 29'' x 1.25'' (61 x 74 x 3 cm).
Material Culture
Jan. 30, 2021
2 Outsider Art Items, Homer Green & Harold Jennings
Est: $400 - $500
2 Outsider Art Items, Homer Green & Harold Jennings. 1st item: Homer Green (Tennessee, 1910-2002) outsider / folk art carved donkey with mottled polychrome paint decoration, fitted with a loop for hanging on the back. 14" H x 26 1/4" W. 2nd item: James Harold Jennings (North Carolina, 1931-1999) brightly polychrome painted and carved wood wall hanging depicting a female figure atop a male figure titled "Man Gets Sat On". Signed in pen en verso. 18 3/4" H x 12" W. Provenance: Private Southern collection.
Case Antiques, Inc. Auctions & Appraisals
Aug. 27, 2020
NC Folk Art, James Harold Jennings, (1931-1999), Crown
Est: $25 - $25,000
NC Folk Art, James Harold Jennings, (1931-1999), Crown a popular art subject for Jennings who enjoyed wearing interesting head gear, the Crown is constructed of cut-out vinyl siding, polychrome painted, the upright feathers attached to a band having the favored sun, moon, star symbols applied at spaced intervals, unsigned. With magazine Latitude featuring outsider artists, Jennings among them, the cover of which images him wearing a Crown. 5.75 x 8 in. Additional high-resolution photos are available at www.lelandlittle.com
Leland Little Auctions
Jan. 25, 2020
2 James Harold Jennings Folk Art Wood Carvings
Est: $600 - $700
Two (2) James Harold Jennings (North Carolina, 1931-1999) brightly painted and carved wood folk art items, including one (1) titled "The Big Boy Is No Match for the Girl Street Fighter", depicting a street fight between a man and woman, and one (1) comprised of various arranged shapes with the head of a mule in the center. Both signed en verso together with symbols depicting the sun, moon, and stars. Ranging in size from 14 3/4" H x 17 3/8" W to 13 3/4" H x 26 1/2" W. Both items 20th century. Provenance: Private Southern Collection.
Case Antiques, Inc. Auctions & Appraisals
Jan. 05, 2020
Two Piece James Harold Jennings Folk Art Sculpture
Est: $300 - $500
JENNINGS, James Harold, (American, 1931-1999): Two pieces total to include 1) Horse or moose head attached to blue and polychrome decorated back board, signed verso, 20.5" x 10.25" x 4". 2) Pin wheel or ferris wheel form, center with bust, stars and other emblems radiating from center, signed verso, 1.25" x 14" dia.
Amero Auctions
Dec. 09, 2019
James Harold Jennings (1931-1999) Painted Wood Hanging
Est: $400 - $600
James Harold Jennings (American, 1931-1999). Painted wood and plastic Whirligig Sculpture. Back signed twice. Property of a Roanoke, Virginia Collector, Knoke Galleries, Atlanta, GA. Size: 36.5'' x 17'' x 5'' (93 x 43 x 13 cm).
Material Culture
Oct. 13, 2019
Andrew Eccles (20th c.) Photograph of an Artist
Est: $300 - $500
Andrew Eccles (British/American b. 20th century) Portrait of Artist James Harold Jennings (1931-1999), gelatin silver editorial proof photograph, circa 1990's. Unframed. Size: 10'' x 8'', 25 x 20 cm (sheet).
Material Culture
Oct. 13, 2019
James Harold Jennings (1931-1999) Painted Wood Hanging
Est: $800 - $1,200
James Harold Jennings (American, 1931-1999). Painted wood and plastic Whirligig Sculpture. Back signed twice. Property of a Roanoke, Virginia Collector, Knoke Galleries, Atlanta, GA. Size: 36.5'' x 17'' x 5'' (93 x 43 x 13 cm).
Material Culture
Jun. 22, 2019
JAMES HAROLD JENNINGS (NORTH CAROLINA,1931-1999) OUTSIDER ART PAINT-DECORATED "METEMPSYCHOSIS" ANGEL FIGURE
Est: $100 - $200
JAMES HAROLD JENNINGS (NORTH CAROLINA,1931-1999) OUTSIDER ART PAINT-DECORATED "METEMPSYCHOSIS" ANGEL FIGURE, wood and cut vinyl siding fragments, with cut-out stars and letters, marked "AEON". Original polychrome-painted surface.
Jeffrey S. Evans & Associates
Jun. 22, 2019
JAMES HAROLD JENNINGS (NORTH CAROLINA,1931-1999) OUTSIDER ART PAINT-DECORATED CROWN
Est: $150 - $250
JAMES HAROLD JENNINGS (NORTH CAROLINA,1931-1999) OUTSIDER ART PAINT-DECORATED CROWN, constructed of cut vinyl siding fragments, bearing "AEON" designation, white stars, and exuberant polychrome decoration throughout, signed and titled "SUN MOON STARS".
Jeffrey S. Evans & Associates
May. 30, 2019
James Harold Jennings, Native American Design, Painting on Bird House
Est: $800 - $1,000
Artist: James Harold Jennings, American (1931 - 1999) Title: Native American Design Medium: Acrylic on Bird House, signed Size: 11.5 x 5.5 x 7 in. (29.21 x 13.97 x 17.78 cm)
RoGallery
Oct. 29, 2018
James Harold Jennings (1930-1999) Wind Chime Sculpture
Est: $300 - $500
James Harold Jennings (American /North Carolina, 1930-1999) Wind Chime Sculpture, carved and painted wood, signed. Size: 20'' x 12'' x 3.5'' (51 x 30 x 9 cm).
Material Culture
Jul. 14, 2018
2 James Harold Jennings Wood Carvings
Est: $600 - $700
Two (2) James Harold Jennings (North Carolina, 1931-1999) sculptures. 1st item: Oval carved and painted 3-D plaque titled "Navajo", depicting a warrior wearing a headdress and holding an arrow, surrounded by various Native American symbols. Signed with images of a sun, a moon, and a star, en verso. 15 1/2" H x 18 1/2" W x 1 1/4" D. 2nd item: Carved and painted whirligig or kinetic sculpture with a female wearing a crown standing next to a disc and two movable birds, all in an outside structure with a windmill top. Signed with images of a sun, a moon, and a star, en verso. 24" H x 12 3/4" W x 7 3/4" D. 20th century. Provenance: North Carolina private folk/outsider art collection. (Additional high-resolution photos are available at www.caseantiques.com.)
Case Antiques, Inc. Auctions & Appraisals
Mar. 18, 2018
Jennings, James Harold (American, 1931 – 1999)
Est: $250 - $400
Two wall sculptures; multicolor paint on wood. Good condition. Larger measures 24”L x 24”W
Peachtree & Bennett