J. Chester Armstrong Paintings & Artwork for Sale | J. Chester Armstrong Art Value Price Guide

Aug. 30, 2026
J. CHESTER "SKIP" ARMSTRONG (OREGON)
Est: $20,000 - $30,000
J. CHESTER "SKIP" ARMSTRONG (OREGON) "Wild Horse Thunder", depicting five stallions in a mad gallop, with windswept manes and tails, signed on integral base and dated 2018, apparently carved from a single section of an ancient tree. Purchased 12/22/2021 for $39,900 from Signature Gallery of Scottsdale, Arizona
Thomaston Place Auction Galleries
May. 14, 2026
J. Chester Armstrong, b.1948, Three Herons, 1994
Est: $1,000 - $2,000
J. Chester Armstrong b.1948 Three Herons, 1994 maple wood inscribed: J. Chester Armstrong 94
Jackson Hole Art Auction
Dec. 07, 2025
MONUMENTAL! J CHESTER ARMSTRONG "EAGLE" WOOD SCULPTURE
Est: -
Monumental! J. Chester (Skip) Armstrong (Born 1948) "Eagle" Wood Sculpture. Artist: J Chester Armstrong Title: "Eagle" Medium: Wood Sculpture Signature Type: Signed | Weight: 78 lbs | Keywords: Southwestern, Western Artwork, Art; Ref: BD1043
Bradford's
Aug. 28, 2025
J. Chester (Skip) Armstrong, B. 1948, Bison
Est: $300 - $500
J. Chester (Skip) Armstrong American, B. 1948 Bison carved wood 1994; signed and dated
Abell Auction
Jan. 13, 2025
J. CHESTER ARMSTRONG Carved Sculpture
Est: $1,000 - $2,000
Mountain cats stalking trout, 77 tall x 26 wide 18 deep on live edge base, minor wear, good condition
Broken Arch Auction Gallery
Dec. 17, 2024
J. Chester Armstrong, Ram, 1998
Est: $10 - $999
J. Chester Armstrong (b. 1948) Ram, 1998 carved walnut inscribed: J ChesteR armstrong 98
Santa Fe Art Auction
Dec. 10, 2024
J. Chester 'Skip' Armstrong (American b. 1948), Untitled (Horse Sliding Stop), 1993, Carved Wood Sculpture, Approximately Overall: 28 x 44 x 13 in. (71.1 x 111.8 x 33 cm.)
Est: $400 - $800
J. Chester 'Skip' Armstrong (American b. 1948), Untitled (Horse Sliding Stop), 1993, Carved Wood Sculpture,
Weschler's
Dec. 08, 2024
J CHESTER ARMSTRONG HERD DOMINANCE WOOD SCULPTURE
Est: -
J Chester Armstrong Herd Dominance Wood Sculpture. Signed J Chester 82. Approx. Net Weight: 47lbs Keywords: Collectible; Ref: BD1043
Bradford's
Nov. 03, 2024
J. Chester 'Skip" Armstrong (b. 1948) wood carving of galloping horse
Est: $1,600 - $2,200
J. Chester 'Skip" Armstrong (b. 1948) wood carving of galloping horse. Signed J. Chester '89. 23 1/2"h x 42"w x 12"d.
King Galleries
Sep. 07, 2024
J. CHESTER 'SKIP'ÃÂ ARMSTRONG (B.1948) WOOD SCULPTURE EAGLES, 59"H
Est: $1,000 - $1,500
Large carved wood sculpture, Two Eagles with Fish, signed J. Chester Armstrong (J. Chester [Skip] Armstrong, American, b.1948), dated [19]94, intact with small chips and fill repair to wings, approx 59"h, 36"w, 40"d
Austin Auction Gallery
Jul. 20, 2024
J. Chester 'Skip' Armstrong wood carving of galloping horses
Est: $2,000 - $2,500
J. Chester 'Skip" Armstrong (b. 1948) wood carving of galloping horse. Signed J. Chester '89. 23 1/2"h x 42"w x 12"d.
King Galleries
Jun. 08, 2024
J. Chester (Skip) Armstrong (B. 1948): Two Eagles
Est: $1,000 - $2,000
J. Chester (Skip) Armstrong B. 1948 Two Eagles carved wood 1994; signed and dated to base
Abell Auction
May. 18, 2024
J. Chester Armstrong (1948- ), Wild Caught (Eagle)
Est: $1,000 - $2,000
Title: Wild Caught (Eagle) Dimensions: 109 x 40 x 28 Framed Dimensions: 111 x 40 x 32 Signature: unsigned
Jackson Hole Art Auction
May. 18, 2024
J. Chester Armstrong (1948- ), Wall Street (Bull)
Est: $1,000 - $2,000
Title: Wall Street (Bull) Dimensions: 30 3/8 x 48 x 32 Signature: inscribed: Wall Street by J Chester Armstrong 2010 Wall Street
Jackson Hole Art Auction
May. 09, 2024
J. Chester Armstrong, Ram, 1998
Est: $1,000 - $2,000
J. Chester Armstrong (b. 1948) Ram, 1998 carved walnut inscribed: J ChesteR armstrong 98
Santa Fe Art Auction
Apr. 20, 2024
J. Chester Armstrong Two Swimming Otters with Clam, 2000
Est: $1,000 - $2,000
J. Chester Armstrong (American, b. 1948) Two Swimming Otters with Clam, 2000 Carved wood on wooden plinth Incised J. Chester Armstrong 2000, lower middle
Larsen Art Auction
Nov. 30, 2023
J. Chester Armstrong ''Salmon Catch'' (Eagle) 1999 Sculpture
Est: $2,000 - $4,000
J. Chester Armstrong (b.1948 Oregon) ''Salmon Catch'' (Eagle) 1999 Black Walnut Sculpture 80''x38''. Monumental carved wood eagle sculpture. Signed and dated at base. Some small repairs to edges. Overall excellent condition.
MBA Seattle Auction LLC
Nov. 17, 2023
John Chester Armstrong (American) Carved Wood Horses, Ca. 1998, H 50" W 24" Depth 24"
Est: $1,000 - $2,000
Signed and dated '98.
DuMouchelles
Oct. 21, 2023
J. Chester Armstrong Two Swimming Otters with Clam, 2000
Est: $2,000 - $4,000
J. Chester Armstrong (American, b. 1948) Two Swimming Otters with Clam, 2000 Carved wood on wooden plinth Incised J. Chester Armstrong 2000, lower middle
Larsen Art Auction
Aug. 26, 2023
J Chester Armstrong, "Smiley"
Est: $1,500 - $2,500
Sculpture
Scottsdale Art Auction, LLC
Sep. 10, 2022
J. Chester (Skip) Armstrong (American, b. 1948), Fishing Lessons
Est: $2,000 - $4,000
J. Chester (Skip) Armstrong (American, b. 1948), Fishing Lessons 2016, carved wood, a grand scale carving of a mother bear and her cub with surprise wriggling catch in his paws, incised signature, title, and date in the conforming molded base. 39 1/2 x 27 x 18 1/2 in. Born and raised in Berkeley, California in the 1960s, J. Chester (Skip) Armstrong attended the University of California, Berkeley and graduated with a degree in poetic theory and philosophy. After travels through Central America and Vermont, Skip eventually settled in the shadow of the Three Sisters Mountains in Oregon, serving as his inspiration and where he sources the local wood for his captivating figural carved sculptures. A self taught artist, Skip's work was originally influenced by Native American North West totem poles and masks in the early 1970s. Skip's describes his own impetus as an artist: "I carve to reawaken the soul of the viewer to the primal energy and life force of earth based imagery. My sculptures move in the rhythm of circles, spirals, and flowing lines dictated as much by the grain lines of the wood itself as by my own sense of the harmony of the natural world." Additional high-resolution photos are available at www.lelandlittle.com
Leland Little Auctions
Apr. 30, 2022
J CHESTER (SKIP) ARMSTRONG WOOD HORSE CARVING
Est: $1,500 - $2,000
Title is Stallions Pride. 37" tall, 26" long, 15" wide. Appears to have been professionally repaired or made in multiple pieces as shown. J. Chester (Skip) Armstrong (Born 1948) is active/lives in Oregon. J Armstrong is known for Sculptor-wood totem and wildlife. Growing up in California during the 1960s, J Chester Armstrong graduated from the University of California at Berkeley with a degree in philosophy. He then went to Central America and was inspired by the Mayan Indian temple carvings. Following that time period, he moved to a small town in Vermont where he became fascinated with older building built by hand. He worked on restoring these buildings and began carving with tools. In central Oregon, he carves totems and also wild animals. He works on a large scale so usually begins with a 16 inch saw.
Davis Brothers Auction
Nov. 07, 2021
LARGE J CHESTER ARMSTRONG "THUNDER EQUUS" WOOD SCULPTURE
Est: -
J Chester Armstrong "Thunder Equus" Hand Carved Wood Sculpture. J. Chester (Skip) Armstrong (Born 1948) Grew up in California during the 1960s, graduated from the University of California at Berkeley with a degree in philosophy. He then went to Central America and was inspired by the Mayan Indian temple carvings. Following that time period, he moved to a small town in Vermont where he became fascinated with older building built by hand. He worked on restoring these buildings and began carving with tools. In central Oregon, he carves totems and also wild animals. The sculpture sits on a wood base. Measurements 58.5in Length, 39.75in High, 25in Wide. Keywords: Collectible Other Notes: These pieces are extremely heavy and will need to be crated for shipping. Any out-of-town bidders please get shipping quotes before you bid. Bidders can contact our recommended 3rd party shipper Westside Mail Center at 623-825-6016 or yourshipment@westsidemailcenter.com for any shipping quotes or questions. If the winning bidder is local, please bring additional help for loading as these pieces are extremely heavy.; Ref: BD1523
Bradford's
Jun. 26, 2021
J Chester ‘Skip’ Armstrong Bronze Cougar
Est: -
Mountain Lion Monumental Sculpture. This Piece Is Signed. Some Casting Flaws Present, See Images And Measures Approximately 31in. H X 15in. X 17in. Tm4677 Kb
EJ'S Auction & Appraisal
Oct. 29, 2020
J. Chester "Skip" Armstrong (American, b. 1948) Thunder Equus
Est: $800 - $1,200
J. Chester "Skip" Armstrong (American, b. 1948) Thunder Equus carved wood overall height 33 x width 63 x depth 18 inches Property from a Corporate Art Collection
Hindman
Mar. 24, 2019
J. Chester Armstrong, (1948 - * Sisters, OR), Otter family, 1980, Carved wood, 18.625" H x 12.25" W x 9.75" D
Est: $300 - $600
J. Chester Armstrong (1948 - * Sisters, OR) Otter family, 1980 Carved wood Carved to base: J. Chester / 80 18.625" H x 12.25" W x 9.75" D
John Moran Auctioneers
Feb. 27, 2019
CARVED TIMBER GROUP SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Timber Group Signed J Chester Armstrong. Carved Wood Raccoons. Size: 34.5" H x 14" W x 15" D
Ashcroft and Moore
Feb. 16, 2019
J. CHESTER ARMSTRONG (B.1948) OTTER WOOD SCULPTURE
Est: $600 - $800
Carved wood sculpture, "In the Flow," signed J. Chester Armstrong (Oregon, b.1948), and dated 2009 on base, depicting a group of otters, approx 28.5"h, 36"w Start Price: $400.00
Austin Auction Gallery
Feb. 16, 2019
J. CHESTER ARMSTRONG (B.1948) OTTER WOOD SCULPTURE
Est: $600 - $800
Carved wood sculpture, "Water Rhythm," signed J. Chester Armstrong (Oregon, b.1948), and dated 2000 on base, depicting a group of otters, approx 35"h, 20.5"w Start Price: $400.00
Austin Auction Gallery
Jan. 30, 2019
CARVED WOOD ORANGUTAN SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Wood Orangutan Signed J Chester Armstrong. Size: 46" H x 21" W x 18" D
Ashcroft and Moore
Jan. 13, 2019
J. Chester Armstrong, (1948 - * Sisters, OR), Otter family, 1980, Carved wood, 18.625" H x 12.25" W x 9.75" D
Est: $600 - $900
J. Chester Armstrong (1948 - * Sisters, OR) Otter family, 1980 Carved wood Carved to base: J. Chester / 80 18.625" H x 12.25" W x 9.75" D
John Moran Auctioneers
Jan. 07, 2019
CARVED WOOD ORANGUTAN SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Wood Orangutan Signed J Chester Armstrong. Size: 46" H x 21" W x 18" D
Ashcroft and Moore
Jan. 07, 2019
CARVED TIMBER GROUP SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Timber Group Signed J Chester Armstrong. Carved Wood Raccoons. Size: 34.5" H x 14" W x 15" D
Ashcroft and Moore
Dec. 12, 2018
CARVED TIMBER GROUP SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Timber Group Signed J Chester Armstrong. Carved Wood Raccoons. Size: 34.5" H x 14" W x 15" D
Ashcroft and Moore
Dec. 12, 2018
CARVED WOOD ORANGUTAN SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Wood Orangutan Signed J Chester Armstrong. Size: 46" H x 21" W x 18" D
Ashcroft and Moore
Dec. 12, 2018
CARVED WOOD OTTERS LABELED J CHESTER ARMSTRONG
Est: $500 - $700
Carved Wood Otters Labeled J Chester Armstrong. Size: 40" H x 15" W x 10" D
Ashcroft and Moore
Nov. 28, 2018
CARVED TIMBER GROUP SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Timber Group Signed J Chester Armstrong. Carved Wood Raccoons. Size: 34.5" H x 14" W x 15" D
Ashcroft and Moore
Nov. 28, 2018
CARVED WOOD ORANGUTAN SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Wood Orangutan Signed J Chester Armstrong. Size: 46" H x 21" W x 18" D
Ashcroft and Moore
Nov. 28, 2018
CARVED WOOD WOLVES SIGNED J CHESTER ARMSTRONG
Est: $400 - $600
Carved Wood Wolves Signed J Chester Armstrong. Size: 33" H x 17" W x 14" D
Ashcroft and Moore
Nov. 28, 2018
CARVED WOOD OTTERS LABELED J CHESTER ARMSTRONG
Est: $500 - $700
Carved Wood Otters Labeled J Chester Armstrong. Size: 40" H x 15" W x 10" D
Ashcroft and Moore
Jun. 19, 2018
J Chester Armstrong, (1948 - * Sisters, OR), Otter family, 1980, Carved wood, 18.625" H x 12.25" W x 9.75" D
Est: $800 - $1,200
J Chester Armstrong (1948 - * Sisters, OR) Otter family, 1980 Carved wood Carved to base: J. Chester / 80 18.625" H x 12.25" W x 9.75" D
John Moran Auctioneers
Mar. 26, 2017
"Air Piracy" by Chester Armstrong
Est: $2,000 - $4,000
J Chester (Skip) Armstrong (born 1948) is active/lives in Oregon. J Armstrong is known for sculptor-wood totem and wildlife.Signed on inner wing. Having original receipt for $9800. Height: 55 in (approx.) Base Dimensions: 40 x 16.5 x 16.5 in.
Sarasota Estate Auction
Sep. 10, 2016
J. CHESTER ARMSTRONG (American b. 1948) A CARVED WOOD SCULPTURE, "Predators,"
Est: $2,000 - $4,000
J. CHESTER ARMSTRONG (American b. 1948) A CARVED WOOD SCULPTURE, "Predators," signed in the wood, dated "99," raised on a conforming wood plinth. Height: 67" Provenance: Purchased from the J. Chester Armstrong Gallery, Telluride, Colorado in March of 2000.
Simpson Galleries, LLC
Nov. 14, 2013
J. Chester Armstrong, (American, b. 1949), Gone Fish'n
Est: $5,000 - $7,000
J. Chester Armstrong (American, b. 1949) Gone Fish'n black walnut Height 21 x diameter 18 inches.
Hindman
Jun. 06, 2010
J. Chester Armstrong
Est: $800 - $1,200
J. Chester Armstrong Oregon (b.1948) RUNNING MARE AND FOAL carved walnut; signed and dated: J. Chester Armstrong '98'. H31" W40" D18" Provenance: Hilton Head Island, South Carolina private collection. Other Notes: Armstrong was born in Berkeley, California and now makes his home in Sisters, Oregon.
Charlton Hall
Jun. 06, 2010
J. Chester Armstrong
Est: $800 - $1,200
J. Chester Armstrong Oregon (b.1948) SERENADING COYOTES carved walnut, three howling coyotes; signed and dated: J. Chester Armstrong '98'. H31" W40" D18" Provenance: Hilton Head Island, South Carolina private collection. Other Notes: Armstrong was born in Berkeley, California and now makes his home in Sisters, Oregon.
Charlton Hall