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Norman Wright Beautiful Florida Highwaymen Painting: A beautiful painting by Norman Wright, often referred to as the “forgotten Florida Highwayman,” though now recognized as part of the original group. This example depicts a pink tree within a l

May 23, 2026

Norman Wright Beautiful Florida Highwaymen Painting

(4 bids)

Yuriy Poslak (American) Highwaymen Style, Florida Landscape, Oil on Canvas Painting: Artist, Year, Title: Yuriy Poslak (Russian-American), Florida Landscape, Highwaymen Style Origin: Miami, Florida, USA Medium: Oil on Canvas Dimensions: 25.5" x 2

May 26, 2026

Yuriy Poslak (American) Highwaymen Style, Florida Landscape, Oil on Canvas Painting

Auction Wallstreet

Yuriy Poslak (American) Highwaymen Style, Florida Landscape, Oil on Canvas Painting: Artist, Year, Title: Yuriy Poslak (American), Florida Landscape, Highwaymen Style Origin: Miami, Florida, USA Medium: Oil on Canvas Dimensions: 29.5"x41.5" with

May 26, 2026

Yuriy Poslak (American) Highwaymen Style, Florida Landscape, Oil on Canvas Painting

Auction Wallstreet

James Gibson Florida Highwaymen Sunset Palms Marsh Landscape Painting On 22.5 x 29.25 Upson Type: James Gibson Florida Highwaymen Sunset Palms Marsh Landscape Painting On 22.5 x 29.25 Upson Type Board, 25 X 31.5 X 2 inches overall framed, signed incised in wet paint lower right, vintage likely ori

6 days Left

James Gibson Florida Highwaymen Sunset Palms Marsh Landscape Painting On 22.5 x 29.25 Upson Type

Richard Stedman Estate Services LLC

(6 bids)

Charles Chico Wheeler Florida Highwaymen Sunset Palms Painting With COA 5in x 7in One Of Two: Charles Chico Wheeler Florida Highwaymen Sunset Palms Painting With COA 5in x 7in One Of Two Wheelers In Sale. Unframed, signed lower right, accompanied by a 2018 Ralph oko vero beach FL certificate o

6 days Left

Charles Chico Wheeler Florida Highwaymen Sunset Palms Painting With COA 5in x 7in One Of Two

Richard Stedman Estate Services LLC

(4 bids)

Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Canvasboard: Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Canvasboard 16in x 20in. 20.75in x 24.875in x 1.6in framed, signed lower right, obscured inscription on verso, FL

6 days Left

Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Canvasboard

Richard Stedman Estate Services LLC

(4 bids)

Al Black Florida Highwaymen Poinciana Lake Birds Landscape Painting On Canvasboard 16in x 20in: Al Black Florida Highwaymen Poinciana Lake Birds Landscape Painting On Canvasboard 16in x 20in. 18in x 22in framed, oil or acrylic on canvas, signed with incised signature in the wet paint lower right

6 days Left

Al Black Florida Highwaymen Poinciana Lake Birds Landscape Painting On Canvasboard 16in x 20in

Richard Stedman Estate Services LLC

(5 bids)

Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Masonite 18in: Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Masonite 18in x 24in. 21in x 26.75in x 2in framed, signed lower right, signed again and inscribedBest Wishes vers

6 days Left

Rodney Demps Florida Highwaymen Landscape With Figure And Palm Above House Painting On Masonite 18in

Richard Stedman Estate Services LLC

(5 bids)

Charles Chico Wheeler Florida Highwaymen Late Sunset Early Nocturne Palms Marsh Painting 4in x 6in: Charles Chico Wheeler Florida Highwaymen Late Sunset Early Nocturne Palms Marsh Painting 4in x 6in Two Of Two Wheelers In Sale. Unframed, signed lower right, Fla floridiana african american outsider f

6 days Left

Charles Chico Wheeler Florida Highwaymen Late Sunset Early Nocturne Palms Marsh Painting 4in x 6in

Richard Stedman Estate Services LLC

(4 bids)

Signed James Gibson (American, 1938-2017) Florida Highwaymen Oil Painting on Upson Board of a: Signed James Gibson (American, 1938-2017) Florida Highwaymen Oil Painting on Upson Board of a Florida Beach Scene. Signed lower right, total measurements H: 29" x W: 53", subject measures H: 22 7/8" x

7 days Left

Signed James Gibson (American, 1938-2017) Florida Highwaymen Oil Painting on Upson Board of a

BKG Antique Mall

Large James Gibson Florida Highwaymen Marsh Palms Landscape Painting On 24in x 48in Upson Type Board: Large James Gibson Florida Highwaymen Marsh Palms Landscape Painting On 24in x 48in Upson Type Board. 29in x 52.25in x 1.2in framed, signed incised in wet paint middle right, modern frame. FL Fla Flor

6 days Left

Large James Gibson Florida Highwaymen Marsh Palms Landscape Painting On 24in x 48in Upson Type Board

Richard Stedman Estate Services LLC

(4 bids)

Signed By Florida Highwaymen Robert Butler SJ Dube 1991 A Plus Student Marsh Palms Landscape: Signed By Florida Highwaymen Robert Butler SJ Dube 1991 A Plus Student Marsh Palms Landscape Painting Doreen Butler Correspondence 20in x 16in. 21.1in x 17.2in x 1.1in framed, oil or acrylic on canvas

6 days Left

Signed By Florida Highwaymen Robert Butler SJ Dube 1991 A Plus Student Marsh Palms Landscape

Richard Stedman Estate Services LLC

(3 bids)

84 past auction results for "ra-mclendon"

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R.A. MCLENDON FLORIDA HIGHWAYMEN PAINTING:: R.A. MCLENDON FLORIDA HIGHWAYMEN PAINTING: Roy "R.A." McLendon (b. 1932) FL Highwaymen, Vintage oil on Upson board painting, 24 x 16 inches. Overall framed size 27-1/2 x 19-12 inches. Signed lower rig

2026

R.A. MCLENDON FLORIDA HIGHWAYMEN PAINTING:

Bill Hood & Sons Art & Antique AuctionsDelray Beach, FL

R.A. McLendon Jr. Highwaymen Painting: R.A. McLendon Jr. (b. 1955) Highwaymen Painting. Signed. Oil on canvas. Son of Roy McLendon, one of the original 26 Florida Highwaymen. Roy Jr. was the only son amongst the artist painting during the

2026

R.A. McLendon Jr. Highwaymen Painting

Folk Art AuctionsMacon, GA

ROY MCLENDON YELLOW HIBISCUS HIGHWAYMEN PAINTING: Roy Mclendon (1932-2024) Florida Highwaymen painting of a yellow hibiscus flower with green leaves. Signed lower right RA Mclendon. Measures 14" x 11" on canvas & 20" x 17" w/ frame.

2025

ROY MCLENDON YELLOW HIBISCUS HIGHWAYMEN PAINTING

Vero Beach AuctionVero Beach, FL

ROY MCLENDON RIVER PALMS HIGHWAYMEN PAINTING: Roy Mclendon (1932-2024) Highwaymen painting of a panoramic Florida landscape with cloudy blue sky, tall palm trees along the river shore, and boat tied to a post. Signed lower right RA Mclendon. Meas

2025

ROY MCLENDON RIVER PALMS HIGHWAYMEN PAINTING

Vero Beach AuctionVero Beach, FL

R.A. McLendon (1932-2024) Seascape Oil on Board: Roy R.A. McLendon (American, 1932-2024) Nautical Seascape Landscape Oil Painting on Board Signed lower left Framed 23" H 23" L Art visible 18" H 18" L Stunningly tranquil water view with palm trees an

2025

R.A. McLendon (1932-2024) Seascape Oil on Board

Gold Coast Auctioneersplainview, NY

ROY MCLENDON NIGHT BEACH HIGHWAYMEN PAINTING: Roy Mclendon (1932-2024) Vintage Highwaymen painting of a Florida night beach scene with ocean waves crashing on the rocks, moonlit sky, and birds. Signed lower right RA Mclendon. Measures 36" x 24" o

2025

ROY MCLENDON NIGHT BEACH HIGHWAYMEN PAINTING

Vero Beach AuctionVero Beach, FL

R.A. Mclendon, "Better Days Skiff" Florida Highwaymen Canvas Oil Painting 14"X18": Washed out boat bobs among the reeds, cattails, and lily padded shallows at rivers edge, egret couple take refuge alongside. Florida Highwaymen Painting. Frame Measurement 18"X22"

2025

R.A. Mclendon, "Better Days Skiff" Florida Highwaymen Canvas Oil Painting 14"X18"

Florida Highwaymen Auctions LLCDavie, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN MIAMI SAFARI: McLendon, R.A. “Roy” (1932-2024) Florida Highwaymen Painting. Oil on Canvas - signed lower right. Executed in brush. This painting was executed after hurricane Andrew hit in1992. Amid the

2025

R.A. MCLENDON FLORIDA HIGHWAYMEN MIAMI SAFARI

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN UNSIGNED MOONLIT: McLendon, R.A. “Roy” (1932-2024) Florida Highwaymen Painting. Oil on Canvas - Unsigned. Executed in brush. A luminous moon casts its glow over a tranquil bay, its light dancing on the ripp

2025

R.A. MCLENDON FLORIDA HIGHWAYMEN UNSIGNED MOONLIT

Manor AuctionsVero Beach, FL

Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla: Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla Moonlight Moonlit Nocturne Lake Sail Boat Dock Palm Tree Landscape Seascape 24in x 12in Oil On Panel Florid

2025

Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla

Richard Stedman Estate Services LLCTampa, FL

Large Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla: Large Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla Marsh Landscape 23in x 35in Oil On Panel Floridiana. Signed RA Mclendon lower right incised in wet pa

2025

Large Roy RA McLendon Florida Highwaymen Nice Provenance FL African American Outsider Folk Art Fla

Richard Stedman Estate Services LLCTampa, FL

ROY MCLENDON BACKWOOD PINES HIGHWAYMEN PAINTING: Roy Mclendon (1932-2024) Vintage Highwaymen painting of a backwoods Florida landscape with yellow sun setting sky, tall pine trees, vegetation, wading bird, and water. Signed lower right RA Mclendon a

2025

ROY MCLENDON BACKWOOD PINES HIGHWAYMEN PAINTING

Vero Beach AuctionVero Beach, FL

R.A. Mclendon, "Fire Sky Backwater", Florida Highwaymen Upson Oil Painting, 24"x36": Artist: R.A McLendon (1932 - 2024) Title/Description: Fire Sky Backwater Type: Oil Painting Surface: Upson Signed: Yes Painting Size: 24"X36" Frame Size: Artist Biography: Born in 1932, Roy R.A. McLen

2025

R.A. Mclendon, "Fire Sky Backwater", Florida Highwaymen Upson Oil Painting, 24"x36"

Florida Highwaymen Auctions LLCDavie, FL

RA Mclendon, "Small Rio Mar", Florida Highwaymen Canvas Oil Painting, 14"x11": Artist: R.A McLendon (1932 - 2024) Title/Description: Small Rio Mar Type: Oil Painting Surface: Canvas Signed: Yes Painting Size: 14"x11" Frame Size: Artist Biography: Born in 1932, Roy R.A. McLendon

2025

RA Mclendon, "Small Rio Mar", Florida Highwaymen Canvas Oil Painting, 14"x11"

Florida Highwaymen Auctions LLCDavie, FL

R.A. Mclendon, "Purple and Yellow Tree on the Lake", Florida Highwaymen Canvas Oil Painting, 18"x24": Artist: R.A McLendon (1932 - 2024) Title/Description: Purple and Yellow Tree on Lake Type: Oil Painting Surface: Canvas Signed: Yes Painting Size: 18"X24" Frame Size: Artist Biography: Born in 1932, R

2025

R.A. Mclendon, "Purple and Yellow Tree on the Lake", Florida Highwaymen Canvas Oil Painting, 18"x24"

Florida Highwaymen Auctions LLCDavie, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN EVENING SEASCAPE: McLendon, R.A. “Roy” (B.1932-2024) Florida Highwaymen Painting. Oil on Upson - signed lower right. Excellent use of palette on wave crests. Sandpipers race along the shore as waves crash u

2025

R.A. MCLENDON FLORIDA HIGHWAYMEN EVENING SEASCAPE

Manor AuctionsVero Beach, FL

R.A. Mclendon, 'Purple Jacaranda', Florida Highwaymen Canvas Painting, 20"x24": Artist: R.A McLendon (1932 - 2024) Title/Description: Purple Jacaranda Type: Oil Painting Surface: Canvas Board Signed: Yes Painting Size: 20"x24" Frame Size: 26X30" Artist Biography: Born in 1932, Ro

2025

R.A. Mclendon, 'Purple Jacaranda', Florida Highwaymen Canvas Painting, 20"x24"

Florida Highwaymen Auctions LLCDavie, FL

R.A. McLendon, "Self Portrait", Florida Highwaymen Canvas Oil Painting, 8"x10": Artist: R.A McLendon (1932 - 2024) Title/Description: Self Portrait Type: Oil Painting Surface: Canvas Signed: Yes Painting Size: 8"x10" Each Frame Size: 13"X15" Artist Biography: Born in 1932, Roy R.

2025

R.A. McLendon, "Self Portrait", Florida Highwaymen Canvas Oil Painting, 8"x10"

Florida Highwaymen Auctions LLCDavie, FL

R.A. McLendon, "Two Deer", Florida Highwaymen Canvas Oil Painting, 24"x18": Artist: R.A McLendon (1932 - 2024) Title/Description: Two Deer Type: Oil Painting Surface: Canvas Signed: Yes Painting Size: 24"x18" Frame Size: 27"X21" Artist Biography: Born in 1932, Roy R.A. McLend

2025

R.A. McLendon, "Two Deer", Florida Highwaymen Canvas Oil Painting, 24"x18"

Florida Highwaymen Auctions LLCDavie, FL

R.A. McLendon, 'Shrimp Boat', Florida Highwaymen Upson Oil Painting, 24"x36": Artist: R.A McLendon (1932 - 2024) Title/Description: Shrimp Boat Type: Oil Painting Surface: Upson Signed: Yes Painting Size: 24"x36" Frame Size: "29X41" Artist Biography: Born in 1932, Roy R.A. McLe

2025

R.A. McLendon, 'Shrimp Boat', Florida Highwaymen Upson Oil Painting, 24"x36"

Florida Highwaymen Auctions LLCDavie, FL

R.A. Mclendon, "Sharp Palm Rio", Florida Highwaymen Canvas Oil Painting, 24"x30": Artist: R.A McLendon (1932 - 2024) Title/Description: Sharp Palm Rio Type: Oil Painting Surface: Canvas Signed: Yes Painting Size: 24"x30" Frame Size: 28.5"X34.5" Artist Biography: Born in 1932, Roy R

2025

R.A. Mclendon, "Sharp Palm Rio", Florida Highwaymen Canvas Oil Painting, 24"x30"

Florida Highwaymen Auctions LLCDavie, FL

ROY MCLENDON NIGHT RIVER PALM HIGHWAYMEN PAINTING: Roy Mclendon (1932-2024) Highwaymen painting of a Florida night river landscape with moonlit sky, large palm tree, vegetation, and sailboat in the distance. Signed lower right RA Mclendon. Measures 36

2024

ROY MCLENDON NIGHT RIVER PALM HIGHWAYMEN PAINTING

Vero Beach AuctionVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN SUMMERLIN DOCK: McLendon, R.A. “Roy” (1932-2024) Florida Highwaymen Painting. Oil on Canvas - signed lower right. Executed in brush. A captivating Roy McLendon painting of the iconic Summerlin Dock in St.

2024

R.A. MCLENDON FLORIDA HIGHWAYMEN SUMMERLIN DOCK

Manor AuctionsVero Beach, FL

Signed R.A. Mclendon (B. 1932) Florida Highwaymen Oil Painting on Upson Board River Scene: Signed R.A. Mclendon (B. 1932) Florida Highwaymen Oil Painting on Upson Board River Scene. Signed lower right, measures H: 23" x W: 35", 2 1/2" frame

2024

Signed R.A. Mclendon (B. 1932) Florida Highwaymen Oil Painting on Upson Board River Scene

BKG Antique MallBoca Raton, FL

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