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Rodney Demps FL Highwaymen Painting: A painting by Rodney Demps, known as “the surrealist Highwayman” and one of the original 26. (1953–2020). This example depicts a pink tree set along a beach, rendered in vibrant colors that

May 23, 2026

Rodney Demps FL Highwaymen Painting

(5 bids)

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

Yuriy Poslak, Highwaymen Style, Winter River Landscape, Oil on Canvas Painting: Artist, Year, Title: Yuriy Poslak (American), Winter River Landscape, Highwaymen Style Origin: Florida, USA Medium: Oil on Canvas Dimensions: 25" x 29" with fram

May 26, 2026

Yuriy Poslak, Highwaymen Style, Winter River Landscape, Oil on Canvas Painting

Auction Wallstreet

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

5 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

5 days Left

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

Richard Stedman Estate Services LLC

(5 bids)

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

5 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)

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

5 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

5 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

6 days Left

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

BKG Antique Mall

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

5 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)

84 past auction results for "ra-mclendon"

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RA McLendon HIGHWAYMEN PAINTING: paint on board. Original frame. Signed lower right. 51.5" x 27.5" - The Highwaymen are a group of black artists consisting of 26 members, starting in the mid 1950â€™s, that were loosely associate

2022

RA McLendon HIGHWAYMEN PAINTING

Ledbetter Folk Art AuctionGibsonville, NC

Signed R.A. Mclendon Jr. Highwaymen Painting Oil on: Signed R.A. Mclendon Jr. Highwaymen Painting Oil on Canvas, signed lower right measures 20" x 16"

2022

Signed R.A. Mclendon Jr. Highwaymen Painting Oil on

BKG Antique MallLake Worth, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN BREAKING WAVES: McLendon, R.A. “Roy” (B.1932) Florida Highwaymen Painting. Oil on Pristine Upson - signed lower right. Waves break with powerful force along the rocky shoreline. Board measures 24x48 frame

2022

R.A. MCLENDON FLORIDA HIGHWAYMEN BREAKING WAVES

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN DEER LAKE: McLendon, R.A. “Roy” (B.1932) Florida Highwaymen Painting. Oil on canvas - signed lower right. A buck and doe take time to survey the scene near a dirt road. Canvas measures 24x36 framed t

2022

R.A. MCLENDON FLORIDA HIGHWAYMEN DEER LAKE

Manor AuctionsVero Beach, FL

Signed R.A. Mclendon Jr. Highwaymen Painting Oil on: Signed R.A. Mclendon Jr. Highwaymen Painting Oil on Canvas, signed lower right measures 20" x 16"

2021

Signed R.A. Mclendon Jr. Highwaymen Painting Oil on

BKG Antique MallLake Worth, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN GICLEE: McLendon, Roy (b.1932), Florida Highwaymen Artist. Giclee on canvas. A well secluded inlet makes the perfect home for the rivers feathered inhabitants. Canvas measures 24x30 and is unframed. Condition

2021

R.A. MCLENDON FLORIDA HIGHWAYMEN GICLEE

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN GICLEE: McLendon, Roy (b.1932), Florida Highwaymen Artist. Giclee on canvas. A well secluded inlet makes the perfect home for the rivers feathered inhabitants. Canvas measures 24x30 and is unframed. Condition

2021

R.A. MCLENDON FLORIDA HIGHWAYMEN GICLEE

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN HIBISCUS: McLendon, Roy (b.1932), Florida Highwaymen Artist. Oil on canvas - signed lower right. Brilliant single purple hibiscus on a deep green background. Canvas measures 11x14 framed to overall size of16x19

2021

R.A. MCLENDON FLORIDA HIGHWAYMEN HIBISCUS

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN RED HIBISCUS: R.A. (Roy) McLendon, Florida Highwaymen, Oil on stretched canvas. Macro painting of a bright red hibiscus flower. The deep brown and green background showcases the vibrant color. Condition: Very Fine

2021

R.A. MCLENDON FLORIDA HIGHWAYMEN RED HIBISCUS

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN ROYAL POINCIANA: R.A. McLendon, Florida Highwaymen artist, oil on canvas. Stunning Royal Poinciana tree along a dirt path with a small Florida home, all set against a light pink clouded sky at dusk. Canvas measures 24

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN ROYAL POINCIANA

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN ROCKY SEASCAPE: R.A. McLendon, Florida Highwaymen artist, oil on canvas. Stunning purple sky rocky seascape with turbulent white top waves crashing against the shore. Signed lower left, canvas measures 24" x 20" Cond

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN ROCKY SEASCAPE

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN ST. LUCIE RIVER: R.A. McLendon, Florida highwaymen artist, oil on board. Misty morning St. Lucie river scene with a dock jutting out into the calm water. Board measures 24" x 36", signed lower right. Condition: Very F

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN ST. LUCIE RIVER

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN ARTIST SUNSET: R.A. McLendon, Florida Highwaymen artist, oil on board. Beautiful Fire sky sunset scene with a canoe tethered to the shore. Board measures 18" x 24", signed lower right. broken frame.

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN ARTIST SUNSET

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN CRASHING WAVES: R.A. McLendon, Florida Highwaymen artist, oil on canvas. Beautiful beach scene with white top crashing waves along the rocky shore. Canvas measures 16" x 20", signed lower right. Condition: Very Fine

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN CRASHING WAVES

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN OIL ON UPSON: Roy McLendon, Florida Highwaymen artist, oil on upson board. Early brilliant red royal Poinciana tree along a Florida river. Board measures 24" x 36", signed lower right. Restored and cleaned June 202

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN OIL ON UPSON

Manor AuctionsVero Beach, FL

R.A. MCLENDON FLORIDA HIGHWAYMEN OIL ON UPSON: Roy Mclendon, Florida Highwaymen artist, vintage oil on upson board. Ocean view with crashing white top waves. Signed lower right, board measures 23" x 35" Size: 37.5" x 25.5" framed Condition: Very F

2020

R.A. MCLENDON FLORIDA HIGHWAYMEN OIL ON UPSON

Manor AuctionsVero Beach, FL

R.A. Mclendon Highwaymen Royal Poinciana Oil on Canvas: Roy "R.A." Mclendon b. 1932 Florida Highwaymen oil on canvas a beautiful red royal poinciana tree measures 10 1/2" x 13 1/2" frame is 3"

2020

R.A. Mclendon Highwaymen Royal Poinciana Oil on Canvas

BKG Antique MallLake Worth, FL

EARLY 1960s R.A. MCLENDON FLORIDA HIGHWAYMEN SHORELINE: EARLY 1960s R.A. MCLENDON FLORIDA HIGHWAYMEN SHORELINE R.A. McLendon (American, b. 1932), Florida Highwaymen, oil on Upson board depicting a shoreline scene, early 1960's, set in original frame. Signe

2019

EARLY 1960s R.A. MCLENDON FLORIDA HIGHWAYMEN SHORELINE

Omnia AuctionsTallahassee, FL

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR: R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR R.A. Roy McLendon (b. 1932) Florida highwaymen artist, oil on canvas board. Reverse Rio Mar Scene with beautiful white top crashing waves and palm trees sw

2019

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR

Manor AuctionsVero Beach, FL

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR: R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR R.A. Roy McLendon (b. 1932) Florida highwaymen artist, oil on upson. Reverse Rio Mar Scene with beautiful white top crashing waves and palm trees swaying i

2019

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN RIO MAR

Manor AuctionsVero Beach, FL

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN FLORAL PAINTING: Oil on canvas, yellow hibiscus. 13.5"H x 10.5"W, pictured. Roy Mclendon (b.1932) was the neighbor of Highwayman Harold Newton, who inspired him to start painting. Mclendon's subject matter is the most

2019

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN FLORAL PAINTING

Lion and UnicornDania Beach, FL

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN FLORAL PAINTING: Oil on canvas, yellow hibiscus. 13.5"H x 10.5"W, pictured. Roy Mclendon (b.1932) was the neighbor of Highwayman Harold Newton, who inspired him to start painting. Mclendon's subject matter is the most

2019

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN FLORAL PAINTING

Lion and UnicornDania Beach, FL

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN OIL ON BOARD: R.A. ROY MCLENDON FLORIDA HIGHWAYMEN OIL ON BOARD R.A. Roy McLendon (American, b.1932) Florida highwaymen artist oil on upson board. St. Lucie River scene with palm trees and rolling clouds. Signed lo

2019

R.A. ROY MCLENDON FLORIDA HIGHWAYMEN OIL ON BOARD

Manor AuctionsVero Beach, FL

R.A. MCLENDON HIGHWAYMEN PAINTING HIBISCUS: MCLENDON, R.A., (American, 1938): Hibiscus Florida Highwaymen Painting, Oil/Canvas, 20'' x 16'', signed lower right, framed 25.50'' x 21.50''.

2019

R.A. MCLENDON HIGHWAYMEN PAINTING HIBISCUS

Burchard Galleries IncSt. Petersburg, FL

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