Highwaymen paintings

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ORIGINAL RODNEY DEMPS FLORIDA HIGHWAYMEN PAINTING: Original Rodney Demps (1953-2020, American) Florida Highwaymen oil on panel. Known as â€?the surrealist Highwayman,â€? Rodney Dempsâ€™ career as an artist is unique among the 26 or

3 days Left

ORIGINAL RODNEY DEMPS FLORIDA HIGHWAYMEN PAINTING

Florida Estate Sales Inc.

$525

(3 bids)

Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along: Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along with Harold Newton, was instrumental in founding the Florida Highwaymen artist movement.Private colle

Oct 10, 2026

Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along

MJ Auction Gallery LLC

$1,000

WILLIE DANIELS FLORIDA HIGHWAYMEN SUNSET PAINTING: Willie Daniels (American/Floridian, 1950 - 2021) oil painting on board depicting a Florida waterscape at sunset with palm trees, birds, dense foliage, and orange reflections, executed with visible imp

3 days Left

WILLIE DANIELS FLORIDA HIGHWAYMEN SUNSET PAINTING

Prestige Auctions Inc

$500

(3 bids)

Ahmed Eltemtamy. Florida Artist. Sunlight Beneath the Oak: Ahmed Eltemtamy. Florida Artist. (b. 1960) Sunlight Beneath the Oak. Signed. Heavy oil on masonite board. Born 1960 in Kuwait, of Egyptian parents, and came to the United States in 1980. Known for lan

2 days Left

Ahmed Eltemtamy. Florida Artist. Sunlight Beneath the Oak

Folk Art Auctions

$375

(4 bids)

Featured

Ahmed Eltemtamy. Florida Artist. Moonlit River Landscape: Ahmed Eltemtamy. Florida Artist. (b. 1960) Moonlit River Landscape. Signed. Heavy oil on masonite board. Born 1960 in Kuwait, of Egyptian parents, and came to the United States in 1980. Known for land

2 days Left

Ahmed Eltemtamy. Florida Artist. Moonlit River Landscape

Folk Art Auctions

$325

(5 bids)

James Gibson Early Highwaymen Painting on Upson Board: James Gibson Early Highwaymen Painting on Upson Board. This is a Palm Tree and water painting by James Gibson, (1938 - 2017) was an American landscape artist from Moore Haven, Florida and one of the o

Jan 17, 2027

James Gibson Early Highwaymen Painting on Upson Board

$700

(8 bids)

Highwaymen Style Painting. Florida Sunset with Wading Birds: Highwaymen Style Painting. Florida Sunset with Wading Birds. Signed lower right. Oil on canvas. Florida landscape depicting silhouetted palms overlooking tranquil water at sunset, with a large gatheri

2 days Left

Highwaymen Style Painting. Florida Sunset with Wading Birds

Folk Art Auctions

$20

Highwaymen Style Painting. Florida Poinciana by the Water: Highwaymen Style Painting. Florida Poinciana by the Water. Not Signed. Oil on board presented in a distressed white painted wooden frame. Colorful Florida landscape dominated by a brilliant royal poin

2 days Left

Highwaymen Style Painting. Florida Poinciana by the Water

Folk Art Auctions

$40

(3 bids)

Highwaymen Style Painting. Florida Palms at Sunset: Highwaymen Style Painting. Florida Palms at Sunset. Initialed lower right. Oil on canvas wrapped on board presented in a distressed white painted wood frame. Florida landscape depicting palms silhouet

2 days Left

Highwaymen Style Painting. Florida Palms at Sunset

Folk Art Auctions

$30

(2 bids)

Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973: Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973. Baker was born September 25, 1940, in Savannah, Georgia, and died August 1, 2007. At age thirteen, he moved

Jan 17, 2027

Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973

$700

(8 bids)

Rochelle McBride. Three Florida Landscape Paintings: Rochelle McBride. Three Florida Landscape Paintings. 2007. Signed and Dated. Oil on masonite board. Florida Highwaymen Style. Excellent condition. Size: Largest is 20" H x 24" W. Provenance: Private G

2 days Left

Rochelle McBride. Three Florida Landscape Paintings

Folk Art Auctions

$20

Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes: Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes. Signed and Dated. Acrylic on canvas board. Florida landscape painter from Winter Haven FL. Comes with CD containing photos of 925 Florida Hi

2 days Left

Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes

Folk Art Auctions

$20

Rochelle McBride. Two Florida Landscape Paintings: Rochelle McBride. Two Florida Landscape Paintings. 2007. Signed and Dated. Oil on masonite board and canvas panel. Florida Highwaymen Style. Excellent condition. Size: Largest is 16" H x 20" W. Proven

2 days Left

Rochelle McBride. Two Florida Landscape Paintings

Folk Art Auctions

$20

MYK Stalter. Florida Artist. Windswept Coast Painting: MYK Stalter. Florida Artist. Windswept Coast Painting. Signed. Oil on masonite board. Florida artist who studied The Highwaymen landscape painters. Good condition. A few surface marks. Size: 22.5" H x

2 days Left

MYK Stalter. Florida Artist. Windswept Coast Painting

Folk Art Auctions

$20

George Buckner, Oil on Canvas, American (1942-2002) Highwayman: Artist, Year: George Buckner, (1942-2002). Origin: American. Medium: Oil on canvas. Dimensions: 9.5'' x 12.5''. 13.5' x 17''. Condition: Good overall. PROVENANCE: IN PRIVATE COLLECTION. Inheritance th

Oct 15, 2026

George Buckner, Oil on Canvas, American (1942-2002) Highwayman

Lucky's International Auction House

$800

(1 bid)

Pat Rollins. Egrets Beneath the Moss Draped Oak: Pat Rollins. Egrets Beneath the Moss Draped Oak. 2003. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provena

2 days Left

Pat Rollins. Egrets Beneath the Moss Draped Oak

Folk Art Auctions

$30

(2 bids)

Pat Rollins. Moonlit Florida Bay: Pat Rollins. Moonlit Florida Bay. 2004. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provenance: Private Ge

2 days Left

Pat Rollins. Moonlit Florida Bay

Folk Art Auctions

$30

(2 bids)

Pat Rollins. Palms at Sunset: Pat Rollins. Palms at Sunset. 2005. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 20" H x 16" W. Provenance: Private Georgi

2 days Left

Pat Rollins. Palms at Sunset

Folk Art Auctions

$30

(2 bids)

Beatrice "Bea" Elliott. Orange Sunset Swamp: Beatrice "Bea" Elliott. Orange Sunset Swamp. 2005. Signed, Dated, and Titled. Florida landscape painter from Winter Haven FL. Comes with CD containing photos of 490 Florida Highwaymen paintings. Excel

2 days Left

Beatrice "Bea" Elliott. Orange Sunset Swamp

Folk Art Auctions

$20

Pat Rollins. Buck at Sunrise: Pat Rollins. Buck at Sunrise. 2003. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Small edge wear from being in a frame at some p

2 days Left

Pat Rollins. Buck at Sunrise

Folk Art Auctions

$30

(2 bids)

Rochelle McBride. Old Florida River & Cow Landscape: Rochelle McBride. Old Florida River & Cow Landscape. 2007. Signed and Dated. Oil on masonite board. Florida Highwaymen Style. The cow landscape piece is double-sided and has a sunset on the back. Exce

2 days Left

Rochelle McBride. Old Florida River & Cow Landscape

Folk Art Auctions

$20

Pat Rollins. Royal Poinciana by the Water: Pat Rollins. Royal Poinciana by the Water. 2002. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provenance: P

2 days Left

Pat Rollins. Royal Poinciana by the Water

Folk Art Auctions

$20

(1 bid)

Featured

Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape: Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape. 2004. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20"

2 days Left

Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape

Folk Art Auctions

$50

(2 bids)

Bonnie "B.L." Butler. Sunset Along the Cypress Bend: Bonnie "B.L." Butler. (b. 1955) Sunset Along the Cypress Bend. Signed. Oil on canvas. Worked with R.L. Lewis, a well known Highwaymen painter, and painted Florida tropical art. Excellent condition. Si

2 days Left

Bonnie "B.L." Butler. Sunset Along the Cypress Bend

Folk Art Auctions

$20

View:

24

Easy Shipping

US Only

Newly Listed

Top Rated House

38 Lots

Sort by:

Most Relevant

ORIGINAL RODNEY DEMPS FLORIDA HIGHWAYMEN PAINTING: Original Rodney Demps (1953-2020, American) Florida Highwaymen oil on panel. Known as â€?the surrealist Highwayman,â€? Rodney Dempsâ€™ career as an artist is unique among the 26 or

3 days Left

ORIGINAL RODNEY DEMPS FLORIDA HIGHWAYMEN PAINTING

Florida Estate Sales Inc.

$525

(3 bids)

Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along: Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along with Harold Newton, was instrumental in founding the Florida Highwaymen artist movement.Private colle

Oct 10, 2026

Alfred Warner Hair, also Freddy Hair, was an American painter from Fort Pierce, Florida who, along

MJ Auction Gallery LLC

$1,000

WILLIE DANIELS FLORIDA HIGHWAYMEN SUNSET PAINTING: Willie Daniels (American/Floridian, 1950 - 2021) oil painting on board depicting a Florida waterscape at sunset with palm trees, birds, dense foliage, and orange reflections, executed with visible imp

3 days Left

WILLIE DANIELS FLORIDA HIGHWAYMEN SUNSET PAINTING

Prestige Auctions Inc

$500

(3 bids)

Ahmed Eltemtamy. Florida Artist. Sunlight Beneath the Oak: Ahmed Eltemtamy. Florida Artist. (b. 1960) Sunlight Beneath the Oak. Signed. Heavy oil on masonite board. Born 1960 in Kuwait, of Egyptian parents, and came to the United States in 1980. Known for lan

2 days Left

Ahmed Eltemtamy. Florida Artist. Sunlight Beneath the Oak

Folk Art Auctions

$375

(4 bids)

Featured

Ahmed Eltemtamy. Florida Artist. Moonlit River Landscape: Ahmed Eltemtamy. Florida Artist. (b. 1960) Moonlit River Landscape. Signed. Heavy oil on masonite board. Born 1960 in Kuwait, of Egyptian parents, and came to the United States in 1980. Known for land

2 days Left

Ahmed Eltemtamy. Florida Artist. Moonlit River Landscape

Folk Art Auctions

$325

(5 bids)

James Gibson Early Highwaymen Painting on Upson Board: James Gibson Early Highwaymen Painting on Upson Board. This is a Palm Tree and water painting by James Gibson, (1938 - 2017) was an American landscape artist from Moore Haven, Florida and one of the o

Jan 17, 2027

James Gibson Early Highwaymen Painting on Upson Board

$700

(8 bids)

Highwaymen Style Painting. Florida Sunset with Wading Birds: Highwaymen Style Painting. Florida Sunset with Wading Birds. Signed lower right. Oil on canvas. Florida landscape depicting silhouetted palms overlooking tranquil water at sunset, with a large gatheri

2 days Left

Highwaymen Style Painting. Florida Sunset with Wading Birds

Folk Art Auctions

$20

Highwaymen Style Painting. Florida Poinciana by the Water: Highwaymen Style Painting. Florida Poinciana by the Water. Not Signed. Oil on board presented in a distressed white painted wooden frame. Colorful Florida landscape dominated by a brilliant royal poin

2 days Left

Highwaymen Style Painting. Florida Poinciana by the Water

Folk Art Auctions

$40

(3 bids)

Highwaymen Style Painting. Florida Palms at Sunset: Highwaymen Style Painting. Florida Palms at Sunset. Initialed lower right. Oil on canvas wrapped on board presented in a distressed white painted wood frame. Florida landscape depicting palms silhouet

2 days Left

Highwaymen Style Painting. Florida Palms at Sunset

Folk Art Auctions

$30

(2 bids)

Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973: Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973. Baker was born September 25, 1940, in Savannah, Georgia, and died August 1, 2007. At age thirteen, he moved

Jan 17, 2027

Hezekiah Baker Highwayman Rare Pair of Palm & River Scene Paintings On Masonite dated 1973

$700

(8 bids)

Rochelle McBride. Three Florida Landscape Paintings: Rochelle McBride. Three Florida Landscape Paintings. 2007. Signed and Dated. Oil on masonite board. Florida Highwaymen Style. Excellent condition. Size: Largest is 20" H x 24" W. Provenance: Private G

2 days Left

Rochelle McBride. Three Florida Landscape Paintings

Folk Art Auctions

$20

Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes: Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes. Signed and Dated. Acrylic on canvas board. Florida landscape painter from Winter Haven FL. Comes with CD containing photos of 925 Florida Hi

2 days Left

Beatrice "Bea" Elliott. Pair of Florida Coastal Landscapes

Folk Art Auctions

$20

Rochelle McBride. Two Florida Landscape Paintings: Rochelle McBride. Two Florida Landscape Paintings. 2007. Signed and Dated. Oil on masonite board and canvas panel. Florida Highwaymen Style. Excellent condition. Size: Largest is 16" H x 20" W. Proven

2 days Left

Rochelle McBride. Two Florida Landscape Paintings

Folk Art Auctions

$20

MYK Stalter. Florida Artist. Windswept Coast Painting: MYK Stalter. Florida Artist. Windswept Coast Painting. Signed. Oil on masonite board. Florida artist who studied The Highwaymen landscape painters. Good condition. A few surface marks. Size: 22.5" H x

2 days Left

MYK Stalter. Florida Artist. Windswept Coast Painting

Folk Art Auctions

$20

George Buckner, Oil on Canvas, American (1942-2002) Highwayman: Artist, Year: George Buckner, (1942-2002). Origin: American. Medium: Oil on canvas. Dimensions: 9.5'' x 12.5''. 13.5' x 17''. Condition: Good overall. PROVENANCE: IN PRIVATE COLLECTION. Inheritance th

Oct 15, 2026

George Buckner, Oil on Canvas, American (1942-2002) Highwayman

Lucky's International Auction House

$800

(1 bid)

Pat Rollins. Egrets Beneath the Moss Draped Oak: Pat Rollins. Egrets Beneath the Moss Draped Oak. 2003. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provena

2 days Left

Pat Rollins. Egrets Beneath the Moss Draped Oak

Folk Art Auctions

$30

(2 bids)

Pat Rollins. Moonlit Florida Bay: Pat Rollins. Moonlit Florida Bay. 2004. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provenance: Private Ge

2 days Left

Pat Rollins. Moonlit Florida Bay

Folk Art Auctions

$30

(2 bids)

Pat Rollins. Palms at Sunset: Pat Rollins. Palms at Sunset. 2005. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 20" H x 16" W. Provenance: Private Georgi

2 days Left

Pat Rollins. Palms at Sunset

Folk Art Auctions

$30

(2 bids)

Beatrice "Bea" Elliott. Orange Sunset Swamp: Beatrice "Bea" Elliott. Orange Sunset Swamp. 2005. Signed, Dated, and Titled. Florida landscape painter from Winter Haven FL. Comes with CD containing photos of 490 Florida Highwaymen paintings. Excel

2 days Left

Beatrice "Bea" Elliott. Orange Sunset Swamp

Folk Art Auctions

$20

Pat Rollins. Buck at Sunrise: Pat Rollins. Buck at Sunrise. 2003. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Small edge wear from being in a frame at some p

2 days Left

Pat Rollins. Buck at Sunrise

Folk Art Auctions

$30

(2 bids)

Rochelle McBride. Old Florida River & Cow Landscape: Rochelle McBride. Old Florida River & Cow Landscape. 2007. Signed and Dated. Oil on masonite board. Florida Highwaymen Style. The cow landscape piece is double-sided and has a sunset on the back. Exce

2 days Left

Rochelle McBride. Old Florida River & Cow Landscape

Folk Art Auctions

$20

Pat Rollins. Royal Poinciana by the Water: Pat Rollins. Royal Poinciana by the Water. 2002. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20" W. Provenance: P

2 days Left

Pat Rollins. Royal Poinciana by the Water

Folk Art Auctions

$20

(1 bid)

Featured

Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape: Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape. 2004. Signed and Dated. Oil on canvas. Florida landscape painter working in the Highwaymen tradition. Excellent condition. Size: 16" H x 20"

2 days Left

Pat Rollins. Royal Poinciana & Jacaranda Florida Landscape

Folk Art Auctions

$50

(2 bids)

Bonnie "B.L." Butler. Sunset Along the Cypress Bend: Bonnie "B.L." Butler. (b. 1955) Sunset Along the Cypress Bend. Signed. Oil on canvas. Worked with R.L. Lewis, a well known Highwaymen painter, and painted Florida tropical art. Excellent condition. Si

2 days Left

Bonnie "B.L." Butler. Sunset Along the Cypress Bend

Folk Art Auctions

$20

View:

24

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