Grant Antique’s Highwaymen Paintings for Sale

Grant Antique’s has been the #1 seller of Florida Highwaymen paintings for over 30 years. If you do NOT see a painting you are looking for on this page please call to discuss us as we have many others in our inventory and/or can locate specific paintings for you: (321) 676-8727

Roy McLendon is one of Florida artists known as the Highwaymen. The group was made up of young African-American artists in 1950s that painted native Florida landscapes. The Highwaymen often sold their paintings from the backs of their cars and trucks – hence, the name Highwaymen or some even door-to-door

Roy McLendon paintings have been shown in museums such as the Backus Museum, Vero Beach Museum of Art, Ft. Lauderdale Museum of Art, the Orlando Museum of Art and the Tampa Museum of Art.

You can usually identify Roy McLendon paintings by his signature; he used a palette knife to sign his paintings, he scratched “R. A. McLendon” into the wet paint. Roy’s early paintings were on upson board, but the his more recent are on stretched canvas.

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949


Mary Carroll was the only woman among a group of 26 African American artists, now called the Florida Highwaymen, that painted and sold iconic landscapes of Florida. Most were from the Fort Pierce area.

Painting offered her a way to make money while she was rearing seven children. She was able to make a living loading her paintings into her 1964 Buick Electra and journeying throughout Florida to sell them.

Mary was one of the artists inducted as a group into the Florida Artists Hall of Fame in 2004. In 2011, Carroll was an honored guest at the annual First Lady’s Luncheon in Washington, D.C., where she presented one of her paintings to Michelle Obama.

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949


More of Harold Newton’s paintings remain today than those of any of the other highwaymen. Newton is central to understanding the style of landscape painting that emerged from the Indian River area at mid-century, and Monroe creates an attractive, engaging, and informative account of this pivotal artist and his impact on the popular image of Florida. Publication of Harold Newton was made possible through the generous support and enduring vision of Anne Frasor and Scott Schlesinger. Order the book on Amazon https://www.amazon.com/Harold-Newton-Highwayman-Gary-Monroe/dp/0813064112/ref=d_pd_sbs_sccl_2_1/144-0598010-9520104?pd_rd_w=tEnMH&content-


Alfred Warner Hair (1941-1970), 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. Hair was the leader of a loose-knit group of prolific African American painters who sold their vibrantly colorful landscapes from the trunks of cars along the eastern coastal roads of South Florida. In 2004, Hair was inducted into Florida Artists Hall of Fame. Hair’s artistic talent had been noticed by his high school art teacher Zanobia Jefferson and she introduced him to the prominent Florida landscape artist, A. E. Backus.

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949

Continued Next Section

Backus had been encouraging several young African American artists, like Freddy Hair, and persuading them to paint landscapes rather than religious motifs. In 1956, when Hair was 14 years old, he began taking painting lessons from Backus. After three years, Hair set out on his own to earn a living as an artist. Because of Jim Crow era racism, art galleries in Florida would not represent African American artists, forcing Hair to find other methods of selling his artwork. Following the example of Backus’ former student Harold Newton, Hair peddled his landscape paintings door-to-door from the trunk of his car.

On 9 August 1970, Hair was shot to death during a barroom dispute.

https://en.wikipedia.org/wiki/Alfred_Hair

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949



James Hutchinson (born 1932) is a painter. He was inducted into the Florida Artists Hall of Fame in 2011.

Career In the 1950s and 1960s, The Highwaymen, a group of African-American artists including Alfred Hair and Harold Newton, became close friends of Backus and Hutchinson. The Highwaymen emulated the art they saw in Backus’ studio and sold quick, stylized pieces on Highway US 1 and A1A. Although Backus and Hutchinson admired and supported the energy put into the Highwaymen’s work they kept to their own entrenched and studied styles.

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949


After many years in Hawaii, the Hutchinsons returned to their original home in Sewalls Point, Florida. Since their return, Hutchinson has been featured in several shows both private and public along the Treasure Coast, including showings at The Elliott Museum, Singer Island, Jupiter Island Town Hall, and many galleries in Miami and Palm Beach.

Hutchinson’s work is exhibited at many Florida museums and throughout the world, including at the Florida Governor’s Mansion, the Florida Capitol, Brighton Seminole Reservation, Miccosukee Reservation, Norwegian National Museum in Oslo, James Hutchinson Foundation of the Loewe Gallery at the University of Miami, and the Hawaii Preparatory Academy Art Gallery. He continues to live in Sewalls Point, Florida. https://en.wikipedia.org/wiki/James_F._Hutchinson

https://dos.myflorida.com/cultural/programs/florida-artists-hall-of-fame/james-f-hutchinson/

“Livingston “Castro” Roberts, A legend of the Road” is an icon on the Highwaymen Heritage Trail of Fort Pierce, Florida. Castro was born in Elkton, Florida, one of the earliest Highwaymen artists.
He moved to Fort Pierce to live with his family in 1957 where Livingston met Alfred Hair. They were good friends, until Alfred’s unfortunate death.

His friends called him Castro as with he resembled the country’s dictator of Cuba, Fidel Castro.

Castro was never the same after Alfred’s death. He moved to Buffalo, New York but the change of scenery helped him start to paint again. Much of his work at the time was sold in Canada.

In 1975, Castro moved back to Fort Pierce. He painted on the red carpet under the big Brazilian pepper tree in his backyard. Livingston Roberts died on January 17, 2004 from Lung Cancer. https://highwaymenajbrown.com/livingston-roberts/

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949

Samuel D. Newton (1948-)

Born in Tifton, Georgia on January 22, 1948, he is the brother of Harold Newton.

He moved to Florida in 1962 and attended Gifford High School, in Gifford, Florida, just north of Vero Beach.  It was there that he began his painting career with his brother.

Sam Newton lives in Merritt Island, Florida.

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Grant Antique Mall 5900 B, US-1, Grant-Valkaria, FL 32949

Sam Newton provided us with an exhibition of his skills and Grant Antiques Mall on July 20th. Although he qualifies and is listed as one of the 26 “Highwaymen” artists, Sam, himself, prefers to be referred to as a Florida landscape artist. This video gives a glimpse of his creativity on one of the two paintings he produced at Grant Antique Mall.

Learn More about the Florida Highwaymen

How many Florida Highwaymen were there? There are 26 artists recognized as original Florida Highwaymen. Among the group was one woman, Mary Ann Carroll. Of these twenty six, nine are considered “original” (or the earliest) Highwaymen: Harold Newton, Alfred Hair, Roy McLendon, James Gibson, Livingston Roberts, Mary Ann Carroll, Sam Newton, Willie Daniels, and Al Black. Learn more : https://en.wikipedia.org/wiki/The_Highwaymen_(landscape_artists)

Florida Highwaymen

In the mid-1990s Jim Fitch, a Florida art historian, and Jeff Klinkenberg, of the St. Petersburg Times wrote several newspaper articles about the group whom Fitch dubbed “The Florida Highwaymen” for their business of selling art door-to-door along Florida’s Highway 1.[7][10] The attention created new interest for their idyllic landscapes of natural settings in Florida igniting sales of the paintings. This activity increased the value of the artwork and created further demand. All 26 Florida Highwaymen were inducted into the Florida Artists Hall of Fame in 2004.[11]

The Highwaymen is a moniker that Jim Fitch, a promoter who is fascinated by what he calls Florida’s Art Tradition, assigned to the group in 1994. He often came across Highwaymen paintings, in thrift stores, yard sales, and the like, and recognized that something special had happened. The newly bestowed name ruffled some feathers but folks seem to have accepted that it was the perfect choice to get the ball rolling. Their artwork was primal and raw depicting idyllic views of the Florida landscape, before rampant development would reconfigure the state’s topography forever. The Highwaymen saved money by painting on inexpensive Upson board and framed the works using white crown molding. On the weekends the artists would travel and sell their paintings to hotels, offices, businesses and individuals who appreciated the artwork for around $25 a piece.

Image and text credit: https://www.myblackhistory.net/Florida_Highwaymen.htm