Florida Highwaymen Short but Sweeeet! Auction on May 30, 2026 by Florida Highwaymen Auctions LLC in FL
Harold Newton, Florida Highwaymen Painting, 30 x 40 — Cathedral of SkySam Newton, Florida Highwaymen Painting, 16 x 20 — This Old RoadA.E. Backus, Florida Highwaymen Related Painting, 25 x 30 — Through the Azure at Dragon’s Head
Starts on:
Davie, FL, United States
Auction Details

Florida Highwaymen Short but Sweeeet!

Florida Highwaymen Auctions LLC presents an exceptional Florida Highwaymen and Florida landscape auction featuring original paintings, legacy works, and related coastal art from one of America?s most important Black Americana art movements. This sale celebrates the bold color, entrepreneurial spirit, and roadside art tradition of the Florida Highwaymen, the celebrated group of African American artists who captured the rivers, roads, palms, poincianas, sunsets, moonlit waters, marshes, docks, Indian River views, St. Lucie landscapes, and tropical dreamscapes of mid-century Florida. Featured artists include Harold Newton, Alfred Hair, Sam Newton, Al Black, R.L. Lewis, Mary Ann Carroll, James Gibson, Livingston Roberts, Roy McLendon, Willie Reagan, Rodney Demps, Hezekiah Baker, Curtis Arnett, Chico Wheeler, Sylvester Wells, Ellis Buckner, Freddie Gibson, Roderick Hair, Larry Hillpot, Richard Edwards, Mark Stanford, and A.E. Backus, along with additional Florida Highwaymen related and legacy works. The auction includes strong examples across canvas, Masonite, board, and gicl?e on canvas, ranging from intimate miniature paintings to major 24 x 48 and 30 x 40 statement works. Collectors will find classic Florida Highwaymen subject matter throughout: glowing skies, sable palms, moss-draped backwaters, Rio Mar scenes, moonlight paintings, orange and purple sunsets, river shacks, sailboats, tropical nocturnes, vivid palette knife work, surreal Rodney Demps compositions, and dramatic Al Black landscapes full of movement and humor. Important lots include works by Harold Newton, Sam Newton, Al Black, James Gibson, R.L. Lewis, Livingston Roberts, Mary Ann Carroll, Roy McLendon, Alfred Hair, and A.E. Backus related Florida art. This auction is designed for established collectors, first-time Highwaymen buyers, Black Americana collectors, Florida history enthusiasts, interior designers, and anyone drawn to the visual mythology of Old Florida. These paintings preserve a uniquely Flo
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0003: TBDEst. $50-$50,000$50
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