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Art in FloridaBlack Artists

Florida Highwaymen paintings for sale

By Chadd ScottPosted on January 10, 2022March 23, 20230 Comments
Roger Lightle holds a Highwaymen painting in a storage closet in his house.
Roger Lightle holds a Highwaymen painting in a storage closet in his house.

Roger Lightle specializes in Florida Highwaymen paintings for sale as the owner of Highwaymen Art Specialists, Inc. In addition to selling Florida Highwaymen art, he also owns some 500 paintings from the original Florida Highwaymen. His collection focuses on the greats: Harold Newton, Alfred Hair, Roy McLendon, Willie Daniels.

Lightle displays this treasure trove of Florida Highwaymen paintings in his Vero Beach, Florida home. Vero Beach is one town north on Florida’s Atlantic Coast from the historic home of the Highwaymen in Ft. Pierce.

The phrase “living with your collection” comes to mind when visiting Lightle’s home, which doubles as headquarters for Highwaymen Art Specialists, Inc. The business works to connect collectors and share the history of the Florida Highwaymen. Lightle personally became passionate about the Highwaymen in 1999 when first made aware of the group. He has now dedicated his life to Florida Highwaymen paintings for sale.

Florida Highwaymen paintings cover every wall in Roger Lightle's home.
Florida Highwaymen paintings cover every wall in Roger Lightle’s home.

Lightle has iconic artworks in his collection painted by Harold Newton and Alfred Hair during the 1950s which he’s refused $100,000-plus offers to purchase on. Newton and Hair are the artists behind the most valuable Highwaymen paintings.

Lightle buys (a lot) and sells (a little) Florida Highwaymen paintings. Fortunately, not all of them are so expensive. Large – 24 inches by 36 inches – signed, framed oil paintings from original members of the Florida Highwaymen featuring iconic beach scenes and poinciana trees can be purchased for under $5,000.

Smaller pictures can be acquired for just over $1,000.

The finest example of a Harold Newton poinciana painting.
The finest example of a Harold Newton poinciana painting.

Florida Highwaymen paintings for sale can be found at select galleries and all over the internet on auction sites, ebay and elsewhere. Unfortunately, like all artwork, forgeries are rampant. Having spent a morning with Lightle in his home discussing the Highwaymen and his Florida Highwaymen paintings for sale, I can vouch for his credibility.

Highwaymen Art Specialists, Inc isn’t looking to take advantage of collectors and offers certificates of authenticity along with provenance and Lightle’s expertise behind all of the Highwaymen art it sells.

Florida Highwaymen poinciana painting above a bed in Roger Lightle's home.
Florida Highwaymen poinciana painting above a bed in Roger Lightle’s home.

Lightle graciously opens his home for Highwaymen fans and collectors to view his paintings and discuss the group with him. To set up an appointment, contact him through the Highwaymen Art Specialists, Inc website.

More Florida Highwaymen

Orlando Pride 2023 Mary Ann Carroll Florida Highwaymen inspired jersey; detail of Carroll insignia.

Honoring Mary Ann Carroll First Lady of the Highwaymen

“Brilliant Nature” by James Gibson, 24” x 36” on Upson.

Florida Highwaymen Exhibit at Elliott Museum in Stuart, FL

The finest example of a Harold Newton poinciana painting from the personal collection of Roger Lightle.

Assessing the most valuable Highwaymen paintings

Florida Highwaymen paintings on view at A.E. Backus Museum during 'Dashboard Dreams' exhibition. Credit Chadd Scott.

What was the Florida Highwaymen Art Movement

Alfred HairFlorida HighwaymenHarold NewtonRoger LightleWillie Daniels

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Florida Highwaymen Art

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Helen Frankenthaler’s ‘Eden Revisited’ (1967 Helen Frankenthaler’s ‘Eden Revisited’ (1967-1976) sure to brighten your day, it did mine on a recent visit to @sama_art @visitsanantonio. Stunning, vivid, massive (10-plus-feet tall), expressive… up close you can see the paint stains. 
I see so much drama in this painting, so much certainty, confidence. Of all the past artists I could have met, @helenfrankenthalerfoundation would be high on the list.
#helenfrankenthaler #colorfieldpainting #greatwomenartists #femaleartist #womenshistorymonth #yellow #orange #painting #modernart #visitsanantonio
3 showstoppers from @_wiggins_ at @briscoemuseum @ 3 showstoppers from @_wiggins_ at @briscoemuseum @visitsanantonio. Kim’s mark making and color are instantly recognizable and I DIG it! 
#visitsanantonio #westernart #westernartist #santafe #cowboy #purple
Harold Newton (left) and Alfred Hair side-by-side Harold Newton (left) and Alfred Hair side-by-side at @tampamuseumofart. To learn more about the original Florida Highwaymen artist, click the link in my bio.
#floridahighwaymen #haroldnewton #alfredhair #florida #floridalife #floridaartist #floridaart #floridaartists #blackartist #floridahistory
OVERWHELMED by this exhibition of #purvisyoung art OVERWHELMED by this exhibition of #purvisyoung artwork on view at @tampamuseumofart! 
What most caught my eye were all the 18-wheelers. Are these a reference to “urban renewal” and the siting of I-95 through the heart of Young’s #overtown #miami neighborhood. 
As occurred across America during 1950s-80s, so-called urban renewal was a tactic used by white politicians to destroy thriving Black communities by running interstates through them to aide white suburbanites in getting to jobs in town faster.
Young experienced Overtown on both sides of #urbanrenewal and I can’t help thinking all these trucks are commentary on I-95.
#miamilife #tampa #tampaflorida #artmuseum #blackart #blackartist #blackartmatters #selftaughtartist
I was writing about @ronjonofficial for my “My F I was writing about @ronjonofficial for my “My Favorite Florida” column on Rovology.com travel site this morning. My first visit was 86ish, my most recent visit came last month. 
#ronjonsurfshop #ronjon #cocoabeach #cocoabeachflorida #surfing #surflife #80s #80sfashion
“Florida Highwaymen: Dashboard Dreams” closes “Florida Highwaymen: Dashboard Dreams” closes at @aebackusmuseum 2/26. Best chance all year to see original Florida Highwaymen paintings. 
More info about Highwaymen check link in bio.
“Cocktails & Dreams” neon at @treylorparkhitch “Cocktails & Dreams” neon at @treylorparkhitch in #savannah. Who gets it?
#savannahgeorgia #cocktails #tomcruise #movie
Check out this #keithharing ceiling above the @nyh Check out this #keithharing ceiling above the @nyhistory admission desk! It comes from his #soho Pop Shop retail location which he opened in 1986 and was operated by @keithharingfoundation until 2005. 
Second pic his remix of a #subway sign. New-York Historical Society has an AMAZING modern + contemporary art collection. Highlight of my recent visit.
#subwayart #newyorksubway #newyorkhistory #newyorkhistoricalsociety #newyorkcity #newyorklife #streetart #graffiti #graffitiart
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