Highwaymen Art For Sale

Highwaymen Paintings for Sale

Below are listings of Florida Highwaymen paintings for sale on eBay. While eBay is generally a safe and secure outlet for obtaining authentic Florida Highwaymen art, there are fakes and misrepresentations out there. We have done our best to filter out misrepresentations, but research is important to ensure you are purchasing an authentic painting by an original Florida Highwaymen artist.

Unbelievable Detail Of Any Highwaymen Painting Master Piece By Al Black

$2,499.00
Oil on Board - signed lower right. Early morning sun on the old St Lucie River, this is a large beautiful piece.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic James Gibson Florida Highwaymen Oil On Board "Twin Palms At Night

$3,499.00
Oil on Board - signed lower right. Twin palm silhouettes as night falls. Gibson's claim to success was always a snappy outfit and respect for all. Gibson is best known for his monochromatic quick painting styles, with his rich colored work being characteristic later in life.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic James Gibson Florida Highwaymen Oil On Board "Fire Sky Twin Palms

$3,999.00
Oil on Board - signed lower right. Red and Purple fire sky with twin palms silhouette. Gibson's claim to success was always a snappy outfit and respect for all. Gibson is best known for his monochromatic quick painting styles, with his rich colored work being characteristic later in life.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board Poinsettia Tree

$1,999.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Florida Highwaymen Painting - A.e. Backus Painting

$1,750.00
Being sold as an "after Backus" painting or as "in the manner of the artist". painted on canvas showing vivid Florida landscape with sun setting. I now have to part with most of my vast collection.
Seller: classicgemss (100.0% positive feedback)

Original Vintage Highwaymen Oil Painting Indian River Birds Trees Alfred Hair

$8,999.00
Overall a wonderful example of Alfred Hair. Really authenticates it!
Seller: thewave007 (100.0% positive feedback)

Johnny Daniels - Original Oil Painting - Florida Highwaymen

$3,495.00
Johnny Daniels - original oil painting - Florida Highwaymen. Beautiful painting by Johnny Daniels on 24”x30” masonite board. Professionally cleaned and preserved. Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Livingston Roberts - Original Oil On Upson - Florida Highwaymen Artist

$3,295.00
Livingston Roberts - original oil on upson - Florida Highwaymen Artist. Beautiful ocean beach scene on 24”x36” upson board. Professionally cleaned Original highwaymen frame Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Livingston Roberts - Original Oil On Upson - Florida Highwaymen Artist

$3,495.00
Livingston Roberts - Original Oil on Upson - Florida Highwaymen Artist. Beautiful, professionally cleaned, original notched frame. 24”x30” upson board Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Highwaymen R. A. Mclendon Giclee On Canvas

$1,250.00
Highwaymen R. A. Mclendon Giclee On Canvas. Rare beautiful Royal Poinciana tree also  depicting woman with child walking down road. Nicely framed and ready to hang.
Seller: vafla (100.0% positive feedback)

Exhibited Backus & Highwaymen Listed Legacy Artist Mark Stanford Oil On Board

$599.95
Original painting by listed artist Mark Stanford. This painting was exhibited in the recent Mission Valley Golf & Country Club show in conjunction with Grant Antique Mall. Mark painted live at the show.
Seller: artgolfantiques (100.0% positive feedback)

James Gibson - Original Oil Painting - Florida Highwaymen

$2,395.00
James Gibson - Original Oil Painting - Florida Highwaymen. 16”x19” masonite board. This painting has been professionally cleaned Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Original Highwaymen Painting Harold Newton 16"X24" Signed

$8,000.00
Original Highwaymen Painting Harold Newton. This is an original painting by Harold Newton, signed. Beautiful Florida Everglades. 16"x24" in the original frame. It was purchased directly from Harold Newton in the early 70's when my mother worked at the Bank Of New Smyrna in New Smyrna Beach, FL. The highwaymen would stop by the bank a couple times a year.
Seller: iheartharry (0.0% positive feedback)

Rare Authenic Tracy Newton 2nd Generation Florida Highwaymen Oil On Board "

$1,999.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board Afternoon On The Clades

$1,999.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the Glades.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie River

$2,699.00
Oil on Board - signed lower right. Very Large Hazy Afternoon on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Roy Mclendon - Original Oil Painting - Florida Highwaymen Artist

$7,995.00
Roy McLendon - original oil painting - Florida Highwaymen Artist. Beautiful Jupiter Lighthouse Painting with Royal Poinciana Tree24”x30” canvasIn perfect condition Painted in the 70’s but there is only oral provenance of that. It is not a recent painting. Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

James Gibson - Florida Highwaymen - Upson 12x24

$1,599.00
James Gibson - Florida Highwaymen - Upson 12x24. Very old upson board original oil painting by James Gibson Signed on the back. This painting has been professionally cleaned and preserved. Original highwaymen frame Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

James Gibson- Florida Highwaymen - Upson 12x20

$1,750.00
Seller: drewrey (100.0% positive feedback)

Original Highwaymen Painting Harold Newton Seaside 18"X24" Signed

$12,000.00
Original Highwaymen Painting Harold Newton. This is an original painting by Harold Newton, signed. Also there are two smudged fingerprints on the back of the canvas making it very personal.  It is 18"x24" with the original frame. It was purchased directly from Harold Newton in the early 70's when my mother worked at the Bank Of New Smyrna in New Smyrna Beach, FL. The highwaymen would stop by the bank a couple times a year.
Seller: iheartharry (0.0% positive feedback)

Original Highwaymen Horace Foster. 24”x36” Oil On Masonite 1970’s

$900.00
Original Florida Highwaymen, Horace Foster. Harold Newton and Horace were both from Tifton Georgia. Horace followed after Harold to the Ft. Pierce area and learned to paint from both Harold Newton and Roy Mclendon. After Alfred Hair passed away he moved away and started driving a truck for a living. He later returned to Tifton, Georgia where he spent the remainder of his life . When he passed away , he had 20 works of art in his possession. I traveled there last year and purchased all 20 items. This is one of those last 20 paintings from his estate. Like many other Highwaymen paintings that have been in storage it needs a good cleaning . The item is available for preview.
Seller: boudazuffa (100.0% positive feedback)

Willie Daniels - Original Oil Painting - Florida Highwaymen Painting

$3,495.00
Beautiful 24” x 30” early painting on artist board.
Seller: drewrey (100.0% positive feedback)

Johnny Daniels - Original Oil Painting - Florida Highwaymen Artist

$3,250.00
Johnny Daniels - original oil painting - Florida Highwaymen Artist. 24” x 30” upson board This painting is in excellent condition. It has been professionally cleaned and preserved Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Willie Daniels (Signed A. Black) Florida Highwaymen Painting Oil On Upson 1978

$3,000.00
Signed “A. Black 78”, not uncommon for Willie’s work. As the best salesman of the group, Al Black had the approach and knowledge to get a sale. He would often sign others unsigned work in person to close a sale.
Seller: floridahighwaymenartworkco (100.0% positive feedback)

Issac Knight HOF FL Highwaymen Signed 2x Oil Painting On Canvas Board Framed COA

$594.00
Condition: NEW. Direct from Issac Knight.
Seller: cdifl (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board "Royal Poincana"

$3,399.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the river.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board "Old St Lucie River"

$3,399.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the river.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Tracy Newton 2nd Generation Florida Highwaymen Oil On Board "

$1,999.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board Sun Rise Hall Of Fame

$2,999.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the river.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$674.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% positive feedback)

Issac Knight HOF FL Highwaymen Signed 2x Oil Painting On Canvas Board Framed COA

$594.00
Condition: NEW. Direct from Issac Knight.
Seller: cdifl (100.0% positive feedback)

Sam Newton HOF FL Highwaymen Signed 2x Oil Painting On Masonite Framed COA

$2,494.00
Signed on the painting with a © symbol - Rare!
Seller: cdifl (100.0% positive feedback)

Highwaymen Florida Painting - Al Black - 29 X 35 - Framed

$1,595.00
Gorgeous painting by Al Black.
Seller: ugotit305 (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board Sunset St Lucie River

$2,499.00
Oil on Board - signed lower right. The sun rises high into the sky setting on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie River

$2,499.00
Oil on Board - signed lower right. Very Large Hazy Afternoon on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Al Black HOF FL Highwaymen Vintage Oil On Canvas "Eddie's Place" Framed COA

$1,994.95
Eddie's Place, Fort Pierce, Florida.
Seller: cdifl (100.0% positive feedback)

Highwaymen ??.. Poinciana Tree

$850.00
Poinciana Tree. Love this painting but having to downsize and have no place to use it.
Seller: 45marie45 (100.0% positive feedback)

Harold Newton (D) HOF FL Highwaymen Painting Signed Oil On Masonite Framed COA

$4,794.00
Signed oil on Masonite by Harold Newton.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Willie Daniels (D.) HOF FL Highwaymen Painting Signed Oil On Canvas Panel Framed

$2,400.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Original Oil Painting On Wood Florida Highwaymen Lemuel Newton 1950-2014

$2,500.00
Painted on very thick, heavy plywood.
Seller: grandmagoodie (100.0% positive feedback)

Isaac Knight Signed Original Florida Highwaymen Landscape Oil On Board 12 By 16"

$875.00
A rare estate find that will add elegance with Florida history in any decor.
Seller: beachantiques (100.0% positive feedback)

Vintage Florida Highwaymen Oil Painting Large Size, Signed.

$590.00
Large size, Signed.
Seller: artofamerican2009 (100.0% positive feedback)

Willie Daniels (D.) HOF FL Highwaymen Signed Oil On Masonite Painting Framed COA

$2,494.00
Gorgeous painting by Willie Daniels.
Seller: cdifl (100.0% positive feedback)

Curtis Arnett HOF Fla. Highwaymen Vintage Signed Canvas Painting Framed*** COA

$2,900.00
Florida interior landscape.
Seller: cdifl (100.0% positive feedback)

Willie Daniels (Dec'd) HOF Florida Highwaymen Signed Oil On Canvas Framed COA

$2,394.95
Nice painting by Willie Daniels.
Seller: cdifl (100.0% positive feedback)

"Chico" Wheeler (Dec'd) HOF Fla Highwaymen Vintage Oil On Upson Board Framed COA

$1,400.00
"CHICO" WHEELER (Dec'd) HOF FLA HIGHWAYMEN VINTAGE OIL ON UPSON BOARD FRAMED COA. Beautiful piece of art, made by Chico wheelerEssential member of famous highwaymen11” x14”Original Signed by the artist
Seller: racrah-0 (99.6% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$1,494.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

Alfred Hair (Dec'd) HOF #1 FL Highwaymen Signed Oil Painting On Upson Framed COA

$4,974.00
Florida waterway with landscape and Spanish Moss.
Seller: cdifl (100.0% positive feedback)

Carnell Smith (D.) HOF FL Highwaymen Signed Canvas Oil Painting Framed COA

$1,900.00
Beautiful painting by Carnell Smith.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$824.00
Florida waterway and landscape.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Willie Daniels (D) HOF FL Highwaymen Signed Canvas Panel Oil Painting Framed COA

$2,194.00
Reportedly, this is the only Hibiscus painted and signed by Willie Daniels. Beautiful painting by Willie Daniels.
Seller: cdifl (100.0% positive feedback)

Willie Daniels (Dec'd) HOF FL Highwaymen Signed Oil On Canvas Panel Framed COA

$2,444.95
Nice painting by Willie Daniels. Florida waterway with landscape at night.
Seller: cdifl (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board "Fishing Shack "

$3,399.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the river at the crab shack. Picture of the artist Al Black with this painting.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Willie Daniels (Dec'd) HOF FL Highwaymen Signed Oil On Canvas Panel Framed COA

$2,694.95
Magnificent painting by Willie Daniels. Florida waterway with landscape at night.
Seller: cdifl (100.0% positive feedback)

Johnny Daniels (Dec'd) HOF FL Highwaymen Signed Oil On Masonite Framed COA

$2,744.95
Nice painting by Johnny Daniels.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Johnny Daniels (D.) HOF FL Highwaymen Signed Upson Board Painting Framed COA

$3,600.00
Nice painting by Johnny Daniels.
Seller: cdifl (100.0% positive feedback)

"Chico" Wheeler (Dec'd) HOF Fla Highwaymen Vintage Oil On Masonite Framed COA

$995.00
Hand signed on the back only, due to this being in Chico's personal collection.
Seller: cdifl (100.0% positive feedback)

Lemuel Newton (D) HOF FL Highwaymen Signed Oil Painting On Upson Framed COA

$4,200.00
Gorgeous painting, is in excellent condition.
Seller: cdifl (100.0% positive feedback)

Original Isaac Knight Florida Highwaymen Poinciana Bloom

$2,199.00
Oil on Artist Board - signed lower right. A Poinciana blooms on the side of the river brightening its surroundings. From each venture, Issac Knight paintings developed their own special subjects. Gradually, each landscape grew more unique, with techniques whispering outside the boundaries of the "learned".
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Canvas Panel Framed COA

$744.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Lemuel Newton (D) HOF FL Highwaymen Signed Oil Painting On Masonite Framed COA

$3,444.00
Gorgeous painting, is in excellent condition.
Seller: cdifl (100.0% positive feedback)

James Gibson (D) HOF FL Highwaymen Painting Signed Oil On Upson Board Framed COA

$1,995.00
Painting is in excellent condition.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Fla. Highwaymen Paintings - Set Of 2 - Oil On Masonite Framed COA

$1,694.00
Gorgeous paintings by Al Black. Note: Set of 2 matching, original, commissioned paintings.
Seller: cdifl (100.0% positive feedback)

Original Oil Painting Florida Highwaymen Lemuel Newton 1950-2014 Upson Board

$2,750.00
(See photos).
Seller: grandmagoodie (100.0% positive feedback)

Willie Daniels (D.) HOF FL Highwaymen Signed Oil On Canvas Painting Framed COA

$2,394.95
Nice painting by Willie Daniels.
Seller: cdifl (100.0% positive feedback)

Willie Reagan HOF Fl. Highwaymen Signed Panel Oil Painting 16 X 20 Framed COA

$3,494.00
Beautiful painting by Willie Reagan. MR. REAGAN PAINTS ONLY ONE PAINTING MONTHLY. Florida waterway with landscape.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$574.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

Al Black Highwaymen Signed On Board Painting Art 18 X 24 (Make Offer)

$999.99
Al told the other inmates that he was an artist, but like before, no one believed him. She wondered if the Al Black she knew was Al Black the landscape painter. The painting was a huge success and Al quickly began painting every blank wall he could.
Seller: marketingholders (100.0% positive feedback)

John Maynor (D.) HOF FL Highwaymen Signed Oil Painting On Canvas Framed COA

$1,744.95
Florida waterway and landscape.
Seller: cdifl (100.0% positive feedback)

Rare Very Large Highwaymen James Gibson Antique Painting Upson Board 40 X 24.5

$3,359.99
Very Big Very Old. Very Rare.
Seller: cryp (99.8% positive feedback)

Al Black Highwaymen Signed On Board Painting Art 16 X 20 (Make Offer)

$949.99
Al told the other inmates that he was an artist, but like before, no one believed him. She wondered if the Al Black she knew was Al Black the landscape painter. The painting was a huge success and Al quickly began painting every blank wall he could.
Seller: marketingholders (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$794.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$1,494.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% positive feedback)

Johnny Daniels (D.) HOF FL Highwaymen Signed Upson Board Painting Framed COA

$2,994.00
Florida seascape.
Seller: cdifl (100.0% positive feedback)

Chico Wheeler (D.2019) HOF FL Highwaymen Signed Oil On Canvas Panel Framed COA

$1,194.95
Livingston ( Castro ) Roberts was Chico's friend. In his youth he. my personal friend, CHICO WHEELER, DIED ON JULY 11, 2019 . This is a Wheeler original. Beautiful painting of Diana Roberts (daughter of HOF Highwayman Livingston Roberts) on the beach, at night.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

"Little John" Maynor (D.)hof FL Highwaymen Signed Upson Oil Painting Framed COA

$2,200.00
Painting is in gorgeous condition VERY RARE "LITTLE JOHN" SIGNATURE.
Seller: cdifl (100.0% positive feedback)

Al Black Highwaymen Signed On Board Painting Art 16 X 20 (Make Offer)

$849.99
Al told the other inmates that he was an artist, but like before, no one believed him. She wondered if the Al Black she knew was Al Black the landscape painter. The painting was a huge success and Al quickly began painting every blank wall he could.
Seller: marketingholders (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$824.00
Florida landscape. New painting by Al Black.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$574.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

Issac Knight D. HOF FL Highwaymen Signed 2x Painting On Canvas Board Framed COA

$594.00
Unusual black & white (gray tones) for Issac.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$1,494.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% positive feedback)

Roy Mclendon, Jr. Son Of Roy, Sr. HOF Highwaymen Signed Canvas Painting Framed

$1,994.00
ROY McLENDON, Jr. SON OF ROY SR. Florida landscape.
Seller: cdifl (100.0% positive feedback)

Hezekiah Baker (D) HOF FL Highwaymen Signed Oil Painting On Upson Framed COA

$4,994.00
Florida waterway and landscape.
Seller: cdifl (100.0% positive feedback)

Hezekiah Baker (D.)hof FL Highwaymen X2 Signed Oil Painting On Upson Framed COA

$2,994.00
Florida waterway and landscape.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$594.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

Issac Knight (D) HOF FL Highwaymen Signed Painting On Canvas Board Framed COA

$1,394.00
A full bloom Royal Poinciana and palm tree on the river's edge.
Seller: cdifl (100.0% positive feedback)

Issac Knight D. HOF FL Highwaymen Signed 2x Painting Canvas Board Framed COA

$594.00
Unusual black & white (gray tones) for Issac.
Seller: cdifl (100.0% positive feedback)

Hezekiah Baker (D) HOF FL Highwaymen Signed Oil Painting On Upson Framed COA

$3,994.00
Florida landscape.
Seller: cdifl (100.0% positive feedback)

Rodney Demps D HOF Fla.highwaymen Painting Signed Oil On Canvas Panel Framed COA

$624.95
Rodney has not painted for over 1 year, but has begun putting out work again.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Al Hair/a.e. "Beanie" Backus Collaboration Painting (Highwaymen) 1960s

$15,995.00
It's fascinating. This is a special one. ARTISTS: Al Hair (1941-1970) & Beanie Backus (1906-1990). DATE: 1960s.
Seller: midbeachmaven (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$1,244.00
Florida seascape.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Hezekiah Baker (D.)hof FL Highwaymen 2x Signed Oil Painting On Upson Framed COA

$2,900.00
Florida waterway and landscape.
Seller: cdifl (100.0% positive feedback)

Al Black Highwaymen Signed On Board Painting Art 16 X 20 (Make Offer)

$849.99
Al told the other inmates that he was an artist, but like before, no one believed him. She wondered if the Al Black she knew was Al Black the landscape painter. The painting was a huge success and Al quickly began painting every blank wall he could.
Seller: marketingholders (100.0% positive feedback)

Rare J Gibson Highwaymen Painting Oil On Wood And Board

$3,900.00
Rare J Gibson Highwaymen Painting Oil on Wood and Board. This 30” wide by 24” high landscape painting is done in oil, an original by J Gibson of the famous Highwaymen, sold directly to this current owner from the artist himself. It is on wood, backed by cardboard, and framed in a thin, silver frame. Wire in back for wall hanging. As pictured, some discoloration in ink. Photos taken up close and at many angles so you see exactly what you’re getting. This style is a rare find, very beautiful nightscape! Please message with any questions.
Seller: vinandcrystalsell (100.0% positive feedback)

Willie Daniels (D) HOF FL Highwaymen Signed Vintage Oil On Canvas Framed COA

$2,795.00
Excellent painting by Willie Daniels. Beautiful painting by Willie Daniels.
Seller: cdifl (100.0% positive feedback)

James Gibson (D) HOF FL Highwaymen Painting Signed Oil On Upson Board Framed COA

$1,994.00
Painting is in excellent condition.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% positive feedback)

Issac Knight D. HOF FL Highwaymen Signed 2x Poinciana Painting Board Framed COA

$1,594.00
Man admiring Royal Poinciana.
Seller: cdifl (100.0% positive feedback)

Carnell Smith (D.) HOF FL Highwaymen Signed Canvas Panel Oil Painting Framed COA

$2,495.00
Beautiful painting by Carnell Smith. Florida seascape.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% positive feedback)

Royal Poinciana Tree Original Oil Painting 20x 24 Genuine Mazz & Highwaymen Card

$1,699.95
People worldwide are collecting art works by Mazz. a few years later he lived in Jupiter FL and sold paintings at the Marina in Singer island. He fished at the Jupiter inlet daily and painted at night. Looking for unspoiled nature and quieter fishing spots, he moved to St Lucie in the late 80's and still fishes on a regular basis.
Seller: jupitergallery (0.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$594.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

John S. Marsh "Cypress Swamp Looking Out" Gouache Painting (1895) -- Highwaymen

$1,300.00
TITLE: Cypress Swamp Looking Out. ARTIST: John S. Marsh.
Seller: midbeachmaven (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$744.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Roy Mclendon, Jr. FL Highwaymen 2nd Gen Signed Painting Oil On Canvas Framed COA

$2,300.00
ROY McLENDON, Jr.
Seller: cdifl (100.0% positive feedback)

Highwaymen Florida Painting - Al Black - 30.5 X 36.5 - Framed

$2,600.00
Beautiful RARE PAINTING BY AL BLACK Very detailed picture of the Florida Everglades with Palm trees and birds. Signature located on the back and bottom right hand corner.
Seller: ugotit305 (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$1,244.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (100.0% positive feedback)

Rodney Demps D.2020 HOF Fl. Highwaymen Signed Oil On Guy Harvey Shirt Framed COA

$894.95
One of a Kind. PAINTING ON GUY HARVEY GOLF SHIRT.
Seller: cdifl (100.0% positive feedback)

Highwaymen Florida Painting - Al Black - 29 X 25 - Framed

$1,295.00
Highwaymen Florida Painting - Al Black - 29 x 25 - Framed. Shipped with FedEx Ground or FedEx Home Delivery.
Seller: ugotit305 (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$844.00
Florida waterway and landscape in a serene setting.
Seller: cdifl (100.0% positive feedback)

Highwaymen Painting Michael Sears Everglades Florida

$2,000.00
Highwaymen Painting Michael Sears Everglades Florida.Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Nicely framed. Artist Signed. Measures 19" tall x 36" wide. Condition is very good. Michael Sears (1962- present) is 2nd generation trained by George Buckner Jr. Original member, and personally influenced by the several other members of this art movement with whom he interacted. He remains true to Highwaymen subject, style, materials and outdoor selling methods.
Seller: palmbeachtreasuresinc (100.0% positive feedback)

Issac Knight (D) HOF FL Highwaymen Signed Poinciana Painting On Board Framed COA

$1,794.95
Royal Poinciana blooming by the riverside.
Seller: cdifl (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Canvas Panel Framed COA

$759.00
Gorgeous painting by Al Black.
Seller: cdifl (100.0% positive feedback)

Sunny Seascape Original Painting Large 24 X 30 Genuine Mazz & Highwaymen Card

$2,499.95
People worldwide are collecting art works by Mazz. a few years later he lived in Jupiter FL and sold paintings at the Marina in Singer island. He fished at the Jupiter inlet daily and painted at night. Looking for unspoiled nature and quieter fishing spots, he moved to St Lucie in the late 80's and still fishes on a regular basis.
Seller: jupitergallery (0.0% positive feedback)

Oil Paintings Original Signed Framed Large Florida Highwaymen Art Earl Barber 

$2,999.00
oil paintings original signed framed large florida highwaymen art Earl Barber.
Seller: carjam-8302 (100.0% positive feedback)

Rodney Demps D.hof Fl. Highwaymen Painting Signed X2 Oil On Canvas Framed COA

$624.95
Rodney has not painted for over 1 year. Rodney had just begun painting again.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Unbelievable Detail Of Any Highwaymen Painting Master Piece By Al Black

$2,499.00
Oil on Board - signed lower right. The moon lights up the old St Lucie River, this is a large beautiful piece.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rodney Demps HOF Fla.highwaymen Painting Signed Oil On Canvas Panel Framed COA

$544.95
Rodney has not painted for over 1 year. This painting was found by Rodney in his "pile" of wood.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board Sunset St Lucie River

$1,999.00
Oil on Board - signed lower right. The sun rises high into the sky setting on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rodney Demps Dec'd. HOF Fl. Highwaymen Signed Upson Board Painting Framed COA

$1,845.95
Never before seen portrait painting. On the back, "The Black Widow". This painting was well looked after.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rare Authenic Tracy Newton 2nd Generation Florida Highwaymen Oil On Board "

$2,499.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Highwaymen Painting Michael Sears Everglades Florida

$1,650.00
Highwaymen Painting Michael Sears Everglades Florida.Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Worn framed. Artist Signed. Measures 21-1/2" tall x 27-1/2" wide. Condition is very good. Michael Sears (1962- present) is 2nd generation trained by George Buckner Jr. Original member, and personally influenced by the several other members of this art movement with whom he interacted. He remains true to Highwaymen subject, style, materials and outdoor selling methods.
Seller: palmbeachtreasuresinc (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board The Glades Hall Of Fame

$2,899.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Oil Paintings Original Signed Framed Large Florida Highwaymen Art Earl Barber 

$2,499.00
oil paintings original signed framed large florida highwaymen art Earl Barber.
Seller: carjam-8302 (100.0% positive feedback)

Unbelievable Detail Of Any Highwaymen Painting Master Piece By Al Black

$2,499.00
Oil on Board - signed lower right. The sun setting on the glades, this is a large beautiful piece.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Ernie Squier Watercolor (1968) -- Pompano Beach Pier, Fla. (Highwaymen) - Mint

$1,475.00
Ernie Squier. DATE: 1968.
Seller: midbeachmaven (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie River

$2,499.00
Oil on Board - signed lower right. Very Large Hazy Afternoon on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Highwaymen Painting Michael Sears Everglades Florida

$1,650.00
Highwaymen Painting Michael Sears Everglades Florida.Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Worn framed. Artist Signed. Measures 21-1/2" tall x 27-1/2" wide. Condition is very good. Michael Sears (1962- present) is 2nd generation trained by George Buckner Jr. Original member, and personally influenced by the several other members of this art movement with whom he interacted. He remains true to Highwaymen subject, style, materials and outdoor selling methods.
Seller: palmbeachtreasuresinc (100.0% positive feedback)

Highwaymen Painting, Al Black, 29 X 25

$1,395.00
Beautiful sunset painting, no scratches. Rare find.
Seller: ugotit305 (100.0% positive feedback)

Highwaymen Florida Painting - Al Black - 30.5 X 35 - Framed

$1,995.00
Stunning Al Black painting. Enjoy the sunsetting view of the trees and peace river. Picture is very detailed.
Seller: ugotit305 (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board "The Glades "

$3,399.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon in the Glades. Picture of the artist Al Black with this painting.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Highwaymen Painting - Al Black - 25 X 29 - Framed - Rare Find

$1,295.00
Rare painting of a boat house.
Seller: ugotit305 (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Oil On Board The River Hall Of Fame

$2,899.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Al Black HOF Florida Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$744.00
Florida landscape and birds.
Seller: cdifl (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie River

$1,599.00
Oil on Board - signed lower right. Hazy Afternoon on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie Inlet

$2,699.00
Oil on Board - signed lower right. Very Large Hazy Afternoon on the St Lucie Inlet.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Unbelievable Detail Of Any Highwaymen Painting Master Piece By Al Black

$2,499.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Highwaymen Painting Michael Sears Everglades Florida

$1,650.00
Highwaymen Painting Michael SearsOriginal, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Nicely framed. Artist Signed. Measures 18-3/4" tall x 23" wide. Condition is very good. Michael Sears (1962- present) is 2nd generation trained by George Buckner Jr. Original member, and personally influenced by the several other members of this art movement with whom he interacted. He remains true to Highwaymen subject, style, materials and outdoor selling methods.
Seller: palmbeachtreasuresinc (100.0% positive feedback)

Original Rare Issac Knight Florida Highwaymen Hall Of Fame Artist, Framed

$1,395.00
He was born on a large farm outside Tallahassee, at 17 he moved to Ft Pierce Florida, developed a cooperative style through Alfred Hain and his brother in law Al Black.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Al Black Florida Highwaymen Legend ,oil On Board St Lucie River

$2,399.00
Oil on Board - signed lower right. Very Large Hazy Afternoon on the St Lucie River.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Al Black Highway Men One Of A Kind, Signed Blue Chromatic Painting.

$900.00
Al Black one of a kind, signed Blue chromatic painting.
Seller: ugotit305 (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$699.00
From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$799.00
From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$899.00
The moss hanging from the trees. From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$799.00
The trees reflecting on the water the beautiful Florida sky. From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$799.00
From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Highwayman Michael Sears Original Painting On Board Florida Landscape

$799.00
The twisted tree in the foreground reaches for the sky. From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Highwayman Michael Sears Original Painting On Board Florida Landscape

$799.00
The Florida Landscape reaches for the sky. From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Highwayman Michael Sears Original Painting On Board Florida Landscape

$799.00
The twisted tree in the foreground reaches for the sky. From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Florida Highwayman Michael Sears Original Painting Florida Landscape

$799.00
From the beginning, there were people who collected Florida Highwayman art and paintings. However only in recent years has the recognition of their skill and their story caused their paintings to skyrocket in value.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rodney Demps HOF Fl. Highwaymen Painting Signed X2 Oil On Upson Board Framed COA

$594.95
Rodney has not painted for over 1 year, but this happens to be one he recently painted.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

James Gibson (D) HOF FL Highwaymen Painting Signed Oil On Upson Board Framed COA

$2,744.95
Florida waterway with landscape under the moon.
Seller: cdifl (100.0% positive feedback)

Chico Wheeler (D) HOF FL Highwaymen Painting Signed Oil - Upson Board Framed COA

$1,994.00
CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. This painting was done by Wheeler in the mid to late 1960's.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

A.e. "Beanie" Backus (D.) HOF Highwaymen Original Signed Check Framed COA

$1,794.00
A.E. "BEANIE" BACKUS (d.). WITH ORIGINAL LITHO SKETCH PRINT •.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Chico Wheeler (D) HOF FL Highwaymen Painting Signed Oil On Masonite Framed COA

$894.95
CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. Signed oil on Masonite by Chico Wheeler. This painting was done by Wheeler shortly before his passing. It is unfinished.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rodney Demps D. HOF Fl. Highwaymen Painting Signed Oil On Masonite Framed COA

$544.95
RODNEY PAINTED THIS BEAUTY WITHIN THE PAST THREE YEARS.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rare A.e. Backus Pencil Sketch On Paper Everglades Framed Highwaymen Teacher

$1,999.00
Pencil Sketch - Signed in print lower right. EARLY MORNING FLORIDA. Whether in the glades, the beaches, the rivers, the savannas, or the back country, his paintings capture a unique sense of place that is instantly recognizable and beloved.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rodney Demps D..hof Fl. Highwaymen Painting Signed X2 Oil On Masonite Framed COA

$824.95
Rodney has not painted for over 1 year. This painting was found by Rodney in his "pile" of wood.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)
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