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.

Large Rare Isaac Knight St Lucie Inlet W Yellow & Orange Sky FL Highwaymen

$3,700.00
Isaac Knight. Inlet With Yellow and Orange Sky.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic John Maynor Florida Highwaymen Oil On Board "Fire Sky"

$3,840.00
“I always wanted to paint,” Maynor told. But it was artistsLivingston Roberts andSam Newton who served as Maynor’s most influential teachers. Oil on Board - signed lower right and on back.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic Willie Danies Florida Highwaymen Oil On Board "Fire Sky"

$3,840.00
Oil on Board - signed lower right. Willie Daniels was the brother to Johnny Daniels, Willie was born in Fort Pierce Florida, he grew up as a neighbor to Harold Newton and McLendon and learned to paint by watching.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare Authenic James Gibson Florida Highwaymen Oil On Board "Sepia Pine"

$4,499.00
Oil on Board - signed lower right. Light sepia tone with 2 full palms and and coming into view upper left corner by the river side. Gibson's claim to success was always a snappy outfit and respect for all.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Ellis Buckner (D) HOF FL Highwaymen Painting Signed Oil On Upson Brd Framed COA

$4,894.00
Signed lower right.
Seller: cdifl (100.0% positive feedback)

Florida Highwaymen, Al Black - Rio Mar Oil Painting - COA - Wood Frame - 12x24

$744.00
Gorgeous painting by Al Black. Al "Blood" Black (B.1947) Signed lower right.
Seller: evie32966 (100.0% positive feedback)

Highwaymen Painting On Upson. Hezekiah Baker 24x36

$3,695.00
Highwaymen Painting on Upson. Hezekiah Baker 24x36. This painting is in great condition. Dated ‘76 with the scratched on signature. The frame is original, and it has been repainted. Highway highwayman man men
Seller: drewrey (100.0% positive feedback)

Johnny Daniels - Original Oil Painting - Florida Highwaymen

$3,495.00
Beautiful painting by Johnny Daniels on 24”x30” masonite board. Professionally cleaned and preserved.
Seller: drewrey (100.0% positive feedback)

James Gibson- Florida Highwaymen - Upson 12x20

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

Willie Daniels - Original Oil Painting - Florida Highwaymen Painting

$2,399.00
Willie Daniels - original oil painting - Florida Highwaymen Painting.  Please see all pictures as they are the most important part of the description.  Willie Daniels, original, oil on canvas  painting.  Willie Daniels is a listed artist, one of the original highwaymen, and is in the Florida artist hall of fame.  Painting is in excellent condition and comes with a highwaymen style frame.  The painting canvas measures 20 X 24 inches without the frame and 23 X 27 inches with the frame overall.  I only ship within the continental United States.  The painting is available for preview as well.  Thank you for viewing and good luck!
Seller: robjenlogan (100.0% positive feedback)

James Gibson - Florida Highwaymen - Upson 12x24

$1,599.00
Seller: drewrey (100.0% positive feedback)

Unbelievable Detail Of Any Florida Highwaymen Painting Master Piece By Al Black

$2,650.00
Oil on Board - signed lower right.
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 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)

Highwaymen Super Jumbo! - Tracy Newton - 2nd Gen. Artist - 4 Ft X 6 Ft

$1,795.00
Painted over a canvas print on a 4 ft X 6 ft stretched canvas.
Seller: drewrey (100.0% positive feedback)

John Maynor Double Signed Highwaymen Painting Oil On Masonite Art Florida Sunset

$1,300.00
Signed J Maynor in lower right and in verso. Highly impressionistic scene of water reflecting a grove of trees with a water bird on shoreline. I find John Maynor used orange and red colors frequently in his paintings.
Seller: mleighcannon-4 (100.0% positive feedback)

Rare Authentic Willie Daniels Florida Highwaymen Backwater Marsh

$2,888.00
Oil on canvas - signed lower right. This is a more sophisticated and refined work than is typically available by Daniels. I can send a better image to anyone interested in this rare work.
Seller: mjlerner (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)

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)

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

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

Highwaymen HOF Artist Original Oil Painting By Johnny Daniels - Jumbo 30”x40”

$5,500.00
A beautiful painting by Florida HOF artist Johnny Daniels.
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)

A Black 79 Signed Highwaymen Painting Oil On Upson Art Florida Lemuel Newton

$1,800.00
Signed lower right A Black 79. While Al Black is a HOF listed artist in his own right, this signature appears to have been added after paint had dried. Based on the style of this painting I would say it isn't an Al Black, rather possibly Lemuel Newton.
Seller: mleighcannon-4 (100.0% positive feedback)

Rare Authenic James Gibson Florida Highwaymen Oil On Board "Peach Sepia"

$3,999.00
Oil on Board - signed lower right. Light sepia tone with 2 full palms and and coming into view upper left corner by the river side. Gibson's claim to success was always a snappy outfit and respect for all.
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)

"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 (99.5% 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)

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)

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

$744.00
Gorgeous painting by Al Black is "like new".
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)

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)

Rare -- A. E. Backus Triple Hibiscushibiscus Painting

$18,000.00
Rare -- A. E. Backus triple hibiscushibiscus painting.
Seller: boomerbidee (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)

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

$1,595.00
Gorgeous painting by Al Black.
Seller: ugotit305 (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)

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)

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

$1,494.95
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)

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)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

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

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

$4,249.99
Very Big Very Old. Very Rare.
Seller: cryp (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 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 (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)

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 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 Upson Framed COA

$4,200.00
Gorgeous painting, is in excellent condition.
Seller: cdifl (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 HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$694.00
Gorgeous painting by Al Black is "like new".
Seller: cdifl (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)

Highwaymen Painting, Al Black, 29 X 25

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

James Gibson Florida Highwaymen Painting Sunrise Upson Oil On Board 38”w X 29”h

$2,800.00
The family moved to Fort Pierce when he was a toddler. It was in his early 20s that Gibson started making money from his paintings and decided to make it his life's work. This painting has been in our family for about 25 years.
Seller: helecitri0 (100.0% positive feedback)

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

$1,894.00
Oil on canvas - signed lower right. Beautiful painting by Carnell Smith.
Seller: cdifl (100.0% positive feedback)

A Black Signed Highwaymen Painting Canvas Al Art Cape Florida Lighthouse Sunset

$1,700.00
Closer we see a white Lighthouse, possibly the Cape Florida. In the foreground we see a lone palm standing watch over a sandy beach and crashing waves. Typical Al Black fashion, 3 seagulls fly overhead.
Seller: mleighcannon-4 (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)

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

$3,600.00
Nice painting by Johnny Daniels.
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)

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

$844.00
Gorgeous painting by Al Black is "like new".
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)

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)

"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 (99.9% positive feedback)

Al Black HOF Florida Highwaymen Painting Oil On Masonite Framed COA

$849.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (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)

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

$3,394.00
Signed and dated ('78) bottom right •COA. Gorgeous painting, is in excellent condition.
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 (99.9% 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)

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

$2,750.00
(See photos).
Seller: grandmagoodie (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)

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)

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

$3,494.00
Signed and dated ('67) lower right.
Seller: cdifl (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)

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)

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

$3,994.00
Florida landscape.
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)

Al Black HOF Florida Highwaymen Painting Oil On Canvas Framed COA

$849.00
Gorgeous painting by Al Black is like new.
Seller: cdifl (100.0% 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 (99.9% 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)

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)

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)

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)

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

$924.95
Rodney has not painted for over 1 year, but has begun putting out work 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. 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 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 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)

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)

Unbelievable Detail Of Any Highwaymen Painting Master Piece By Al Black

$2,650.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

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

$1,750.00
HAPPY, HAPPY AND GOOD LUCK. Here I get to cherry pick only the best for less. I will find it at a good price, and create a buy it now (BIN) for you.
Seller: 954.edprint (99.4% 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)

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 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)

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)

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)

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)

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)

Very Rare Tracy Newton 2nd Generation Florida Highwaymen , Son Of Sam Newton

$1,990.00
Signed lower right.
Seller: alice_callahan_estate_sales (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)

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)

Very Rare Chico Wheeler Florida Highwaymen Hall Of Fame, Signed Florida Night

$2,990.00
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. The moon lights up the old St Lucie River, this is a large beautiful piece.
Seller: alice_callahan_estate_sales (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)

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)

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)

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)

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)

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 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)

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)

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)

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 (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)

Florida Afternoon ,in Great Detail Highwaymen Painting Master Piece By Al Black

$2,950.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

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

$924.95
Rodney has not painted for over 1 year. Rodney had just begun painting again.
Seller: treasurecoastcollectibles1 (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 Jonny Damiels Florida Highwaymen Legend, Mixed Media ,oil On Canvas Signed

$2,990.00
Seller: alice_callahan_estate_sales (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)

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)

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

$874.95
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)

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)

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

$824.00
Florida waterway and landscape.
Seller: treasurecoastcollectibles1 (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)

Original Florida Landscape Highwaymen Palm Trees Cranes Rock Lake Yuka Plants Sc

$5,229.99
Oil / acrylic painted on canvas. Crackling on top from age. Around 1970's. NOT a reproduction. Width 27 x 37. Vibrant colors.
Seller: tonycej (99.0% positive feedback)

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

$2,100.00
Ernie Squier. DATE: 1968.
Seller: midbeachmaven (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)

A. E. Backus Yellow Hibiscus - Rare And Lovely!

$8,000.00
A. E. Backus Yellow Hibiscus - rare and lovely!.
Seller: boomerbidee (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)

Florida Afternoon ,in Great Detail Highwaymen Painting Master Piece By Al Black

$2,650.00
Oil on Board - signed lower right.
Seller: alice_callahan_estate_sales (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)

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 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)

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)

Michael M Sears Original Signed Oil Painting On Board Florida Palms

$749.00
Michael M Sears Original Signed Oil Painting On Board FLORIDA Palms. Please see pics for description. This painting is in very good, pre-owned condition. The actual board is 15"x13". The frame measurements are shown in pics. 1BR0098100921
Seller: 1shakespeare1 (100.0% positive feedback)

Art Fronckowiak (1949-2009) Hand Signed & Embellished Giclee Artist Proof (Ap)

$1,699.99
His landscapes, reminiscent of the renowned Hudson River School, have a soft, romantic quality that readily evokes mood and atmosphere. His floral, architectural works create a sense of peacefulness and invite the viewer to linger and enjoy.
Seller: decal_universe_inc (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
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)

Earl Barber “the Lost Highwayman” Discovered After Book Publishing Read Article

$2,000.00
oil paintings original signed framed large florida highwaymen art Earl Barber. Earl Barber “The Lost Highwayman” discovered AFTER book publishing read article
Seller: carjam-8302 (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)

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

$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)

Earl Barber “the Lost Highwayman” Discovered After Book Publishing Read Article

$2,000.00
oil paintings original signed framed large florida highwaymen art Earl Barber. Earl Barber “The Lost Highwayman” discovered AFTER book publishing read article
Seller: carjam-8302 (100.0% positive feedback)

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

$3,444.95
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)

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

$544.95
This painting was newly painted by our friend Rodney.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rare A.e. Backus Florida Sketch On Paper "Paurotis Everglades"Framed Highwaymen

$1,999.00
Florida Sketch - Signed in print lower right. PAUROTIS - EVERGLADES. 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 Oil On Masonite Framed COA

$674.95
RODNEY PAINTED THIS BEAUTY WITHIN THE PAST THREE YEARS.
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)

Rare A.e. Backus Florida Sketch On Paper "Lake Yale Florida " Framed Highwaymen

$1,599.00
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. Sketch - Signed lower right.
Seller: alice_callahan_estate_sales (100.0% positive feedback)

Rare A.e. Backus Florida Sketch On Paper Everglades Framed Highwaymen

$1,599.00
Florida 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)

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)

Rare A.e. Backus Pencil Sketch On Paper "The Crab Sellers " Framed Highwaymen

$1,999.00
Pencil Sketch - Signed lower right. 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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