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.

1989 Highwaymen Robert Butler Signed Ap Framed Print Of COAchman Mcmullen Cabin

$1,999.00
NOTE: IN BEAUTIFUL PRE-OWNED CONDTION.
Seller: collecting-the-past (100.0% positive feedback)

Al Black Florida Highwaymen Lavender Sunset Large Detailed Masterpiece

$2,699.00
The artwork is created using oil painting technique on cardboard material, with a style that showcases realism. The subject is a breathtaking Florida sunset that will transport viewers to a peaceful and serene setting.
Seller: speakeasy129 (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,999.00
Oil on Board - signed lower right.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Highwaymen Artist Sam Newton Oil Painting - Florida Highwaymen

$2,450.00
This stunning painting by Sam Newton showcases the beauty of Florida's landscapes. With its vibrant colors and intricate details, it captures the essence of the state's natural wonders.
Seller: cdmars (100.0% positive feedback)

Highwaymen Artist Sam Newton Oil Painting - Florida Highwaymen

$2,350.00
This stunning painting by Sam Newton showcases the beauty of Florida's landscapes. With its vibrant colors and intricate details, it captures the essence of the state's natural wonders.
Seller: cdmars (100.0% positive feedback)

Exquisite Al Black Highwaymen Painting One Of The Original 6

$950.00
Oil on masonite.
Seller: blueroad (100.0% positive feedback)

Highwaymen Paintings - Charles Walker

$12,000.00
Highwaymen Charles Walker. One of his early paintings on board 11” x 14” Frame measures 19” x 22”HighwaymenHighwaymanHighway menHighway manFlorida landscape
Seller: walterfletcher (100.0% positive feedback)

Florida Highwaymen Paintings Original

$650.00
florida highwaymen paintings original.
Seller: jaccoo-7078 (0.0% positive feedback)

Classic Sam Newton Stormy Rio Mar Highwaymen Painting

$4,300.00
Oil on masonite 20”x16”.
Seller: blueroad (100.0% positive feedback)

Florida Highwaymen Painting - Original R A Roy Mclendon

$7,000.00
This stunning Florida Highwaymen painting depicts a beautiful scene of a beach marsh with a palm tree and sail boats in the ocean. The artist, R A ROY MCLENDON, has beautifully captured the essence of this peaceful landscape using oil painting technique on canvas. The painting is an original piece and has been signed by the artist. Measuring at a medium size, this painting is perfect for anyone who loves to collect art. It comes framed, Whether displayed in a home or office, this painting is sure to add a touch of serene beauty to any space.
Seller: jale-3702 (0.0% positive feedback)

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

$3,695.00
This handcrafted painting features a stunning Florida landscape with intricate details that capture the essence of its beauty. This original oil painting was produced in the 1970s in the United States and is a perfect addition to any art collection or for those who appreciate realism and the beauty of landscapes.
Seller: marblemike (100.0% positive feedback)

Indian River School Florida Highwaymen Johnny Stovall

$3,795.95
Up for sale is this commissioned oil on canvas board by artist Johnny Stovall. Johnny is a friend of my family and I had him paint this painting along with another commissioned painting. This painting and the other work is one of his best works.
Seller: mikespike66 (100.0% positive feedback)

🔥 Important Vintage Florida Highwaymen Landscape Oil Painting, 1950s - Huge

$6,500.00
I have found information on a Harold H High (b. 1936,) who once resided in Lithia, Florida, about an hour and a half drive from Brooksville. I believe this is likely the artist of this painting. The artistic style, color palette, and materials used in this piece have striking similarities with Sam Newton, Harold Newton, and Lem Newton, who may have worked closely with the artist of this piece.
Seller: willsusa_utzeqm (99.3% positive feedback)

Original Vintage Charles "Chico" Wheeler Florida Highwaymen Signed Oil Painting

$975.00
The size of the painting is 21wx 18h, making it a perfect addition to any art collection.The technique used to create this painting is oil on canvas, which adds depth and texture to the piece. This painting is signed by the artist and is a valuable addition to any collection of paintings.
Seller: koo22 (100.0% positive feedback)

Sam Newton, Highwaymen Painting

$5,200.00
Sam Newton Florida Highwaymen signed oil painting on board, framed H 27.6 x W 23.9
Seller: jerutledge (0.0% positive feedback)

Wonderful Al Black Highwaymen Painting One Of The 6 Original Artists!

$950.00
Oil on masonite.
Seller: blueroad (100.0% positive feedback)

Sam Newton - Highwaymen Paintings - 1982

$5,400.00
original Highwaymen painting - Sam Newton - 1982
Seller: phibe_4942 (0.0% positive feedback)

Exquisite Al Black Highwaymen Painting One Of The Original 6

$950.00
exquisite Al Black highwaymen painting one of the original 6. Condition is Used. Shipped with USPS Priority Mail.
Seller: blueroad (100.0% positive feedback)

Sam Newton, Florida Highwaymen, Oil On Masonite Painting, Dated 1992

$3,499.99
The painting is in excellent condition, see pictures. It is a very pretty painting done by Sam Newton dated 1992. The painting is ready to hang and enjoy! The painting is available to preview before purchasing if so desired.
Seller: floridaartonline (100.0% positive feedback)

Original Highwaymen, Highwayman,painter Rodney Demps 12in X 24in R Demps Art

$800.00
This is an Original Highwayman, Highwaymen  painting , It's painted on Wood panelling, It has 2 holes from the original paneling,on each side of the painting. From old remoded house in Fort Pierce,Florida . Somewhere ? Cool Picture!
Seller: hasamuck (99.5% positive feedback)

Old Rare Early Vintage Antique 1880s 1890s Florida Crane Oil Painting Highwaymen

$900.00
You can see the backing in its original state, I am not sure who the artist is, any information would be gratefully appreciated. Painting is old but looks good and displays well for its age.
Seller: floridapicker2010 (99.8% positive feedback)

Sam Newton Original Florida Highwaymen Artwork Sunshine Climbs Painting Board

$5,495.00
Oil on Masonite - signed lower right . Warm sunshine climbs over a backlit thunderhead as it lights up the morning sky. Condition: Very Fine. Amidst the usual allure of marsh vistas and the ethereal dance of pink and purple clouds, step into a realm where the sunburst sky ignites in hues of orange, and where the canvas reveals more than just sandy shores and beach dunes.
Seller: cvtreasures (100.0% positive feedback)

Original Highwaymen Painting By Willie Daniels Oil On Upson Board 27”x33”

$2,400.00
This painting needs nothing. It recently has been professionally cleaned. It’s perfect and ready to be hanged and enjoyed for years.
Seller: boudazuffa (99.6% positive feedback)

1994 Highwaymen Robert Butler Signed Print "A Homestead Remembered" Le 542/1000

$1,299.99
NOTE: THERE IS A DEAD ANT INSIDE AT THE BOTTOM LEFT OF THE PRINT.
Seller: collecting-the-past (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,999.00
Oil on Board - signed lower right. The sun sets at the old St Lucie River, this is a large beautiful piece.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,999.00
Oil on Board - signed lower right. Old A1A at the St Lucie River, this is a large beautiful piece.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Highwaymen Painting Collectible Items Highwaymen Memorabilia Vhs Signed Calendar

$1,500.00
Having 2 of these pamphlets would let you display both the outside and inside together for a nice display.
Seller: treasureoaks22 (100.0% positive feedback)

Original Highwaymen Painter Rodney Demps 24” X 36” Wide R Dempd Ser

$1,499.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Al Black Highwaymen Painting 'backwater Birds' On Upson Board

$1,795.00
Excellent condition.
Seller: brams4334 (100.0% positive feedback)

A.e. "Beanie" Backus Painting (Highwaymen) 1960s

$18,500.00
“I have owned the painting for 20 years and believed until 2022 that it was done as a collaboration between Al Hair and Backus. I showed them this painting. Both of them were certain that it was a Backus.
Seller: midbeachmaven (100.0% positive feedback)

Al Black Florida Highwaymen Signed "Blackwater Colors" Oil On Masonite Painting

$1,200.00
This is a beautiful Al Black (Original Florida Highwaymen) signed "Blackwater Colors" oil on Masonite painting. This measures 22 by 30 inches just the painting and framed 24 by 34 inches and is in excellent condition but frame has a few nicks. A rare estate find that will add elegance to any decor. Own a piece of Florida history with this beautiful painting.
Seller: beachantiques (100.0% positive feedback)

Al Black Fla. Highwaymen Signed "Raintree" Oil On Masonite Painting (18 By 24")

$825.00
This is a beautiful Al Black (Original Florida Highwaymen) signed "Raintree" oil on Masonite painting. This measures 18 by 24 inches just the painting and framed 21 by 26 inches and is in excellent condition. A rare estate find that will add elegance to any decor. Own a piece of Florida History.
Seller: beachantiques (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: angela_adessa_estate_sales (100.0% positive feedback)

Rare A.e. Backus Florida Sketch On Paper "Pine Country " Framed Highwaymen

$1,599.00
This rare lithographic print titled "Pine Country" depicts the beautiful landscape of Florida, USA. Featuring a stunning scene of the Florida wilderness, this print captures the essence of the state's natural beauty.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Al Black Original Highwaymen Signed Oil On Board 36 X 24

$3,000.00
Born in 1947 near Jackson, Miss., stories of Black’s life until his early 20s are devoid of any hint that life as an artist awaited him. In his teens he labored as a fieldworker picking vegetables and fruit, later graduating to various roles as a driver.
Seller: marketingholders (99.8% positive feedback)

James Gibson Florida Highwaymen Oil On Udon

$1,800.00
James Gibson Florida Highwaymen Oil On Udon Painting Size including frame - 32 1/2” x 25 1/2”Selling as is - no returns - no refundsHas a nick in the paint near the bottom left side (photo included)Bottom left corner of frame has slight damage/separation (photo included) Buyer pays shippingLocal pickup available
Seller: bailey_n_co (100.0% positive feedback)

Al Black Original Florida Highwaymen Signed Oil On Board Beach Scene (24 By 36")

$1,450.00
This is a beautiful Al Black signed (Original Florida Highwaymen) oil on board painting of a beach scene. This measures 24 by 36 just the painting and in whole 32 by 44 inches and is in very good condition but has a couple light lines in upper corner of painting as pictured. Comes in as is condition. A rare estate find that will add elegance to any Florida history decor.
Seller: beachantiques (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)

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

$2,000.00
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 Original Highwaymen Signed Oil Painting On Board 36” X 24 (Ab3624sf08)

$2,750.00
Born in 1947 near Jackson, Miss., stories of Black’s life until his early 20s are devoid of any hint that life as an artist awaited him. In his teens he labored as a fieldworker picking vegetables and fruit, later graduating to various roles as a driver.
Seller: marketingholders (99.8% positive feedback)

Highwaymen Painting - Al Black

$1,200.00
Oil on Board - signed lower right.
Seller: flholliday (0.0% positive feedback)

Rare Vintage Highwaymen James Gibson Painting On Upson Board Painted Approx 1965

$3,150.00
Painted approx.
Seller: jimterr1 (100.0% positive feedback)

Rare Vintage Highwaymen James Gibson On Upson Board Approx. 1965

$2,799.00
Painted approx.
Seller: jimterr1 (100.0% positive feedback)

Rare Authenic James Gibson Florida Highwaymen Oil On Board "Mid Day Sun "

$3,999.00
Oil on Board - signed lower right. Beautiful knife cut with full palm and and by the river side. 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: angela_adessa_estate_sales (100.0% positive feedback)

Original Highwaymen Painting Master Piece By Al Black "The North Fork "

$2,599.00
Oil on Board - signed lower right.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

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

$2,744.00
Signed and dated ('78) bottom right •COA. Gorgeous painting, is in excellent condition.
Seller: cdifl (100.0% positive feedback)

Johnny Daniels (D.) HOF FL Highwaymen Signed Oil On Vintage Masonite Framed COA

$1,994.00
Nice painting by Johnny Daniels.
Seller: cdifl (100.0% positive feedback)

R.a. Mclendon Florida Highwaymen Lagoon Oil On Upson Painting "Florida Lagoon"

$5,990.00
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Rodney Demps HOF Highwaymen Painting Oil On Canvas Panel Florida Waterway Road

$1,100.00
3 birds take flight to the left of the scene as a stiff breeze moves in. Painting is in good condition, nice shine to oils.
Seller: mleighcannon-4 (100.0% positive feedback)

Al Black Royal Poinciana Unbelievable Detail Highwaymen Painting Master Piece

$2,799.00
Oil on Board - signed lower right.
Seller: angela_adessa_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: angela_adessa_estate_sales (100.0% positive feedback)

Rare Authentic Early Signed Willie Daniels Florida Highwaymen Oil On Upson Board

$12,500.00
"Caveat Emptor!". The painting does have a few spots of paint loss in the top left and bottom left corners. So therefore, I am unable to speak to those who wish to indulge in "elective stupidity.". He passed away at the age of 71 on September 19, 2021 in Fort Pierce, Florida.
Seller: artlinc.net (100.0% positive feedback)

Chico Wheeler Florida Highwaymen Sunset With COA, From Street Corners To Museums

$3,999.00
Oil on Masonite - signed lower light. Executed in brush and palette knife. Includes COA.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,699.00
Oil on Board - signed lower right. Beautiful Royal poinciana in full bloom with fire in the sun set, this is a beautiful piece.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,299.00
Oil on Board - signed lower right. Beautiful jacarande tree in full bloom with the early morning sun, this is a beautiful piece.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Issac Knight D HOF Fla Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$674.00
Signed oil on canvas panel by Issac Knight.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Curtis Arnett HOF Florida Highwaymen Painting Signed Oil On Masonite Framed COA

$4,769.00
Oil on Masonite - signed lower right corner •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Curtis Arnett HOF FL Highwaymen Painting Signed 2x Oil On Upson Board Framed COA

$844.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,744.00
Gorgeous painting, is in excellent condition.
Seller: cdifl (100.0% positive feedback)

R.l. Lewis HOF Florida Highwaymen Painting Signed 2x Oil On Canvas Panel Framed

$694.00
Hand signed 2x.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Sylvester Wells (D.)hof Fla Highwaymen Painting Signed 2x Oil/ Panel Framed COA

$1,994.00
Sylvester is now blind and lives in quiet solitude with his sister. Hand signed 2x.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,431.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

R.l. Lewis HOF Florida Highwaymen Painting Signed 2x Oil On Canvas Panel Framed

$1,649.00
Hand signed 2x.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rare Tracy Newton 2nd Generation Florida Highwaymen Oil On Board Framed

$699.00
OLD AND ORIGINAL PAINTING SIGNED TRACY NEWTON WHICH MEASURES 17 1/2 X 14 1/2 ..TRACY IS THE SON OF THE FAMOUS NEWTON ONE OF THE MOST FAMOUS FLORIDA HIGHWAY MAN PANTER.  IT IS BEING OFFERED AT A SUPER GREAT PRICE ..IT HAS A LOT OF DETAILS  SEE PHOTOS ATTACHED.
Seller: morrigan98 (98.3% positive feedback)

Lemuel Newton (Dec'd) HOF FL Highwaymen Vintage Painting Signed Oil On Upson COA

$4,620.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Issac Knight D HOF Fla Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$1,399.00
Signed oil on canvas panel by Issac Knight. Painting is n excellent condition.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Sam Newton HOF Florida Highwaymen Painting Signed Oil On Upson Board Framed COA

$5,929.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$3,778.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$994.00
CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. Oil on Masonite - signed lower right •COA. Signed oil on Masonite by Chico Wheeler.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Johnny Daniels (D) HOF FL Highwaymen Painting Signed Oil On Upson Brd Framed COA

$2,745.00
Signed lower right.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Sam Newton HOF Florida Highwaymen Painting Signed Oil On Upson Board Framed COA

$5,279.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,844.00
CARNELL SMITH (Dec'd 2015) HOF FL. Oil on Masonite - signed lower right •COA. Signed oil on Masonite by Carnell Smtih.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Issac Knight D HOF Fla Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$644.00
Signed oil on canvas panel by Issac Knight.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$724.00
Oil on Masonite signed lower right •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,994.00
CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. Oil on Masonite - signed lower left •COA. Signed oil on Masonite by Chico Wheeler.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,419.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rodney Demps (Dec'd) HOF Fl. Highwaymen Painting Signed X2 Painting Framed COA

$674.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Original Highwaymen Painter Rodney Demps 24” X 36” Wide R Dempd Ser

$1,499.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Original Highwaymen Painter Rodney Demps 12in X 24in R Demps Art

$1,000.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. In a 2013video interview with. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Vintage Oil Painting 22x24 Canvas Sgn Newton ? Highwaymen Old Village People

$850.00
Old Village town people. Vtg Oil Painting 22.5x24.5" Canvas.
Seller: ioccog (99.8% positive feedback)

Original Highwaymen Painter Rodney Demps 24” X 36” Wide R Dempd Ser

$1,499.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Original Highwaymen Painter Rodney Demps 12in X 24in R Demps Art

$1,000.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. In a 2013video interview with. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Al Black Fla. Highwaymen Signed "Sunset Pines" Oil On Masonite (18 By 24")

$825.00
This is a beautiful Al Black (Original Florida Highwaymen) "Sunset on Pines" oil on Masonite painting. This measures 18 by 24 inches just the painting and framed 21 by 26 inches and is in excellent condition. A rare estate find that will add elegance to any decor and own a piece of Florida history.
Seller: beachantiques (100.0% positive feedback)

Sam Newton HOF FL Highwaymen Signed Oil Painting On Canvas Panel Framed COA

$2,759.00
Painting is in fine condition.
Seller: cdifl (100.0% positive feedback)

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

$5,400.00
Painting is in fine condition.
Seller: cdifl (100.0% positive feedback)

Original Highwaymen Painter Rodney Demps 24” X 36” Wide R Dempd Ser

$1,499.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

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

$3,994.00
Signed lower right corner •COA.
Seller: cdifl (100.0% positive feedback)

Chico Wheeler Florida Highwaymen River Sunrise

$2,999.00
Full palette knife. The sky awakens as the sun rises over the river. Chico is known for his detailed landscapes.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Al Black Florida Highwaymen "Tranquil Bay" Florida Hall Of Fame, Signed & Dated

$2,995.00
The large painting on board material depicts a serene bay with lush greenery and a tranquil blue sky. The piece is an original and signed by the artist, making it a valuable addition to any art collection.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,999.00
Oil on Board - signed lower right.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Isacc Knight, Original Highwaymen Painting 18"X24" Oil On Canvas

$1,798.00
Isacc Knight, Original Highwaymen Painting. 18"x24" Canvas + Frame size. Oil on Canvas. Beautifully enchanting. 🌴 "Palms and Sailboat Sunrise" Excellent condition. Beautiful solid wood frame, crafted by artist. Fantastic color, relaxing vibe.
Seller: gmrdes_64 (100.0% positive feedback)

Unbelievable Detail Original Highwaymen Painting Master Piece By Al Black

$2,999.00
Oil on Board - signed lower right. "On the way to the river", this is a large beautiful piece.
Seller: angela_adessa_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 sun setting on the glades, this is a large beautiful piece.
Seller: angela_adessa_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: angela_adessa_estate_sales (100.0% positive feedback)

Original Chico Wheeler Florida Highwayman Painting On Upson In Original Frame 

$1,000.00
Original CHICO WHEELER Florida Highwayman Painting On Upson In Original Frame. Very old and from my personal collection. His signature is hidden by the frame, so you have to loosen the nails in the back of the frame to see Chico's signature. 100% of proceeds go to charity. Non-smoking home. Nice pallet knife work on this. A lovely and affordable painting to add to or start your Florida Highwaymen collection. Please ask all questions prior to purchase.
Seller: friends-of-manatees (100.0% positive feedback)

Rare Authenic James Gibson (1938-2017)florida Highwaymen Oil On Board "Red Sky

$3,999.00
Oil on Board - signed lower right. Light red tone with pine trees and coming into view by the river side. 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: angela_adessa_estate_sales (100.0% positive feedback)

Original Highwaymen Painter Rodney Demps 12in X 24in R Demps Art

$1,000.00
“I painted a lot of Florida scenes. I used to watch him paint. The more you do it, it gets cleaner and cleaner.”. He died on June 17, 2020. In a 2013video interview with. ART FOR SALE.
Seller: marketingholders (99.8% positive feedback)

Al Black HOF Florida Highwaymen Paintings (2) Oil On Masonite Framed COA

$1,999.00
Gorgeous paintings by Al Black.
Seller: cdifl (100.0% positive feedback)

Johnny Daniels Florida Highwaymen Golden Sunrise Oil On Board Large Stunning COA

$5,990.00
Including a certificate of authenticity.
Seller: angela_adessa_estate_sales (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)

Indian River School Florida Highwaymen Johnny Stovall

$3,795.95
Up for sale is this commissioned oil on canvas board by artist Johnny Stovall. Johnny is a friend of my family and I had him paint this painting along with another commissioned painting. This painting and the other work is one of his best works.
Seller: mikespike66 (100.0% positive feedback)

Al Black HOF Florida Highwaymen Paintings (Lot Of 3) Oil On Masonite Framed COA

$2,444.00
Gorgeous paintings by Al Black. SOLD AS A SET OF THREE PAINTINGS.
Seller: cdifl (100.0% positive feedback)

Rare Jonny Damiels Florida Highwaymen Legend, Mixed Media ,oil On Canvas Signed

$2,990.00
Seller: angela_adessa_estate_sales (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)

Rare Authenic Al Black Florida Highwaymen Oil On Board 16"X20" Estate Find

$1,599.00
RARE AUTHENIC  AL BLACK FLORIDA HIGHWAYMEN OIL ON BOARD 16"x20" Estate Find
Seller: hatti1606 (97.9% 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 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: angela_adessa_estate_sales (100.0% positive feedback)

Jupiter Lighthouse By Vtynes Nephew Of James Gibson Original Florida Highwaymen

$1,500.00
Jupiter Lighthouse Oil on canvas24in X 12in canvas and Frame 29 1/2in X 15 1/2This stunning painting of the Jupiter Lighthouse, created by artist Vtynes and nephew of the renowned James Gibson, is a true masterpiece. The attention to detail and use of vibrant colors truly bring this Florida Highwaymen original to life. The painting features the iconic Jupiter Lighthouse, which stands tall against a backdrop of lush greenery and a serene blue sky. This piece is perfect for any art lover who appreciates the beauty of nature and wants to add a touch of elegance to their collection. Don't miss out on this one-of-a-kind piece of art!
Seller: sunsetartstudiollc (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)

🔥smitty - Florida Landscape Artist - Oil Painting, Florida Highwaymen Protege,

$906.50
OIL ON BOARD by SMITTY aka Glenn Smith. Smitty is self tought, Also received pointers from Backus and Several.
Seller: luckyfindbrokers (99.6% positive feedback)

Alfred Hair 24x36 'moonlit River Palms' Stunning Details Circa 1960s

$7,999.00
Moonlit river scene with two tall palms, a cabbage palm, spanish moss, heavy palette knife work.
Seller: angela_adessa_estate_sales (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)

Johnny Daniels (D.) HOF FL Highwaymen Signed Oil On Vintage Masonite Framed COA

$2,994.00
Nice painting by Johnny Daniels.
Seller: cdifl (100.0% positive feedback)

Authenic Al Black Florida Highwaymen Oil On Board "St Lucie River" Great Detail

$2,990.00
Oil on Board - signed lower right. The sun rises high into the sky on a beautiful afternoon on the river.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Al Black Majestic Tabebuia Unbelievable Detail Highwaymen Painting Master Piece

$2,999.00
Oil on Board - signed lower right.
Seller: colossian-brothers (80.0% 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: angela_adessa_estate_sales (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: angela_adessa_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: angela_adessa_estate_sales (100.0% positive feedback)

Al Black HOF Florida Highwaymen Paintings (2) Oil On Masonite Framed COA

$1,874.00
Gorgeous paintings by Al Black.
Seller: cdifl (100.0% positive feedback)

🔥smitty - Florida Landscape Artist, Oil Painting, Florida Highwaymen Protege,

$634.55
Started restoring art and painting in the 90's.
Seller: luckyfindbrokers (99.6% 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)

Emmett Fritz, Oil On Masonite Painting

$1,499.99
This painting is a harbor scene from Gloucester, Massachusetts, depicting the boats and docks. It is beautifully done. I am not sure how many paintings he did of Gloucester. The artist's card is on the back of the painting and is titled Gloucester 1953.
Seller: floridaartonline (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)

Rodney Demps (1953-2017) Original Florida Highman Palm Trees Overlooking Estuary

$1,499.00
Oil on masonite artist board depicting curved palm trees with long fronds overlooking an estuary in the background.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Rodney Demps (1953-2017) Original Florida Highman Palm Trees Overlooking Estuary

$1,499.00
Oil on masonite artist board depicting curved palm trees with long fronds overlooking an estuary in the background.
Seller: angela_adessa_estate_sales (100.0% positive feedback)

Jacob Hitt Large 30x40cm Futuristic Mona Lisa W/ Digital COA

$1,000.00
Seller: mojotalent (87.2% positive feedback)

Rare A.e. Backus Florida Sketch On Paper " Cypress Swamp" Framed Highwaymen

$1,599.00
It features the work of renowned artist A.E. Backus (1906-1990) and is part of the original production from 1976. The piece is signed by Backus himself, adding to its rarity and value. The piece captures the essence of Florida's natural beauty, with a focus on the cypress swamp region.
Seller: angela_adessa_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: angela_adessa_estate_sales (100.0% positive feedback)

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

$1,599.00
Sketch - Signed lower right. LAKE YALE 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: angela_adessa_estate_sales (100.0% positive feedback)

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

$3,994.99
Very Big Very Old. Very Rare.
Seller: cryp (99.4% positive feedback)

Issac Knight D HOF Fla Highwaymen Paintings X2 Signed Oil On Upson Bd Framed COA

$2,459.00
Never seen before paintings.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$979.00
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)

Issac Knight D HOF Fla Highwaymen Painting Signed Oil On Canvas Framed COA

$4,199.00
ISSAC DID NOT PAINT A LOT OF CANVAS PAINTINGS. Magnificent, rare commissioned painting.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Issac Knight D HOF Fla Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$1,753.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

R.l. Lewis HOF Florida Highwaymen Painting Signed 2x Oil On Canvas Panel Framed

$794.00
Hand signed 2x.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$944.00
Rodney has not painted for over 1 year, but has begun putting out work again.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,193.00
Painting is in excellent condition.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$3,849.00
Signed and dated ('67) lower right.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,044.00
Never before seen portrait painting. On the back, "The Black Widow". This painting was well looked after.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Issac Knight D. HOF FL Highwaymen Painting Signed Oil On Canvas Panel Framed COA

$624.00
Signed 2x oil on canvas panel by Issac Knight.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,099.00
Rodney has not painted for over 1 year. Rodney had just begun painting again.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,679.00
Hand signed.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Rodney Demps HOF Fl. Highwaymen Painting Signed X2 On Canvas Panel Framed COA

$699.00
Rodney has not painted for over 1 year. This painting was newly painted, after Rodney decided to paint, once again.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,679.00
Hand signed.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Doretha Hair (Widow Of Highwayman Alfred Hair) Signed Oil On Masonite Framed COA

$543.00
This is a Doretha Hair original.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$544.00
This painting was newly painted by our friend Rodney.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$974.00
Oil on Masonite signed lower right •COA. Signed oil on Canvas Panel by Al Black.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$944.00
Oil on Masonite signed lower right •COA. Florida waterway and landscape.
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)

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

$1,474.00
Oil on Masonite signed lower right •COA. Signed oil on Canvas Panel by Al Black.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Chico Wheeler (D) HOF FL Highwaymen Painting Signed 2x Oil - Masonite Framed COA

$1,644.00
CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. Oil on Masonite - signed on back only •COA. Signed oil on Masonite by Chico Wheeler. NOTE: Painting not signed on front because it is an unfinished work.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,894.00
Palm tree leaning into the warmth of the evening sun. Hand signed. CARNELL SMITH (Dec'd 2015) HOF FL.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,494.00
Oil on Masonite signed lower right •.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Roy Mclendon HOF Florida Highwaymen Singed Oil On Canvas Framed COA

$3,800.00
Hand signed. ROY McLENDON HOF FLA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$844.00
Oil on Masonite signed lower right •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,749.00
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)

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

$1,244.00
Oil on Masonite signed lower right •COA. Signed oil on Canvas Panel by Al Black.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$999.00
Oil on Masonite signed lower right •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$2,474.00
• COA Tranquil moonlit water.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$1,274.00
Oil on Masonite signed lower right •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$844.00
Oil on Masonite - signed lower left •COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$744.00
RODNEY PAINTED THIS BEAUTY WITHIN THE PAST THREE YEARS.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

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

$974.00
Oil on Masonite - signed 2x lower left and on the back•COA.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Serena Williams By Chico Wheeler (D) Highwaymen Oil Painting Signed Framed COA

$5,695.00
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Charles "Chico" Wheeler (D.2019) HOF Highwaymen Sketch "Boat" Signed Framed COA

$779.00
Certificate of authenticity written and signed by 'Charles "Chico" Wheeler.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

Charles "Chico" Wheeler (D.2019) Unsigned Last (Uncompleted) Sketch Framed

$529.00
Chico usually sketched his work prior to painting and this is one that was found by his estate after Chico's passing on 7/11/2019.
Seller: treasurecoastcollectibles1 (100.0% positive feedback)

A. E. Backus Double Signed Print Of The Iconic "Flamboyant" Royal Poinciana

$1,999.99
All original, authentic, A.E. Backus double signed print of one most iconic paintings Backus painted. The print was then signed again by Backus. The print is beautifully matted. The print is for local pickup only.
Seller: floridaartonline (100.0% positive feedback)
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