Highwaymen Art For Sale

Original Florida Highwaymen painting by Rodney Demps (1953 - 2020) Oil painting. Signed. 24 x 48 unframed. Framed 53 × 29 Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Ellis Buckner (1943 - 1991) oil on canvas. Behold in silent wonderment an awe inspiring Ellis moonlit masterpiece. There is a small speck on missing paint in the top right hand corner. Canvas measures 16 x 20 framed to an overall size of 21 x 25. Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Original Florida Highwaymen painting by Harold Newton (1934 - 1994). Oil painting with lovely water hyacinths. Signed. 24 x 30 unframed. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

I manage Mission Valley Golf & Country Club in Nokomis. The color palete differs from many of Mr. Gibson's early works, it is much "lighter".

I manage Mission Valley Golf & Country Club in Nokomis. Beautiful Sam Newton river scene. Ready to hang.

I manage Mission Valley Golf & Country Club in Nokomis. The light in this painting and blended sky is simply spectacular! Mr. Newton is considered by many to be Florida's best living landscape artist, paintings like this is the reason why.

Beautiful piece with lots of fire.

Ready to hang. This is an early example of his work. You can see the influence of A.E. "Bean" Backus in this Indian River rendering. I manage Mission Valley Golf & Country Club in Nokomis. An early display of his raw talent and ability to capture "motion" at an early age.

CANVAS PANEL 13 X 16.

The story of the movie revolves around Mr. Hair who was tragically killed in 1970. I manage Mission Valley Golf & Country Club in Nokomis.

This is a beautiful Al Black signed (Original Florida Highwaymen) oil on board painting of bird and trees over body of water with red sky. This measures just the painting 15 by 19 inches and framed 18 by 23 inches and is in excellent condition. A rare estate find that will add Florida History and elegance to any decor. Sorry to say Al Black had passed away on Monday 05-12-2025.

This is a beautiful Al Black (Original Florida Highwaymen) signed oil on Masonite board of tree and birds on the Glades. This measures 16 by 20 inches the painting only and framed 21 by 25 inches and is in excellent condition. A rare estate find that will add Florida History and elegance to any decor.

Original Florida Highwaymen painting by Issac Knight (1941 - 2022) Oil painting. Signed. 16 x 20 unframed. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

MASONITE 12 X24.

CANVAS 11 X 14.

The painting is signed by Lillie Knight on behalf of Issac Knight, adding to its unique history and value. Don't miss your chance to own a piece of Florida history with this stunning artwork. Signed Masonite by Lillie Knight, proxy for Issac Knight.

CANVAS PANEL 24 X 20.

Original piece in impeccable condition. Shipped carefully with FedEx. Currently hanging in a large room exposed to cigar smoke.

MASONITE 24 X 18.

MASONITE 16 X 24.

CANVAS PANEL 11 X 14.

This is aa rare Johnny Daniels (Original Florida Highwaymen 1954-2009) signed Golen Sunset with Egrets & Palms oil on upson. This measures 24 by 30 inches just the painting and framed 27 by 33 inches and is in excellent condition. A rare eseate find that will add elegance and Floride History to any decor.

MASONITE 14 X 11.

Oil on Masonite signed lower right •.

"Royal Poinciana Tree". Al ( Blood ) Black. LISTED ARTIST. Actual Size 24" x 36".

NOTE: THERE IS A DEAD ANT INSIDE AT THE BOTTOM LEFT OF THE PRINT.

Signed lower left. Palette knife and brush were used to create this scene of an inlet.

MASONITE 25 X 21.

MASONITE 12 X 24.

Very colorful and expertly painted by a James Gibson, one of the original 26 Highwaymen Artists. Painted on stretched canvas. 16” x 20” Framed dimensions: 20” x 24” Free pickup or local delivery. Highwayman highway men man

The product is an original highwaymen painting by artist RL Lewis, purchased directly from the artist. This medium-sized painting depicts a nature-themed landscape in a realist style, created using oil painting techniques on canvas. Produced in the United States during the 1980s, this one-of-a-kind piece captures the essence of the artist's unique vision and skill.

The product is a large oil painting created by artist Alfred Hair in the 1950s on upson board, depicting a picturesque landscape scene. This impressionist piece reflects the unique style and cultural influences of African American artists during the mid-20th century. Signed by the artist and originating from the United States, this painting captures the essence of the Highwaymen movement, known for its distinctive use of natural light and bold, expressive brushwork. I acquired this in the 70s in Florida.

Original Florida HIGHWAYMEN R.L. LEWIS Seaside With Sailboat Small 7” By 5”

Oil on Masonite - signed lower left •COA.

NOTE: IN BEAUTIFUL PRE-OWNED CONDTION.

CANVAS 36 X 18.

Oil on Masonite signed lower right •COA. Signed oil on Canvas Panel by Al Black.

This is a beautiful vintage Sam Newton (Original Florida Highwaymen) oil on board painting of a beach scene with palm trees over looking the ocean waves. This measures just the painting 23 by 27 inches and framed 27 by 31 inches and is in excellent condition. A rare estate find that will add elegance and Florida history to any decor.

Oil on Canvas signed lower right •.

Estate Palm Beach Florida Close to Mar al largo Signed Overall good condition Framed See images

#36 - ASK JOE.

Painting offered here is a rare oil on Masonite by St. Augustine artist Emmett Fritz . Mr. Fritz was a member of The Lost Colony Artist of St. Augustine. He was active thru the 50's 60's and 70's. This painting is not the typical street scene he was know for painting but a very nice beach scene . It is in excellent condition. 8'' x 12'' and ready to hang.

The product is a 30" x 36" oil painting by Highwaymen artist Isaac Knight. He was one of the 26 Original Highwaymen Artists. The painting is signed and dated, making it a unique and authentic piece of art. This classic yet simple Florida Landscape would make a striking addition to any art collection or home decor.

CANVAS 24 X 20.

This is a Norman Wright original.

CANVAS PANEL 7 X 5.

C H ALDERMAN O/M Florida Highwaymen Art Painting Oil On Masonite 17 X 27 See images some wear see images frame size not included in measurements Being sold in as is found condition No refunds no returns no exchanges

Oil on Masonite - signed lower light. Executed in brush and palette knife. Includes COA.

NEW HEZEKIAH BAKER JR. ORIGINAL PAINTING ON LINEN PANEL.

ORIGINAL PAINTING ON LINEN PANEL. PAINTING 20 X 16.

Don't miss the chance to own this original piece from the 1980s. Oil on Masonite signed lower right • Dated 1980.

Never before seen portrait painting. This painting was well looked after.

Hand signed.

CHARLES "CHICO" WHEELER (Dec'd 2019) HOF FL. This painting was done by Wheeler in the mid to late 1960's.

In like new condition.

My goal is for you to be 100% satisfied. Communication can solve so much. I do not have great photography skills but I try to get the most accurate photos I can.

MASONITE 8 X 20.

Original Florida HIGHWAYMEN R.L. LEWIS Moonlit FLORIDA EVERGLADES. Condition is New. Shipped with USPS Ground Advantage.

Hand signed.

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.

“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.

Certificate of authenticity written and signed by 'Charles "Chico" Wheeler.

This is a RARE R.A. (ROY) McLendon (1932-2024) (Original Florida Highwaymen) signed oil on board painting "1960's Northern fall Scene". This measures 23 by 35 inches just the painting and framed 27 by 38 inches and in excellent condition. On back is a photo of his son holding his dad's painting signed by his son also on paper. R. A. Mclendon signature is etched in right hand lower corner of the painting and is hard to see without flashlight. A rare estate find that will act elegance and Florida history to any decor.

Painting is in excellent condition.

A unique scene painted by James Gibson, one of the original 26 Highwaymen Artists. This scene is not often found. 12”x20” upson board with the original (repainted) frame This is a great painting for any small area you might have available to display it. Framed dimensions: 15 1/2” x 23 1/2” Free pickup or local delivery. Highway man men highwayman

CANVAS PANEL 7 X 5.

Oil on Masonite signed lower right •COA. Signed oil on Canvas Panel by Al Black.

Hand signed.

Oil on Masonite signed lower right •. Signed oil on Masonite by John Maynor.

Rodney has not painted for over 1 year. Rodney had just begun painting again.

Painted on old canvas board with a thick brushed and thick pallet knife technique. This painting has been professionally cleaned and preserved.

Material: Acrylic on canvas.

A fantastic classic James Gibson palm tree painting. James Gibson is one of the original 26 Florida HOF Highwaymen Artists. Oil on stretched canvas 14”x18” unframed dimension. Framed dimensions are approximately 17 1/2”x21 1/2”. Free pickup or local delivery available. Highwayman highway man men

Oil on Masonite - signed lower right•COA.

A fantastic River Road Poinciana Tree painting by Highwaymen Artists Willie Daniels, one of the original 26 Florida HOF Highwaymen Artists. Painted with oil on a 24”x12” masonite board, with the original extra wide crown molding frame. Framed dimensions: 28 1/2” x 16 1/2”. Free pickup or local delivery. Highwayman highway man men

Oil on Masonite signed lower right (x2) and lower left (x1) •COA. Created using oil on Masonite, they feature stunning blue skies over a serene Saint Lucie River. Don't miss the chance to own this one-of-a-kind piece (x3).

LEMUEL NEWTON (d) HOF FL HIGHWAYMEN SIGNED OIL PAINTING ON UPSON FRAMED COA. Condition is New. Shipped with USPS Priority Mail.

A.E. "BEANIE" BACKUS (d.). WITH ORIGINAL LITHO SKETCH PRINT •.

MASONITE 8 X 20.

Illegibly signed low left the painting depicts a tall cypress tree reaching out from the water dripping with Spanish moss while orange, yellow and green trees line the river.

Tracy is a second generation Highwayman. These are Tracy Newton originals.

Oil on Masonite - signed lower left •COA.

MASONITE 12.5 X 24.

CANVAS 24 X 18.

This limited edition print titled "Piney Woods" by A.E. "Beanie" Backus is a must-have for any art collector. Don't miss out on the opportunity to own this rare piece of art! PRINT 965/1000 COA. “Piney Woods” ltd edition 799/1000 HAND SIGNED.

Signed and dated ('78) bottom right •COA. Gorgeous painting, is in excellent condition.

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.

Rare painting of a boat house.

SYLVESTER WELLS HOF HIGHWAYMEN SIGNED ACRYLIC PAINTING ON CANVAS COA

Gorgeous painting, is in excellent condition.

Florida waterway and landscape.

With : Certificate of authenticity from Al Black.

A fine example of Newton’s mature style. His works stand out for their rich palette, striking depiction of tropical light, and energetic palette knife technique. The artist’s signature appears at the bottom.

• COA Tranquil moonlit water.

Avid collectors of these early works by the artists were happy to own the art and the artists enjoy the newly gained notoriety. Robert Butler’s art career began in Okeechobee Fl in 1963. All nine of his adult children carry on the art legacy.

The artwork is signed by A.E. Backus and is an original lithography print produced in 1976. This rare find is a must-have for any art enthusiast and would make a great gift as well.

Creating over 200,000 paintings in the 20th century. Provenance: Acquired directly from Al Black in 2024. With the certificate of Authenticity from Al Black. Origin: Florida.

Nice painting by Johnny Daniels.

This painting was newly painted by our friend Rodney.

Old Village town people. Vtg Oil Painting 22.5x24.5" Canvas.

Al Balck signature on lower right. Provenance: Al Balck collection.

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.

Nice painting by Johnny Daniels.

Including a certificate of authenticity.

Florida Landscape. Al Balck signature on lower right. Provenance: Al Balck collection.

HEZEKIAH BAKER (Dec'd) HOF FL.

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.

The inclusion of the ocean adds a sense of depth and tranquility to the painting, while the moon casts a gentle light over the water, creating a serene and atmospheric effect.

Signed lower right and numbered 965/1000 lower left. 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.

Al Black oil on upson signed lower right hand corner dated 83’ item is unique in a way that swans where used instead of birds 36 x 24 Framed

Refer to photos for more details. The contrast between the lush red foliage and the serene water creates a striking visual effect. Signature: Signed by artist "K Hair".

Wow - What a Chico ! One of the best out there !

None of the band had formal art training, but shared techniques and styles as they each developed in their craft. Faintly in the back ground one sees just the hint of rain in the distance, drawing one's eyes into the heart of the painting.

Official number is 26 artists. this painting on canvas showcases the artist's skill and creativity. Whether you are an art collector or simply looking for a beautiful piece to adorn your walls, this painting is an excellent choice.

Oils on Masonite Signed.

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.

Signature: Signed by the artist, R. Edwards. Condition report: The painting is in pristine condition with no visible flaws or signs of wear. The colors are vibrant, and the paint layers are well-preserved.

Tracy is a second generation Highwayman. TRACY NEWTON - SON OF FLORIDA HIGHWAYMAN SAM NEWTON - OIL PAINTING ON CANVAS PANEL- SIGNED - COA. This is a Tracy Newton original.

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.

This is a Doretha Hair original.

Oil on masonite artist board depicting curved palm trees with long fronds overlooking an estuary in the background.

DARRIN REAGAN SON OF HOF HIGHWATMEN WILLIE REAGAN SIGNED CANVAS PAINTING COA

Tracy Lane. SouthwestArt Magazine, December 2012, show preview "Tracey Lane and Kim Brown". 3 Piece Painting on Wood. Signed on Rear. Green Art: Roots, Trees, and Leaves, by Ashley Rooney, 2013. Regarding condition/authentication issues or general product facts .

Artist signed lower right as shown.

This beautiful landscape is signed on the back by his widow Doretha Hair to prove was done by Al Hair. I think this is one of the largest paintings ever done by Al Hair. I also think this artwork should be professionally cleaned as it is over 50 years old.

Very Big Very Old. Very Rare.

ART MASONITE 36 X 24. #94 - ASK JOE.

Please see all the pictures as they are the most important part of the description. All original, vintage, Isaac Knight, Florida Highwaymen, oil on artist board painting. The painting measures 24 inches by 36 inches. Overall, with the frame, the painting measures 28 inches by 40 inches. It is a very well-done painting with a vibrant blue color. The painting comes with the original frame. The painting is signed and dated. The painting needs nothing. The painting is ready to hang and enjoy! The painting is local pickup only. The painting is available for preview before purchasing if so desired. Thank you for viewing, and good luck!

Alfred Hair (1941-1970) Florida Highwaymen Painting. Oil on pebble Upson - signed lower right. Executed in Palette knife upon a field of brushwork. Lone palm along the moonlit river. Board measures 11x24 framed to overall size of 16X28. Provenance: Palm Beach Shriners Club 4/30/1966 Read my feedback and buy with confidence. Please ask questions prior to purchase.

Original Florida Highwaymen painting by Lemuel Newton (1950 - 2014). Oil painting. Signed. 18 x 24 unframed. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Original Florida Highwaymen painting by Charles "Chico" Wheeler (1946 - 2019). Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Oil on Masonite type hardboard.

Original Florida Highwaymen painting by Mary Ann Carroll (1940 - 2019). Oil painting on Upson board. Stormy ocean scene with waves crashing on the rocks. Original frame. Signed lower right 24 x 32 (27 x 35 inch with frame) Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Original Florida Highwaymen painting by Charles "Chico" Wheeler (1946 - 2019). Heavy palette knife and signed on back. Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

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.

Original Florida Highwaymen painting by Sylvester Wells (1938 - 2023) Oil painting. Signed. 16 x 20 unframed. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

36 x 26.5 on artist conservation board. Wood frame with UV acrylic shatter guard. S.M. "Sylvester" Wells (1938 - 2023). This quintessential Wells painting was a self portrait of him with his sister as he visualized it in a church he once visited in Georgia. Wells recounted the story among others in a 2019 interview at his home in Alabama. Called to the ministry as a young boy, Wells referred to his art as a way to "put food on the table." Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Original Florida Highwaymen painting by James Gibson (1938 - 2017). 100% of proceeds to charity. Please ask all questions prior to purchase. Non-smoking home. Pick up from Sun City Center, Florida only.

Original Florida Highwaymen painting by Charles "Chico" Wheeler (1946 - 2019). Non-smoking home. Read my feedback and buy with confidence. Please ask all questions prior to purchase.

Original Florida Highwaymen painting by John Maynor (1948 - 2016). 100% of proceeds to charity. Local pick up from Sun City Center, Florida only. Please ask all questions prior to purchase. Non-smoking home.