(2) Vintage Florida Highwayman Paintings

James Gibson (1938-2017) Vintage Highwaymen painting of a Florida night river scene with hanging Spanish moss and fence. Signed lower right. Measures 38" x 22 1/8" on upson board & 41 1/4" x 25 1/2" w

Sam Newton (b.1948) Vintage Highwaymen painting of a Florida night scene with moonlit water and lone palm tree. Signed lower right. 24" x 18" on upson board and 26 1/2" x 20 1/4" w/ frame.

Sam Newton (b.1948) Vintage Highwaymen painting of a Florida night scene with moonlit water, boat dock, and twin palm trees. Signed lower right. 24" x 18" on upson board and 26 1/2" x 20 1/4" w/ frame

James Gibson (1938-2017) Pair of vintage Highwaymen paintings of a moonlight Florida river scenes with hanging Spanish moss. Each signed lower right. Measures 22.25" tall, 12.75" to 13" wide on upson

Mary Ann Carroll (1940-2019) Vintage Highwaymen painting of a daytime Florida river landscape with two palm trees. Signed lower right. Measures 32 1/8" x 24" on upson board & 33 5/8" x 25 1/2" w/ fram

Issac Knight, Vintage Florida Highwayman painting,  - Sunset with Palm Tree. Signed LR. Framed size 26" x 31-1/4". Panel size 24" x 29-3/4".

Vintage Florida Highwayman Painting by DARYL. Paint on artist board. Signed LL. Framed size, 32" x 44-1/4", panel size 24" x 36".

Vintage Florida Highwaymen painting of a St. Lucie River scene. Signed lower right Al Black and dated 85', believed to be a Willie Daniels painting signed by Al Black. Measures 24" x 12" on upson boar

VINTAGE FLORIDA HIGHWAYMEN STYLE LIGHTHOUSE PAINTING| COLLECTIBLE COASTAL FLORIDA HOME DECOR ART -29" X 23" -CONDITION CONSISTENT WITH AGE, WEAR, SEE PHOTOS-DP21422

James Gibson (20th Century) Vintage polychromatic Florida Highwaymen painting of a moon lit palm tree. Signed lower right & on reverse. 16" x 12" & 22.75" x 18.75" w/ frame.

American School, Vintage Florida Highwaymen Style Painting of a Florida Coastal Scene with Palm Trees. Appears to be unsigned, has not been examined out of frame. Oil on board. Sight size: 22.5 x 24.5

Al Black (b. 1945) Pair of matching Highwaymen paintings of Florida landscapes with sunset sky, palm & pine trees, birds, and water. Signed lower right. Each measures 20" x 10" on masonite board & 23"

Alfred Hair Attr. Florida Highwaymen Painting This vintage Florida seascape is attributed to Alfred Hair, the famous Florida Highwayman who helped start one of Florida's most famous artistic move

Vintage original Florida Highwaymen oil on masonite painting by Alfred Hair (1941-1971 Florida) Depicts a wonderful Atlantic ocean beach scene with crashing blue waves. Three small seagulls drift on t

Newton, Samuel (B.1948) Florida Highwaymen Painting. Oil on vintage early Upson - signed lower left. Rendered in full palette knife with a field of brush stroke sky refinements. Primitive Tropical inl

Sam Newton (b.1948) Highwaymen painting of a vintage Florida backwoods river inlet scene with palm trees, birds, and puffy clouds. Signed lower right. Measures 23.5" x 16" on upson board & 27" x 19" w

Charles "Chico" Wheeler (b. 1946) Pair of vintage Highwaymen paintings of Florida fire sky river scenes with palm & pine trees and birds. Each measures 24" x 12" on upson board & 26" x 14" w/ frames.

Sam Newton (b. 1948) Vintage Highwaymen painting of Florida yellow & orange sunset river scene with two palm trees, boat dock, and vegetation. Signed lower right and dated 1981. Measures 24" x 18" on

Willie Daniels (b. 1950) Vintage Highwaymen painting of Florida backwoods sunset scene with tall pine tree, birds, and hanging Spanish moss from branch. Signed lower right. Measures 36" x 24" on upson

Original and Large, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Nicely framed. Artist Signed. Measures 33-1/2" tall x 57-1/2" wide. Condition i

Two vintage Highwaymen painting frames. The frames are for paintings measuring approximately 36" x 24" and 48" x 28"

Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Nicely framed. Artist Signed. Measures 25-1/2" tall x 21-1/2" wide. Condition is very goo

Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Nicely framed. Artist Signed. Measures 17-3/4" tall x 21-1/2" wide. Condition is very goo

Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Oil on Masonite. Nicely framed. Artist Signed. Frame measures 20-1/2" tall x 26-1/2" wide. Condition is very goo