The Oakdale boy, who takes classes at the Victoria Art Studio in Camden, has earned first places for his art in the past three Camden Shows.
But this year he topped all his previous records.
Young Regan got three first places for his art, a special award for best exhibit in the junior art section and the award for best exhibitor overall.
Regan said he had been taking art classes since he was five.
"Art is fun," he said. "There are no rules and you can draw whatever you like. I like using charcoals because you can shade all different colours."
Regan's mother Rose is very proud of her son. "He's very humble — he just takes everything in his stride," she said.
"He always has a sketch book in his hand. He just loves drawing."
Regan said he one day hoped to get an apprenticeship at somewhere like Warner Bros to draw cartoons. "I like drawing cartoon characters because you can do them all weird and you can make them have big teeth or big noses," he said.
One of the artworks that won an award, a portrait of Saint Mary MacKillop, is hanging in the church at St Paul's Catholic Parish Primary School in Camden.
Regan donated the portrait to the school when MacKillop was canonised. Mrs Billett said they were going to enter it in the Blake Prize, a spiritual and religious art prize, this year.