The pair of Norfolk oil landscapes went under the hammer alongside a Roberts radio that he used in his prison cell.
Kray completed them in Wayland Prison in Norfolk.
The lot fetched £1,200 at Arthur Johnson and Sons auctioneers in Nottingham on Saturday.
A spokesman for the auction house said: "The paintings and radio caused considerable interest and very competitive bidding."
Twins Reggie and Ronnie Kray were responsible for much of the organised crime in London in the 1950s and 1960s. They were sentenced to life imprisonment in 1969.
Reggie died in 2000 after a short period of compassionate release from prison