For Kamen Rider, the break is pretty simple: Showa era (Ichigo to Black RX and the movies) and Heisei era (Kuuga onwards). I would consider Kuuga to be new.
For Super Sentai, the break for me would be between Gaoranger and Hurricanger. But that's just because it corresponds to the break between the Saban Era I and the Disney Era Power Rangers. A more appropriate break would be the change between Standard size format and HD size format screens, but I don't remember which series started the new format.