Python and Haskell are interesting because the indentation is crucial to figure out the correct nesting. Haskell allows to use curly braces and semicolons to completely remove indentation, so the lexer only has to add virtual tokens into the token stream. For Python, I don't know how it deals with it.

C/C++ have plenty of difficult syntax edge cases. For example, >> can represent a single operator in an expression or two successive > in a template declaration.