This is moot, especially as you are limiting the question to water solution. Read on leveling effect.
I see. H
3O
+ has pKa of -1.74, referring to the equilibrium H
3O
+ H
+ + H
2O I suppose, so any acid with pKa in water of less than -1.74 will act instead as having a pKa of -1.74. Same argument can be applied to any solvent.
The main question then becomes: what solvent levels off at the highest value of pKa, and at which pKa does this solvent level off?
By the way, am I right in thinking acids/bases have different Ka and Kb values in different solvents?