You've talked yourself into a conundrum now.
If being sinless is a blessing, then Mary must possess it in order to be the most blessed. If even one person (Eve) was ceated in a special blessed way and Mary did not posses this same blessing, then she could not be most blessed among all women.
The scripture does not say Mary was blessed more than any other woman...It says 'she was blessed among women'...Maybe most women aren't blessed...
Why wasn't Mary blessed among everyone??? Why not Men??? Was Mary blessed more than a sinful man???
If she was sinless, one would think so...God didn't bother to mention it...
Maybe she was blessed among women because her blessing had to do with women only...Such as childbirth???
Only reference I can find to "blessed above women" is Jael, who killed Sisera after tricking him into her tent.