Well, this heroine is stylistically far from Heroes 5.
What was she famous for in Heroes 2?
Umm, as far as I remember, she's just a necromancer from the tavern. In 2, I think there were no specials or anything like that. Only Necromancers had necromancy from the start.
As for the style – the style of 2 is actually more similar to 5 than 3 and (heaven forbid) 4
Take the Barbarian Jezebel, for example http://handbookhmm.ru/heroes2/heroes/Jezebel.gif
I also found another picture of Charity on the internet (clearly newer) right here
Since I haven't read the full list of completed heroes yet, I'll leave the concept here.
Draylana (Sylvan)
Draylana is one of the last sorceresses of an ancient elven lineage – a Sylvan.
Her ancestors left Irollan due to the dissatisfaction of the druids, as the Sylvans worshipped two Dragons – Silanna and Shalasse. The Sylvans were also known for their matriarchal structure in the priesthood, which violated elven canons.
For many years Draylana wandered in the "barbarian" lands in the east of Ashan; she studied healing and secret Sylvan knowledge on how to obtain mana from emotions and aggression.
One night, as she was returning home, a piece of leather fell at her feet. It contained painfully familiar Sylvan script. It spoke of a lost Sylvan relic – a jar that grants rapid and eternal replenishment of mana without effort. The starting point for the search – Irollan – was also mentioned. Without doubting for a second, Draylana set out to find this relic.
She found Irollan in ruin and war; undead attacked the very first village where Draylana stopped, but by organizing resistance, the Sylvan destroyed them, earning the trust of the elves.
Now she leads one of Irollan's border armies, without losing sight of finding the great artifact of her ancestors.
Special: Sylvan – full mana restoration for every battle won.
The pictures will naturally be redone by respected colleagues; I'll provide a reference:


Sylvans always have black hair and dark brown eyes.