I was planning to check up your plan to list just to make sure you pick the right ones but boy you had a loooong list there i had to scroll up to check if i'm really on the right list page.
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anyway, since i can only browse into it i'll only note some:
I-cried-many-times-over-this-drama-but-it-does-have-a-happy-ending kind of drama:
[U]Cinderella's Sister, Nagareboshi
Cyborg She, Windstruck - i think this falls into ambiguous ending? but i think you'll love both ♥
Daddy Long Legs, Stairway to Heaven - this does not have a happy ending! one of the main characters died. but still i totally recommend this.
Koizora - this falls into your "avoid this one, she dies at the end" type
Raiou - a bit of everything. I cried over this drama, it does not have a happy ending you like, someone died at the end, and it has an ambiguous ending somehow. BUT THIS IS THE ONLY MOVIE I RATED 10 so i totally recommend this.
Winter Sonata - I can't remember somehow the ending but this is def a tearjerker
Ah and yes! Good luck with your list. lol.