I think all the names you mentioned actually go very well together. Your classics are on the modern/youthful side of classic and your trendy names are on the classic side of trendy. The sibsets you mentioned work very well together for that reason (except Sawyer and Samuel, but that's because I don't like the double S thing.) For instance, Charlotte & Mackenzie or Charles & Trentyn would be weird sibsets. But Laura and Mackenzie, Anna and Marley, Lucy and Teagan all sound fine.
As far as my own preferences: I like Charles, James, Anna, Gavin, and maybe Tegan more than Teagan, and Sawyer (mostly because of my friend's brother). Lucy, Mackenzie, and Marley can be cute too. I don't like Thomas, Holden, or Samuel (although I like Sam). I like some names considered classic and some considered trendy, and a lot that are unusual. My own name is Emma, which is pretty common and a bit too much of a "little girl" sounding name for me, but I still like it. I think its relatively common-ness may have influenced me to like unusual names (or it could have just been reading a lot of fantasy as a kid. My naming style was largely influenced by the names of various characters I've read about.)
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