I cannot suggest anything when it comes to the academic and performing arts schools but welcome
Milton/Quincy is nice - if you want someplace incredible for your children school wise then Weston/Wellesley systems are great.
There is a difference between North and South Shore in my opinion. Your choosing which area you want to spend the majority of your time. I prefer the North Shore as that is where I grew up. I think the selection of restaurants is better in the North Shore over the South Shore. All depends on your commute also...