I don't go into town that often but I like it.
Can't comment on schools but for shopping you have the main multiples plus Fenwicks department store and also Hoopers right opposite the rail station and that's an independent of a similar size.
There's also a Morrisons by the station and an Asda plus a M&S food on the retail park where there's a John Lewis home store and cinema too.
The town centre is up the hill, the modern bit and down the hill you have a traditional high street leading to the Pantiles area. They both have lots of independent shops.
There are lots of places to eat, I think the most recent opening is a branch of Bill's right in the town centre. I just learned that Jack, a finalist on Masterchef was born in Tunbridge Wells 
It's not as bohemian as Brighton, no, but it's a good place to live.
The train line is a main line from London (C Cross, London Bridge) which goes down to Hastings. You can change at Tonbridge for trains West, including to Gatwick and East.
It's not far to the coast or to the Ashdown Forest and there are loads of National Trust places around with great outside spaces for children. The parks in the town centre are lovely, there are three I think? or more, plus the Common, there's a lot going on for sports and both the Trinity Arts Centre and The Assembly Hall for live performances.
Would you be working in the town centre? could you live in one of the outlying villages? there are some really lovely ones. Do you need to commute? What kind of budget are you thinking of?
Those factors will determine where would be best for you. If you wanted something a bit more like Brighton look at going towards Southborough which is walking distance to the town centre, but has a bus too.
I don't find it stuffy or up itself and there are lots of different types of area, something to suit everyone really. It is quite well to do I suppose but I think it suffers from the old Disgusted Of joke really.
Why don't you follow the local newspaper for a while and get a feel for the kind of things that're going on and the property pages
COURIER LINK
and there are lots of town accounts on Twitter. Check the hashtag variations.