#1
Is there a website to give me an estimate of what my guitars are worth used, or maybe you guys can give me an idea.

I have a Squier strat customized to a H-H, and striped to bare wood finished with thompson's water seal then lacquer
and a Jasmine by Takamine S35, base
#3
The Squier won't be worth much, but shops will pay a third (or about that) of what you payed for it more or less (the squier will be worth significantly less since you've customized it so much) and then sell it for more. Private sale is up to you, but there's no definite figure.
#5
if there is a beginner wanting a squier start it is lilely theyll just want it to look good, so do it up a bit and someone myt pay up to 200 usd for it