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WordPress all the way. Agree on the bloatware bit, if you're looking for something very specific you are best off getting a bespoke plugin / theme built. More often than not plugins will contain much more than needed, wasting cycles and impacting on response times etc.
There's plugins out there that integrate into WooCommerce to allow customers to customise products. There are a few different approaches too, like a simple text box for customisation or a full customizer with preview / proof etc.
"WooCommerce Custom Product Designer" on codecanyon ($50) looks...
Sounds like a good idea to me, in short setting global pricing based on a variable really. If it's not been done I might have a look at it, we've got some customers using WooCommerce and this could be a useful addition!
Would probably be interesting to try and tap into the schools market... I know the academy I attended had a couple of regular ones in op. for a while. Think the snacks were replaced with (healthy) soft drinks after a while though!
Would 100% recommend WordPress and WooCommerce, even if you were to start out with their storefront theme and one of their extensions bundles - can get a store looking a bit more unique with that.
Other things to consider would be security - we use Cloudflare for all our sites, includes SSL...
If the original domain name was registered with NOMINET you can still likely get that back - could be useful if this already had a search presence / domain authority.
Have a quick google for "NOMINET dispute" and it should be result #1
Best of luck!