Sorry to hear about your grandmother Andy, hope the family is ok.
The chase is often a big part of the fun. It's easy to build up in your head that a particular bass/amp/cab/whatever will be the one. I get sucked into that a lot.
If we thought logically about it we'd spend the cash on lessons, but where's the fun in that? If the basses you have make you happy and you can afford to keep them all then keep them mate. Looks like you've got a great collection, don't over think it.