Looking at both your cabinets and overall shop, you're an accumulator/collector. You're also getting up to the age where it will get away from you, and end up a pile of **** that your kids have to throw much of it away when you're done. I speak from experience, I'm in somewhat the same boat, or was a couple of years ago.
You've articulated the solution, in your first post, but are still denying it in your followups.
You need to consolidate. That also means getting rid of excess that is beyond your needs. And, saving for the grandkids needs to be very selective, not general clutter.
From what I see of your tools, one decent rollaway would take all of your functional tools, organize them, and have room to spare. But, it will have to be a year 2K plus one, not the 1970's antiques you've been accumulating. I'd personally go for a KRL 29" deep master series. I'd suggest a KRL 1001 double bank or a KRL 1003 triple.
Then, put in what you will use. Don't put in the multiple redundant 1/2" drive Craftsman ratchets, you don't even need 1 of those. Put in your best/favorite ones, one of each type and drive size; i.e. long, short, flex, bent. So maybe 15 or 20 ratchets maximum. Could probably get by easily with 10. Out of the selection you showed, I think I would keep 4. The rest are redundant, and quite frankly, non-functional due to obsolescence and low quality. Organize one drawer with full sets of 1/4, 3/8, 1/2" sockets. Keep the 3/4" separate like you have them now, if you use them. Buy wrench racks, and make up complete sets of wrenches that are organized. 2 or 3 sets max plus specialty, store the rest. Organize your pliers so you can see and get to them, and eliminate redundancy.
Take all the redundant tools, and if you can't make yourself get rid of them, store them in boxes or totes on shelves, or if you can't bear to get rid of the old tool boxes, in them. Personally, I'd sell all the redundant tools and tool boxes, except the tool boxes I repurposed to hold woodworking, plumbing, electrical or other tools.
If you work that way, Adam's suggestion of a tool cart makes sense. I don't work that way, so I have a couple of rolling tool tables/carts that I fill as needed for each job. I return the tools at the end of the job, and missing spaces on the racks or socket holders or such show me if I've misplaced anything.
The stuff that you don't use, either store or get rid of. I would highly suggest getting rid of much of what you showed. Don't save it for your grandkids, they won't want it. If you save them anything, make it nice clean, newer compact tool sets that they're likely to be able to store and use. Your grandkids aren't going to grow up and have a 60 year old hoarder mindset when they hit 16. They don't want antique Craftsman and Williams 16 or 20 tooth 1/2" ratchets and 3/4" drive SAE sockets. If they want tools at all, it's a blow molded case with a nice 3/8" drive metric set and a nice ratcheting screwdriver with storage for 60 bits.
The space to work in your shop is worth much more than the junk. As Dr Clyde said, organize the tools by area and type, rather than mixing them up in one big tool box. You need one or two floor jacks. Sell the others. Stack your wood blocking in one area, and return it to that area when you're done. Put shelving against the walls, and sort and consolidate your chemicals, paint, oils, etc so you can find them and use them. Make large clear spaces, 20 x30 feet or more in the shop, to use as workspace. Don't permanently store junk there, move it back out to it's storage area when you're done with the job, so the space is clear for the next one.
What is very important at our age is to get ahead of the clutter, and then keep it down in the future. We get less and less capable, so to keep working and using our space, it is important to not get it so cluttered that we just give up and work in the mess. It gets overwhelming to clean up if it gets past a certain stage. 3200 SF will be too much to keep up with easily when you get to 70, and if it's full of redundant clutter like your ratchet drawer, it will not get cleaned up then. Clean it up now so you have easy to work in space, and then keep it clean. That strategy will be most successful for keeping you working in your shop for the next 20 years. Someone told me a while back that outside of car storage and a working bay for vehicles, about 1000 sf is all a single person can keep up with for shop/storage space. I believe that's true, outside of space for big things like a table saw, woodworking bench, layout table, lathe or mill etc.
In your space, I'd consider putting in a partition and seal and insulate a space of about 20 by 30 feet or less, and heat/cool that space and keep it clean. Move your high quality tools to there, make workbenches, pegboard on the walls, shelves, etc in your preferred storage configuration. Put a large worktable in the center, and workbenches on one or more walls. Then, keep that space clean, uncluttered and organized.
Use the gross space outside of your finish shop for vehicles, working bay and materials storage. Keep it organized and clean too, don't use it for junk storage.
Your space doesn't look too bad yet. I'd guess a good weeks worth of cleaning/sorting and a decent yard sale would make it pretty usable. The money made from redundant tools and 2/3 of the antique tool boxes would easily pay for some storage cabinets and a nice modern rolling double or triple bank that would store all the useful tools.
Good luck!