Over the last 3 years I've been narrowing down the stuff in the house to what we really want to keep and what we don't. Some of the rooms look pretty bare but I kind of like it that way (less cleaning!). The only thing I'll miss will be our very large bedroom & bath - that's it.
Already thought about my tools (decades of working on vehicles to home building) and decided on a cargo trailer to hold all that. Considering I built a 10x10 shed that holds it all with plenty of room to work in, a cargo is just the ticket for storing and accessing those items. The rest of what we are keeping has been gradually going into storage though again, it looks like a cargo trailer would be optimal when you figure in cost vs rental. It does help we'll have a fully secure place to keep those somewhere else if we chose.
It is kind of difficult to think of leaving this house but its huge, takes up so much time, insurance and taxes keep going up and its becoming a burden. We are lucky that Microsoft has a rental program or would even buy the house at a set market value and I'm just not having a problem with that. I told the spouse it would be a lot more fun to rent a different house half the year in a different place and live in the 5er the other half of the time. We can have a 'new' house every year and not worry about the above cost plus if anything breaks - we don't have to pay for it. "Hello? The water heater is not working" "Hello? The roof is leaking" "Hello? The oven doesn't work" and so on.
With computer technology I can scan & store ALL our paperwork/receipts/pictures onto external drives. The really important stuff including back up drives would be in bank safety deposit with my son to access it if we need and aren't close by.
Always had a bit of gypsy in me and spouse as well - this house is the longest I've ever spent in one place (17 years) and really have dreaded the last 5 of it so .... its time to make a change for the better