My advice, save yourself a whole lot of time and effort and just donate everything. Yes, even the items you feel are too expensive to donate. People will offer pennies on the dollar at a yard sale or estate sale. By the end of the day, you'll be giving stuff away for free just to get rid of it. Yard sales are a tremendous amount of work for not much return.
I donated all my mother's silver plate trays and tea service years ago to a charity with a resale shop. I'm about ready to donate my Lenox fine china dinnerware service for twelve, nobody wants this stuff. Same with collectibles like Hummel figurines. Look at it this way, the money spent on the items is gone, you'll never get it back, just let it go and move on.
Are we tired of “winning” yet?