We went from a smaller 17' TT on a permanent site on a lake to a popup, then a hybrid, 35' TT, 36' 5'er and now we are in a 43' fifth wheel.
Each time we "traded up", we would put our stuff in a storage building, then put what we wanted into the new one. The storage building just kept getting fuller and fuller. We had friends buy a popup, so we took them to the building and let them take their pick of our leftovers. We have done this with 3 different friends, so our building is now usable again.
You just need more friends!!