First off, I do not plan on selling my house. But, I have lived in this 2500 square foot house for over 35 years. Each garbage day, I fill the garbage dumpster with stuff. Eventually, we will move. My situation is different than yours, but I still feel great cleaning out cupboards, closets, under the beds, basement, garage, etc of stuff.
I did drive from Michigan to Kentucky to buy a van. I thought I could talk the person down. He would not budge. I did not want to pay the asking price. My husband said the van looked good, and just buy it. I slept in my car 2 days, deciding if I wanted to pay that amount. I did pay more than I wanted, but the bought the van from a retirement center. Probably a bunch of junk miles at slow speeds. Whatever. I had looked at about 10 vans on craigslist and at dealers, some solo, some with my husband. I would crawl under the van. One van had leaking fluid on the tires from the brake, and wires with electrical tape. Whenever I saw they used the "shiny" cleaner on the floors, and dash, I walked away.
The van I bought had no rust. It was very clean inside. It looked like a new van. There was dust inside the front hood, (no one tried to "clean" it for the sale) There was no whistling sound, the engine didn't strain, it ran even. That was the extent of my knowledge. The director took me for ride, he would not let me drive the vehicle, due to insurance. He had a folder of all the repairs and maintenance. Every flat tire, windshield wiper replacement, etc was documented. I left my car in the retirement center's parking lot and drove the new van home. I drove the van to Florida for Christmas, my husband flew down. On the return home to Michigan, we stopped in KY and picked up my car.
I paid $19,000 for a 2012. I had bid 15,500 on two auctions for an extended, high top van, so that was the price I was comfortable with, but my husband told me to buy it. My nephew is a mechanic and has his own shop. He said the van is in great shape. We have put 20,000 miles on it since December. We only owe 10,000 now, and hope to have it paid off in six months.
I could have bought a low top extended van and drove 5000 miles to California for have a 5,000 high top put on, or I could pay more for what I wanted. So, your requirements are different, and the money you want to pay, is less, you have to know more about vehicles. After, I would find a van, I would look it up on google and consumers report and find out what type of problems that particular van was known to have before I went to see the van in person.
So, keep downsizing, it will feel good no matter what you decide. Keep researching and saving. Then do the best you can. You may get a great deal, or like me, not. But I did get what I wanted.