I think it is a great dream an and attainable dream whether you own stuff or not. I can understand and respect the less is more attitude, but remember there is a middle ground.
I Recently did similar to you, I sold my 1500 sq ft brick home in a subdivision. I had a good mortgage payment, but was still struggling and this was not where I wanted to end up, and I definitely did not want to stay mortgaged until I was retired. So I moved out of the house (it is still for sale) and bought a 900 sq ft mobile home for $8k and refurbished it to my liking and am well on my way to my dream. I have my possessions, but they are not own owned for the sake of owning, I did a "cleansing" of those items when I moved and it felt great to get rid of the fluff. I didn't do a garage sale either, I just gave it all away on the curb. I am lucky enough to have a few family heirlooms though, and I use them in my daily life. My great grandfather was a carpenter and I have a dresser, and a photo cabinet that are very important and sentimental to me. I also have my guitars and amps which I use along with a few other items.
I have furniture, but am not attached to it. My first idea was to get a 5th wheel and live in it on my land while I built my house, but I still had too much non-furniture stuff that I did not want to put into storage. This was ok with me. My possessions do not make me who I am but I still like em. Not to mention the tools and auto parts and project I am working on are alot of fun for me.
So my idea is similar, just not on the nomadic level. I think if you are able to do it, that is great, and I could definitely see myself doing the same thing for a month or two and them coming home, but there is a definite draw to the lifestyle. It reminds me of the mid-life of "Benjamin Button"... experiencing life through experiences!
Rock on!
