Hi Dave,
We sold our home up north when we retired, and just have our small "vacation home" in the Tropical Tip. We built the house in south TX to be as maintenance free as possible - close it up, put down the hurricane shutters, set the a/c, and head out. The little bit of grass that we have is taken care of by our homeowners association. No snow to shovel, no yard to maintain (unless Joan wants to mess with a couple small bushes)... I like it. That said, we will probably put that house on the market again when we get home... these days, I am feeling way less need for a "base." (A wandering lifestyle suits us.)
We had been long time RVers before the boat stuff, and there is a large community of full-time RVers out there who have figured this out... it is much less expensive to live that way, as long as you enjoy that lifestyle. We like to divide our time between the boat and the RV. The states that most full-timers tend to gravitate towards are South Dakota and Texas (no state personal or corporate income tax). Followed by Montana and Oregon (no sales tax, good for big ticket items like a boat or an RV). South Dakota also has low vehicle taxes and registration. Stop in a Camping World sometime and check out their book selection - you will find books on full-time RVing that cover many of the questions you have, even if you don't want to RV full-time. You can choose to establish residency in a state without owning property there.
We spent most of our adult lives being "accumulators": big house, lots of vehicles and toys. Downsizing was not as traumatic as I thought... in fact, it was rather freeing. All those "things" I thought I needed were more of an anchor. Like many, we put some of our "treasures" into a storage unit... and paid to keep them there... visiting them once or twice a year... until we decided to sell or give away most of that, too.
We started the process you are considering in 2005. Once the house sold, we had 90 days to eliminate much of the stuff... amazing how you can toss stuff when you are motivated. :wink: There are some things I missed: like having the room for a real shop... or going out to the garage and having the choice of what to drive today. Totally fine with that these days. The things I don't miss: maintaining the big house, paying those property taxes, mowing grass, and having a work schedule that meant I knew what I'd be doing in three months.
You're on the right track. Making the decision to visit with the realtor was the first step for us... and no looking back after that. Understand that traveling most of the time isn't the same thing as being on vacation - real life is still there: paying bills, going to the doctor, doing laundry, doing maintenance, and deciding "what's next?". Some people get the fantasy that once they sell the house and hit the road (or waterway) that it is all easy living... just depends on how you go about it. We have friends who tried full-time RVing or liveaboard boat cruising and didn't like it... they are back in houses now. You always have the choice. Of course, that likely means that there will be stuff to buy to fill all those rooms and closets again. :roll:
Best wishes,
Jim