I know, it’s probably an odd thing to think about as much as I do at this age, but I do - part of it is the accountant in me, part of it is the occasional workday that makes my left eye start twitching - just a reminder that yes, there will come a day when I don’t have to actually be anywhere and be productive by a certain hour.
But recently, my mind has been on real estate. It’s highly unlikely I will stay in the immediate area when I am done with the working thing. There’s really not much sense in it - it’s damn expensive up here, the day to day culture is weird at best, and if I feel the need to get into the city for some fine art kinda culture, I’d rather make a weekend of it and stay in a swanky hotel for a day or two…
The thought that keeps running through my head is find a cheap place out in the hinterlands now, enjoy it as a getaway place and have it ready and waiting when I am done with that working thing… It would be paid off by then, and I could sell this place, pocket the cash and be on my merry way.
Sure, it’s pie in the sky and there would be all the absentee landowner issues to deal with, etc, etc, and all that, but when you’ve got this little beauty in Luray on a manageable-yet-dog-friendly quarter acre out there for 110K, it makes you think of such things…

From my saved Realtor.com search named “Other Side of the Mountain” :)
No, I won’t be heading out this weekend to meet up with a realtor, temping as that may be, but the more I think about it, I do think I will do something along these lines in the next 5 to 10 years. All about positioning, ya know?