I don't want to go. They all look so ---middle class, suburban, perfect dead-zone lawns---
Eventually I can't stay here. How shall I live without critters, compost...?
Khan, I may be reading something into your posts that isn't there, but do you possibly have a dread of losing your independence that might be driving you to make a move prematurely? Do you have an urge to just "get it over with?" You might be jumping the gun given what you've been saying about your preferences and desires in lifestyle. You're not a cookie cutter person and might not be ready to go live in a cookie cutter world. (No disrespect meant for those who would prefer an early move to a continuous care or managed retirement community.)
I understand and respect the desire of some of our friends on the board to relocate, while still relatively young, to a retirement community that includes independent, assisted and full nursing living all on one campus. It's a tidy solution to an untidy problem. But that's not for me, and I'm getting the feeling (perhaps incorrectly) it might not be for you either.
Here's what we're doing. At 62 and now that our retirement portfolio has somewhat recovered from the recession, we're beginning work on the house to put it into good shape for the next decade or so. We need a roof, a driveway repave, some landscaping and to finish some redecorating we started last year. And there will be an item or two, like the HVAC system, that I'll have to keep an eye on. That all costs money but we're happy here and now that we've added the costs up, we're staying.
Depending on how long our health and our energy to take care of our own place last, we'll look things over as we go along and consider a managed retirement community in our early or mid-70's. We're not ready to give up the yard, DW's quilting room, my shop, having a place to store the kayaks, fishing gear and all that "crap" yet.
If you don't want to move, don't. Go get estimates on getting repairs done. If, as you say, your place is "falling apart," fix it. If it is beyond repair, that's another issue. But I wouldn't hesitate for a minute to put some substantial money into the current homestead if you're happy there and with your current lifestyle as long as you can afford it. Will it really make a difference in the end if some charity gets $20K - $30k - $40k less from your estate because you spent it on repairs and services in order to stay where you're happier?
The reward for spending a lifetime building retirement resources is the ability to spend your retirement years more or less as you wish.
Just my thoughts Khan.