We are looking to open up the wall and then raise the floor and plumb 2 heated and cooled air duct lines to the room.

And heat and cool can only be turned on by them, with their phone. 

In other words, I want to make the argument that even the worst-case scenario is better than allowing the house to sit vacant for several years while meanwhile paying out-of-pocket for taxes, minimal heat, lawn care, etc.

I mean, without it, you lose the element of surprise.

I looked at something similar about a decade ago which was some camping log homes in upstate maine which was a beautiful place but the place did not have power (only generator) and heat was via fireplaces.

Alhtough values continue to appreciate, home prices are coming down as competition gets heated with more homes on the market.

Jared,Usually its the other way around you move from Chicago to Miami get out of the cold to get into the heat.

I also value the planning element, especially if I’ll be setting up a trust, so now I feel torn about which option is best.EAs aren't going to focus on auditing and planning.

It is possible the largest investment shift in the last 395 years is some kind of tulip scam and there are elements to compare to that, however we are not talking toys or flowers in this case.

Based on this some elements of my REI strategy are going to need to be adapted!