We have a PM, but I also have built relationships with other professionals (landscaper, flooring guy, HVAC guy, painter, handman, etc.) in the area because I'm more comfortable with the vendors and contractors that I have had complete work on the house before.If doing everything yourself, I'd imagine that "how far is too far" is really only a function of your own tolerances. 

I agree, those porches are frightening in their current state, but even fixed up how much functionality would they have?

While your brain easily sees "96" it's like my mind picks the characters off the page and rotates them in every direction so my mind flips through "96" "69" "66" "99" until it settles back on 96.

She has zero interest in Real Estate.. compare that to some mid west factory... your not going to find fully functioning restaurant in the facility feeding people for FREE .. free day care FRee massages etc etc.

If not,  adding it to the second floor,  as long as you have a functional space for it would be the best option. 

I also kept one carpenter for handyman work, but I also rotated carpenter from remodeling projects to handyman work. 

there is a Risk=Reward function  I get that you need a higher Paper return to justify those properties.

It's also a collective decision on the functionality of the home.

Fundamentally, it's not a bad deal financially, depending on the deferred maintenance needs (if any) and the functional life of the major components.  

Appraisers don't give you any credit for having new versus functional features.  3.