We both realized we were jumping into this not as informed as we should be however, we could not gather enough local resources or partners to guide us so we are taking a chance. 

I realize I didn't share what my situation will be.

I realize that the difference between a few city blocks can make a difference, so local knowledge is welcome!

After I did some digging and realized how much it was costing us, I switched to Baselane and I am very glad I did.

The fact that we did not want to demo the entire home was a big selling point, it was an emotional think and we realized that from the beginning.

Still, I realize I have only scratched the surface, not to mention I am arguably using a source that may be misleadingly rosy.

I suppose you could buy and sit on land, and that's relatively passive, but beyond that virtually anything else is going to require some level of financial inputs (maintenance, capex, value add) and time inputs (DIY, managing the manager, etc) in order to realize the best returns. 

I did hear about the structural issues a few times but didn’t realize it was that much.

Most do not realize the moment they get financing the mortgage/deed of trust is recorded and you cannot sign it "anonymous" or if you use power of attorney, you need to record the power of attorney and you cannot sign that "anonymous".I am curious, why do people want to remain anonymous?

So you end up paying tax on a full $1m, even though the gain on the sale of the property was only $900k.The benefit of you moving it out of the S-Corp, or at least the future appreciation out of the S-Corp, is that as structured, when you pass, your heirs will have a basis step up in the S-Corporation, NOT the property - so if they sell the property, they will need to liquidate the S-Corporation in that same year to not recognize a large gain on the property sale / to realize that basis step up that occurred in the S-Corp stock.