The layout and comps will ultimately decide which direction to go in -  but it is hard to ignore the fact that families in the price range you mentioned will sour at thought of 4 bedrooms sharing one shower.

Like others have mentioned, there are definitely areas that make more sense than others depending on if you want to focus on cashflow or appreciation (just like with any investment).

The cleanout is about 10-15 feet from the curb, but they had to snake 70 feet, suggesting a potential city sewer issue.The plumber mentioned that if I report this to the city, they will likely request a secondary cleanout closer to the curb, which I would have to install at my expense (a costly job).

But by putting it into a broadly diversified index fund like others have mentioned, you'll get the higher "expected" returns of the stock market.  

I had mentioned in the past 1 of 2 things is going to happen:1.

Forgot to mention, most accountant, myself included, have a secure portal to upload documents, many of the documents come in electronically anyway, so it really is very easy

If you ever decide to get back into yourself, once you get a few wins the confidence builds.The strategies I mentioned are what my clients are using for their own deals. 

If your sister-in-law prefers not to be directly involved, your wife could become the sole owner of the LLC, and your sister-in-law could be given a secured interest in the home after the HELOC is obtained.Additional Considerations:You mentioned owning two other properties.

She can get your search started in the areas I mentioned above! 

their website says they do equipment financing no mention of real estate financing. ???