@Ali Boone I 1000% Agree, Rich Dad Poor Dad is the entrance fee to this realm of thinking.

I think the absolute necessary things are new flooring and paint inside and out, new light fixtures, some new interior doors (or just paint the old ones), new interior baseboard trim, 3 new exterior doors (change 2 sliders to French doors), siding installed on side of the house at least and maybe the back too, change out main front entrance door, new oven, rebuild the deck off master bedroom, and minor landscaping.

And then would I be allowed to convert the USDA-financed house into multi family by adding kitchens/entrances/walls? 

You may have the means or it may be unreasonable I have no idea but here's my suggestions.1) Look at a duplex or multifamily where you live in the one unit and rent the others out to reduce you living expenses2) purchase a single family home that you can convert a section of the home to a suite with a separate entrance, rent out the suit and house hack3) If you're on the road a lot, perhaps as a consolation would be to have short term rentals (STR) like an airbnb situation while you're off on the road.

Bring your deals, questions and business cards for some solid networking in Columbia.Inn at USC Wyndham Garden1619 Pendleton St, Columbia, SC 29201Parking lot entrance is off of Pickens St. 

Both units have two entrances and individual kitchens.

He says there is a 'new' sub division around the lot, near the front entrance of the gold course, but zillow is showing the newest house built around this area is 2015; time is apparently relevant.It might still be worth the effort to contact one or two of the major developers in the area to gauge any interest.

The kitchen's entrance and floor height difference is on a doorway length entrance only (see picture). 

@Fabio A Becker yes everytime we buy a new property, we accquired a duplex 2 years ago and there was 2 doors per unit and common areas was garage and main entrance. we got a key ring full of keys.

It has a separate entrance on the side of the house  so I never even see the tenant.