Every city has many, many markets - there is no single market for a city like that. 

Someone in your situation might think to explore Physician's Loans since you're DMD which would qualify you for 0% down and no PMI so I'd see if that's a fit alongside with other lending products.

You can elect to have a single member LLC taxed as (1) a disregarded entity, (2) a C corporation, (3) an S corporation.  

Link to volume 2:https://store.biggerpockets.com/products/the-multifamily-millionaire-volume-iiI don't know for sure how much is in there around underwriting....

Accept the fact that your renovation is imperfect and move on to a more productive issue in life.More expensive fix: Install a plastic surround (or whatever kind of surround that makes you happy) and spend the bucks to fix the siding so that it looks like the window was never there.Most awesomest fix: Alter and/or move the header and install a 4' x 15" tempered glass transom window with a PVC frame and tile or granite trim above the point where water can reasonably enter the framing.

Hey Kesha, setting up a single LLC can be simpler and cheaper initially.

With either property  I will be renting out after a year of living in and move on to something else.so my question is should invest in a Duplex or Live&flip single family, if so which do you think is the best option and why?

In many markets, there hasn't been a single deep discount sale of a multifamily property.

It seems like you could just register this as a single family rental property if necessary to at least say you tried.

If you waive a late fee for a single man, but then refuse to waive a late fee for a single mother of three, she could claim that you discriminated against her because she is a single mother.