Whereas I believe I could get between $100-125 per night for the place during the off season and potentially more during peak periods doing short-term Airbnb rentals.

I have gained substantial equity but don't want to pay capital gains and have been in the home for a short time (about a year).

Also, these are really short - I will probably just listen to them all while immobile :)  Thanks again.

SF short term rental rules treat it as a separate unit, so you must rent for > 30 days for each reservation. 

I think it is short sighted to shingle over.

Personally I don't do short term rentals unless they are done through one of the companies who place insurance clients due to fire, flood, etc. 

I've probably made it onto 5 people's short lists, and have had about 40 showings (not sure how many of those were actually serious buyers, or just people wanting to see a historical house.) 

I just want to know if I seem like i'm moving in the right direction, if anyone has any experience with the Fannie Mae loan, and if there is any other ways of financing with the possibility of moving in to the property so hard money loans or short term loans are out of the question.

If you sell within a year you may have short term capital gains with the IRS (ask your CPA) What if the market drops before you finish the rehab?

Citizen you don't get 5 million  U.S. dollar tax exemption and it doesn't seem likely possible  to have an workaround for this (e.g. living trust)My dad, who is age 65, doesn't speak English ,invested about 7 million U.S dollar worth of property  in commercial and residential property(houses, stores, offices) , from his personal fund a few years ago, investment are doing fine  ,however,   recently  I discover that there  is no way for him to leave his asset to me after he passed away without an heavy tax because he is Chinese national, I asked with my dad's   accountant ,property manager, and Everwill , they have no clue how to solve this problem and Everwill told me the living trust will not able to help on estate tax if he is not a U.S.