Since we were in it for two years we didn't have to pay the cap gains tax. 

@Marcy Moyer, my plan is to atleast live in the condo for next year to meet the two year capital gain requirement and then buy Property C (SFH) sometime later next year. 

I am hoping to make some passive income while at college since I am lucky enough to not have college loans to worrying about since I am on a full scholarship.

I figured this would help find any sweet spots from a timing perspective as to when it became more advantageous to buy vs rent.The first section shows what you would gain on your cash investment if it compounded annually at a chosen rate.

You can typically gain more value by duplexing the 1st unit down with the basement commanding more rent.

@John T.Looks like your father's position is that of a private lender or passive investor, as opposed to a partner.Even though he is your father, you really should define economic rules between the two of you. 

Since I'm a newbie I'm stuck between taking action and getting my feet wet and gaining experience vs being patient and finding a really good deal (which I know is difficult in today's market) 

Hello BP, Still new and gaining more knowledge day by day.  

I think what you are asking is if the opportunity costs are lost by waiting two years to avoid capital gains tax - no good answer.

Turnkey is a 'passive investment' but not until after you cut the check -  don't shy away from doing the serious legwork necessary to find a provider you can trust.