I'm a serial tech entrepreneur and have retired and make my living by deriving income off of my investments.

I love hearing the different stories and methods that people use to invest in RE and its derivatives. 

Value ceilings can go up only with extreme changes in local economy or buyer's desires,The way I see residential investing and it's value is that property value is derived from actual data, local economy factors and buyers desires.

If you derive income from your property/ies then you will have to submit a tax return every year.

But for us who derive our wealth from it, yeah, it's kinda important. 

BUT IF YOU INSIST on owning the place you lived in for quite a while which could be done in a profitable way it will cost you a lot of headaches... and whatever you do try to talk you landlord into letting you and your family stay a little longer while the agent tries to get the 700k and if he gets 6 or 650 he is lucky and your screwed but i doubt he will sell it above 500 and if you buy it for 500 maybe he can cary a note and make a deal with you to get approved easier for 300k and he can have cash now pay off his loan and still have monthly income from the property that he won't own anymore....It may be a way to convince him into cutting the price and selling to you...GOOD LUCK and don't rush into it i know some crazy sales are happening in bay ridge for whatever reason but when i see a bunch of 2 families sold for 3-400kish and than one or 2 show to be sold for 1.2 million plus it could be a talented investor or just evidence of money laundering although thats nearly impossible to prove... i think i actually heard something about that on NPR  :) So either I could be stuck with the house I've been living in for a long time now...but with brand new owner derived headaches...or....I can sit and wait to see what happens and by some miracle he sells it for 6 or 650k....for which I'd be screwed.  

When using leverage, your IRA will be subject to UDFI, a special tax that's derived from the debt leveraged profits.

My area is probably different than yours, but here it is simply the 1% per month income rule or a small derivation of it.  

I have grown up in a family of entrepreneurs/ real estate investors/ contractors and have worked around it my whole life, which is how I originally derived interest in Real Estate.As I am new to Pittsburgh, PA, I am more than willing to lend a hand in projects/ deals or anything else that is Real Estate related in order to gain more experience and insight on the market.

If it was derived with experiences then you should be ok.