I have a bit of experience in real estate and I am looking forward to building my portfolio and gaining knowledge.

He is retired and is also worried about paying capital gains.

Essentially, after writing off passive losses, I need to purchase approx $400K worth of property ($100K in cash, $300K in financing) in order to avoid capital gains on the sale of my current investment property. 

Interested in applying for a rehab loan based, hopefully based off the building and its potential gained equity more then it is myself.

That could be construed as an artificial attempt to get at your gain.

It used to be very easy to set up a simple land bank to "sell" the developed asset into in order to either enjoy cap gains or do a 1031.  

@Jared Garfield I hope you write more about what insights you are gaining from the IMN conference, especially about the direction they (conference attenders and presenters) believe the economy is headed in the next 12-18 months towards real estate, single family and multi family in particular. 

Welcome to the site @Alexander MartinezIf you sold it for a profit you could expect to pay capital gains taxes.

We've come across a duplex that we're interested in purchasing (placed an offer on it of $137.5k), where the owner is a real estate investor at the tail end of their career and is planning on shedding their portfolio ...

If the clock is already ticking you may be forced into the "ok deal" category or just having to realize your taxable gains.