Also, understand historic rental rates and property values based on income.

REI has historically been very competitive.Cash is not king in real estate investing...deal flow is (lots of it).If you don't start now, you will have no experience or relationships if a correction occurs.If a correction occurs, lending/capital sources can dry up.Investors over-estimate their ability to pull the trigger when prices are crashing and there is no end in sight.If you can generate even a small positive IRR from real estate during an economic recession, idle cash is the risky choice (and is very costly over long periods).All properties and markets will not loose significant value in the next down cycle (real estate is local and good locations will always perform well).Investors can add as much or more value to a property than the potential loss of value in a downturn.If we have capital that we have to put to work, prudent real estate can be the flight to safety.I don't like investing into a hot market but sitting on the sidelines for years is not a viable strategy...just have to be really careful.If you are a market appreciation only investor, ignore this post...that can require some market timing.Interested in everyone thoughts.

The issue is the owner’s risk of coming out behind due to the historical appreciation is greater than the upside.  

Most of these are historical and/or Craftsman style houses.

However I have one exception, I work on the south east side, so anything around there works for me too (like the historic south side).I look forward to hearing from you.

This historical-registered $2.2 Million Hancock Park home is a reimagined contemporary design of an elegant early 20th Century Georgian Colonial, originally built in 1919.

In a Historic area I get it. 

cap rates at historic lowes, so i think your asking....can they go lower?

I own a number of properties in a historic neighborhood.

When the next recession comes (they historically happen every 5-10 years and the last one was '08),  I'm not confident that the population growth will outweigh other negative macroeconomic factors...I strongly doubt we will see anything like the '07 crash, particularly because of the affordable housing shortage, labor shortage, lending reforms, and all the positive migration, but that doesn't mean we won't see a pullback.