I just looked at some data and it looks like Chicago sees the same trend, fairly flat median home price when compared with other major cities.PM me if you have any questions about specific neighborhoods.

I have the raw results data.

We bought a single unit and have held for over ten years, but are now looking to expand our portfolio at this point and exploring all options. 

I too am leaning toward the Lauraville area but also still looking explore more of the areas around Hamilton, like Waltherson, Morgan Park, Belgrave, Cedmont. 

(Yes, there are a few other crazy data hounds out there.)   

So far my screening and qualification process has helped protect me from falling prey to those who are trying to get their pets into our properties under false pretenses.Check out the numerous BP threads where this topic is explored in depth.

Alternatively, lawyers can become brokers by filing simple paperwork so may be another avenue to explore if not looking to be a full time realtor/agent. 

In the areas discussed above, you have to take rentometer with a big grain of salt but in a neighborhood like the old west end of Richmond in the JR Tucker High School district there are an overwhelming amount of very similar 3bed/1bath brick ranchers so you can be a little more confident in the comps rentometer gives you.Market knowledge and familiarity is key (and cannot be gotten simply by surfing the internet, no matter how well the data is represented) which is why you should consider working with an investor-friendly Realtor (shameless self-promotion aside...). ;)

I created a profile on the BP site quite some time ago but didn't really start exploring it until recently.

I haven't explored that option.