There is a lot of liability you assume as a "more-informed-party". 

Would buying a more expensive property with a FHA loan be a good idea?

I think we will max out at 5-7 local units we will self manage.Clearly we are buy + hold investors and living / owning in a large city we don't worry about property values crashing due a single industry closing which could be an issue in a more rural setting.  

At this point in my life I want to adopt a more aggressive strategy and essentially want to be able to do 5+ deals (minimum) a year.

However I would like to get a more accurate estimate of what the house is worth, do you have any recommendations on how I can go about doing that?

For me, it is the difference between buying a property now and learning through personal experience and find a more experienced partner after I have a couple flips under my belt or dedicating my time towards finding a mentor to hang out with and potentially help find deals for them while I save for a bigger down and bring up my credit a bit.  

Any department names you have would help us google numbers or even post them if you have them handy.I've read many posts in the last few months that touch on some or all of thesee topics but looking to compile a more comprehensive list for me and others investing in Baltimore City. 

@Jeff Amore Thank you for the information, The purpose of investment will be buy and hold, ill talk to the person and see if i can go in and get an estimate of rehab cost.

While your insurance and mortgage payments may have a variable rate of cost proportional to your home value, certain repair costs will have a more fixed rate cost, and thus decrease as a percentage of the home value as that value goes up.

Is there a more efficient way?