How to analyze a property without contractor knowledge?

[Susan Franke]

Hello! My first post- hoorah! I've been scouring properties on Zillow/Redfin/Realtor and did tons of research to learn how to "run the numbers". I've even gone to look at a property. The problem I'm having is that I don't know how to analyze the repairs/upgrades needed on any given property. I know foundation and roof are really expensive, I know floors and walls are perhaps less expensive. Spent enough pricing things at Home Depot to know that kitchens are crazy expensive, and standard window blinds cost pennies. What questions should I be asking myself when I look at a listing online? How do I estimate repair cost? How do I know if the plumbing or electrical systems need repair and to what extent? 

Bit of background, maybe that's helpful? Looking to buy my first property on the east coast of Florida, a multi family unit, that I will live in for at least a year (due to FHA guidelines). It will be a buy and hold for rental cash flow/passive income.

Any help tremendously appreciated!