Question about non cash charity deductions itemized over $500+?

So I'm cleaning out my house and I have (I assume) clothes and items I could donate that's looks to be a little over $500 non-cash charitable donation. 

I heard about itemized receipt and I want to do that but is it worth it? Like if I (assumed) my math could be $800 worth of donations. What should I do and what form should I be ready for? 

I know there's a form but how would I know if it's worth me filing or qualified for?

Any suggestions or answers would help me understand taxes more.