I tried Googling the AR DAC and CDP but didn’t get the info I sought. If the CDP is from 2092 my guess is that it will not have a digital input to access its DAC. If it has a USB digital input only it might not be an asynchronous USB.
A DAC from 2012 is more likely to meet the requirements. See if it has an asynchronous USB input to work with your PC. If so then you are good. If it doesn’t then you could get a streamer that has every digital output in all price ranges and transfer the computer files (I assume that you mean files on a hard drive) to a USB flash drive. The streamer will then work with commercial streaming services.
Since you are new to streaming, IMO the DAC is the major determinant of the sound. Streamers matter but for around 1K you can get something that should pair nicely with the AR DAC. If you like streaming you can always buy an uber expensive streamer for that last little increase in performance