Non Global Crossfade

Could it be possible to crossfade specific songs within a playlist? Kinda how like autoplay works I can select which songs individually.

Yes, just enable autoplay on specific songs or enable the option to show the crossfade button and manually start a crossfade with this button.

I was looking to not manually hit the button to crossfade. Have it done automatically but only on specified songs.

Then autoplay with crossfade on is the only option.