In my setup, I already had a .gitattributes global file. So I just had to add the following:
Before:
*.md diff=markdown
*.py diff=python
After:
* text=auto
*.json text eol=lf
*.md text diff=markdown eol=lf
*.py text diff=python eol=lf
I had already set autocrlf to true on my .gitconfig global settings. But @Craig.Lovold's suggestion is what solved this issue.
Thanks everyone for your suggestions!