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You will have to delete your submissions to be able to delete your uploaded files. Deleting submissions will also delete the attached uploaded files. Unlike the submission count, uploaded files are not reset every first of the month.
To access you submission page you can follow the instruction on this guide: How-to-view-Submissions
On the submission page, you can delete your submission by:
By deleting the uploads, you will be able to free used available upload space.
Unfortunately, it's not possible to delete uploaded/attached files without deleting the submission. I suggest you download a copy of all your submission in Excel or CSV format before you delete entry/submission along with the attached file.
Here's how to download forms submission to Excel/CSV/PDF.
I hope this helps. Let us know if you need any further assistance. Thank you.