Ok.. I might of figured it out. In the process of moving items out of the house inventory onto the lot, along with the items in the Sims' inventory onto the lot (Since these things are lost when uploading a lot or Sim) If I uploaded the lot before pulling those items, it didnt have the Wrench icon for Custom content. Which is weird as there isnt any CC content in either inventory. What there is however, are the crafted objects like the Cards kids can make, Seasonal decorations they can make, and some Photos of the Sim Family from the lot. Which I dont see why the photo's could possibly be considered as the lot already has some and doesnt list with Custom Content with those decorations. I dont feel like going thru every object to narrow down which is causing the issue but, it definitely doesnt make sense.
