Also, a friend of mine (who came over and was going to give me a quote for installing some quarter rounds) and I noticed that throughout the living room and bedrooms there's some water/moisture around the baseboards.

If the existing siding is rotten, you could have problems with it staying secured and excess moisture later on.

The inspection was done today and the inspector recommended we asked for a $2k contingency since he found moisture on a wall near a window and there's a possibility of mold.

The windows are in visually poor condition and allow moisture between the panes. 

It's rated for moisture/slip.Sometimes I have carpet installed, especially when I need a fast turn around.  

No actual water coming in but plenty of moisture.

It needed all new paint, flooring, kitchen cabinets, deck, and, little did we know at the time, moisture remediation in the crawl space.

If so, DO NOT block those holes, that allows your crawl space to breath and allows moisture to escape.

New landlord here..Our first rental property is from the 1920s and has field stone for foundation, it gives you the smell that just smacks you in the face and moisture like crazy..

I think that moisture might be penetrating through the brick and mortar from the exterior or maybe the window.