It is 4 sides masonry, if that matters.

The frames are rotted, the lintels look like they've popped the stones/masonry and letting water through, and there's some sagging of the front porch (above these windows) causing a few cracks in the cement and more leaking into basement room below.

And of course your area may be different in terms of cost and also some jobs don't require a full cosmetic renovation, but most of mine have.Then of course check the big ticket items like HVAC, roof, exterior siding/masonry repair, windows, interior sheetrock replacement, foundation and water heater and know approximately what it will cost to fix/replace each if warranted.  

If so, the vinyl may be expanding too much (i.e. the window was not built correctly)(2) If all windows are doing this, is there structural problems with the building (i.e. do you see cracking in the masonry).You would not be able to screw in the vinyl as that will only cause more future damageIf all windows are doing this, I would lean towards faulty windows but hard to tell without being there to see it. 

It’s masonry built with Stucco except the tables are wood.

Try https://foschinigeneralmasonry.com/They have done stucco work for me and are experienced with all kinds of masonry finish work.  

WE always recommend Gus Sharos of Sharos Masonry.

Normally you would just use a masonry paint and not need any primer. 

I live in Alberta, Canada, and I own a masonry business which provides my wife and I a very good living.

Hi Jesse, I recommend Adam Beer, owner at D&D Masonry. http://www.danddmasonryandchimney.com/request-a-qu...Cheers,Bill