This is coming along nicely.
A few things :
I feel the overall colour of the scene is all too similar - by that I mean the street floor, buildings on the right and those in the background are all a light brown and it makes the scene a bit boring, try to mix it up a bit
Also, medievil stuff was wonky, im assuming because their building methods were questionable, and your scene is modelled so perfect that even builders of today would struggle to get stuff that level - this is the computer generated perfection that always makes stuff look fake, because it is unrealistically perfect, and this has a bigger effect on old scenes which need to be overly imperfect. You could do to add imperfection in the modelling in the same way that you have added dirt and grime to the lower walls on the left to make it look old. A quick way is to use proportional editing or sculpt mode (with dynotopo off) to push and pull your buildings about and "wonkify" them , just remember to save a copy first before you start.
If you compare the size of a cobblestone to the open door, it shows that the cobblestones are massive and could do to be scaled down .
The windows are all black , if you look at any street you walk down, you will see variation in what is in the windows, I realise they didnt exactly have curtains back then, but them all being identically black seems un-natural to me.
Perhaps a variation in colour slightly between the trees?
The buildings look as if they are sitting on top of the street.
The tiling of the cobblestones is very apparent and follows the line of the street into the distance. Perhaps try rotating the plane so the tiling is at an angle and wont follow the street and be as obvious.
Perhaps a more interesting camera angle may be cool.
Finally , some "ye olde shoppe" signs are always a must for any medievil scene , but seriously, some shops or taverns may make the scene more fun and interesting.
These are just my opinions, but I think you are doing really well. For me the main thing is the wonkyness, it just all feels far to perfect.
Hope this helps and I look forward to seeing this progress