It depends on the clearance on each layer. If you have an annular ring on the inner layers specified without a clearance around it, you may have a problem. From your 3D window there is no annular rings on the inner layers. So then it is depending on the clearance around the via.
You will of course have a connection, if the net in question is routed on an inner layer.
If you are in doubt, generate a set of gerber files and see what you get in a gerber viewer. then you can see if your specification is correct. A run of the DRC should also mark this as an error if it is in the test matrix.