Water leaking in the unit via electric outlet

[Phillip Tru]

Hi,

I need some assistance in resolving this situation.  I have a 4  unit house in Hensonville NY.  It is a two floor house.  My first floor unit has water leaking in through the wall and into the electric outlet.  In the winter time, there is ice buildup in the electric outlet.  It happens only during the winter.  There is water damage on top of the wall along the window and into the ground.  The second floor unit on top is not showing any water damage at all.  Per the tenants, the previous owner attempted to resolve this issue before. I thought it would be a gutter issue. The gutter guy  covered the box gutter in the back. But that did not fix the water leaking in through the walls. I am wondering if the exterior wall needs to be addressed or maybe the gutter issue as well. I read box gutter tends to leak after a while and not as reliable. The gutter guy primarily works with seamless gutters so he had initially recommended to seal up the box gutter and replace with seamless gutters.  If that is the issue, shouldn't the second floor would show water damage as well? I do not even know who to ask to address or amend the issue. I have post some pictures as well. Please advise or recommend someone I can seek to resolve this issue.

This is the exterior wall of the window. There is some open holes there. 

This is the interior wall below the winow. 

This is the electric outlet that freezes during the winter time.  There is water dripping from the outlet. 

This is the baseboard of the wall that show some water damage. 

This is the exterior of the wall that show some water damage. 

This is the interior that show water damage from the top of the wall along the window.