Basin Lock Nut Leaking

What this could be is that you have a slow leak from the floor above. Probably a water feed rather than a drain. Although it could be from the heating system if you have a water or steam system with radiators. When you turned the water on the house it started to drip, and the ceiling soaked it all up. Eventually the ceiling became saturated and started to drip onto the floor.

If you do have a slow leak then obviously you need to find the source. It's probably a leaky pipe joint, or maybe a loose compression fitting. The only way you're going to find it is to get access, as for how that completely depends on your house's construction. There may be a panel in front of the bath that can be removed, etc.

What you need to do is meticulously go through the whole bathroom above and look for any kind of access to pipes you see, and look for signs of dripping moisture, oxidation on the pipes, or hard water deposits. As it sounds like the whole ceiling needs to come down on the floor below do that first, then use that access to find your leak.

As for how to fix it if it's a compression fitting get out your wrench and have at it. If it's a solder joint or a bad pipe get a plumber in unless you have the tools and the experience. Good luck!

It should not be necessary to try to goop some type of sealer around the lower neck of the sink drain. Such solution may work but it is not the desirable approach when you consider that someday this assembly will need to come apart for repairs.

In looking at the assembly that you have I wonder if one or more things are at play here.

1) If the drain pipe tail was not centered in the neck of the sink drain and then had lateral force on it due to the down stream goose neck trap it could be forcing the gasket open on one side. Check that there is no undue large amount of sideways pressure on the lower part of this pipe assembly.

2) It looks like the gasket directly contacts with the face of the capture nut around the drain pipe. It is possible that by tightening the capture nut that it is putting a twisting force on the gasket that may cause it to "fold away" from the sealing edge of the sink neck.

3) It is possible that there could be a small crack or pitted area on the sink neck that keeps the rubber gasket from engaging 100% with the sink neck.

4) Sometimes the "rubber" used in this type gasket is made of a plastic material that is anything but rubber. Check at the local hardware store to see if they have another gasket that is more pliable. In some cases a silicon material may be better.