Was the lower level recently added (finished as living space)?

Looks like there has been water pooling right in front of that open door with a can holding the storm open. It is most likely running right down into your basement. In fact, the whole sidewalk on the side slants towards the house. That water too, will run into your basement.

@Jeffrey R. Grenz, General Contractor No, it was a finished basement for about 10+ years and cosmetic updates (baseboards, paint, drywall etc) about 3 years ago.

@cat_ky, In front of the door it is definitely sloped away and water runs away from the door. In fact, the floor is dry when you enter through the door, but the floor is wet when you walk further into the room about 10 feet forward and to the right (where the red lines appear in the pictures). Do you think the sidewalk water goes through the stucco wall? There isn't much water that actually runs along the wall, it's mostly splatter from the rain that gets onto the stucco wall.

@Jeffrey R. Grenz, General Contractor I tried doing a little drawing to show you the layout under the house. The numbers reference the pictures above. If you look closesly, I put a little blue triangle where the water intrusion is. Clicking on the picture below will make it larger.

Is photo 6 showing a short ret wall along the north side of the finished basement?

when was the short ret wall installed? DId you see it waterproofed before backfill?

Is the water along that wall?

When was the B basement window installed?

@Jeffrey R. Grenz, General Contractor

Is photo 6 showing a short ret wall along the north side of the finished basement?

No, that's facing West towards the neighbor's house. It's the end of the raised basement / foundation area. Photo 5 is looking towards East. You will see a two walls in the picture going straight ahead. At the bottom of the shorter one is where the water is. Also, in Photo 5, there is also a retaining wall supporting the wood framing but it's cut off. No water is there.

when was the short ret wall installed? DId you see it waterproofed before backfill?

I'm not sure to either. It was refinished before I saw it.

Is the water along that wall?

No

When was the B basement window installed?

Probaby 10+yrs ago, but there doesn't seem to be any cracks or holes anywhere around the window. Maybe some hairline cracks in the stucco, but the stucco gets splatter and no constant running or draining water from anywhere.

So the dark areas on the house are rainwater saturated stucco? Is it painted or raw stucco? The water runoff area to the left of the stairs is above the grade the floor of the apartment below. Hydrostatic pressure is pushing seeping water horizontally into the floor of the lower living area. Water travels down not up so you might not see evidence of it crawl space.

You need to first to fill all those cracks I see in the cement. Then you need to stop that splatter. Gutters or a line of big potted bushes below the drip line of the roof. If that doesn't slow it down you need to get that cement below the grade of the floor of the inside. Cement is not waterproof... it gets saturated and water passes right through it.

Thank you @Paul F., the stucco is painted. Potted plants is a great idea!

@3onthetree Your notes on the picture are accurate. Do you think the water is coming from where your blue arrow is or where I am taking the picture from?

Both the North and West sides adjacent to your lot is higher, so you have the risk of underground flow towards the basement. You have your West roof dumping concentrated water onto the ground, which then soaks in and moves towards the basement under the crawlspace. You have your North roof dumping concentrated water onto the concrete pad under the window, which has some sort of painted rock border and possible cracks/expansion joint at the house which may pool or let in water to the soil below this concrete pad. The original depth of footing of the outer exterior wall under this window may actually be above this concrete pad (unknown), so water may be able to also move horizontally across that soil sandwich to the inner wall.

So I forgot to put text on the green arrow in my pic markup, but saying (what I think Jeffrey was getting at) that the soil sandwich is probably your best bet to see if you can do some water mitigation or waterproofing on the inner wall within that sandwich.

@3onthetree Thank you so much! This is very helpful.

I am getting quotes for gutters along the North and West parts of the roof and diverting that roof water down the driveway / sidewalks away from the house. I hope this will make a big difference too. Water proofing that inner wall sandwich seems to be a much bigger / more expensive job.