should/would

New2grammar

1. A car is parked at a metered parking space on/in a street. (I don't like 'in' because it suggests 'in the middle' of the street rather than 'at the side' to me.)

2. A man is standing on a sidewalk waving to his friend across the street. He's in/on the street. (I don't like 'in' for the same reason as in #1.  To me, a sidewalk can be included in the general idea of 'street' if the sense is 'not in a building, and also not in the middle of the street'.)

3. A car is waiting for the light to turn green. It's in/on the street. (Either, but my preference would be 'on'.)

4. A car is parked next to the sidewalk on a lawn of a house facing the street. It's on/in the street. (Neither -- the car is off the street, and on the grass)

Hi New2grammar

As I said, in BrE, it is 'in the street'. The Americans will says 'on the street'. So, for the examples you provided, I would use 'in' because I use BrE.  It is a case of BrE vs AmE. 

I hope a BrE speaker member will confirm whether I'm on the right track. What I've stated is what I've learned from books.