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I see people advertise their cars for sale by the streets. So I thought I should/woudl give it a shot.

1. Is the sentence correct and natural?
2. Which choice is better?
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I see people advertise their cars for sale in by the streets. So I thought I should/would give it a shot.

Either works for me.

I should give it a shot = I ought to try it

I would give it a shot = I will try it.
In? Where's the car located with in? [in/on] the streets is really difficult to understand despite the fact that I've tried to analyze it numerous times.

How about 'on the streets"?
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I presume that you mean the cars are advertised by a sticker in the car window.

I'm not aware of a specific term for this form of selling a car, but I suppose they are advertising their cars in/on the street where the car is located. I would accept either in or on.

I park in/on the street.

This reminds me of the discussion in/on the drive. Despite the posts I would use either.
Another street question, A car is speeding in/on the street?
A car is speeding in/on the street?

I would accept either. Others may not.
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Thanks, Optilang.
In my experience, the British are far more likely to accept in in those cases than Americans, who prefer on (but may accept in as well).
CJ
One day, I'll compile all possible scenarios about streets and figure it out once and for all. It's still very confusing. My chance of getting it right is 50 50.
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