Trouble to take a squint around the street (6)
I believe the answer is:
pester
'trouble' is the definition.
(thesaurus)
'a squint around the street' is the wordplay.
'a squint' becomes 'peer' (I've seen this before).
'around' is an insertion indicator.
'the street' becomes 'st'.
'peer' placed around 'st' is 'PESTER'.
'to take' acts as a link.
(Other definitions for pester that I've seen before include "Annoy with frequent requests" , "Keep bothering" , "Importune" , "Annoy with frequent questions" , "Nag, badger" .)