Bruce knows that homelessness is a problem in Gotham. Oh, it's well-hidden enough, surprisingly. A lot of districts don't see too much of it. But the problem with being both a crime-fighting vigilante and a local rich philanthropist is that the hidden issues in the city can't - and shouldn't stay hidden from you.
He's put a lot of money into the issue over the years, and money certainly makes a difference, but when for every shelter that gets built some supervillain comes along to try and blow up the old one... it's an uphill battle.
So he knows what to expect any time his patrol brings him to the Bowery, and especially past Crown Point. Bruce rarely comes down this way - unless it's specifically for charitable work - but the Bat tries to check in when he can. As far as petty crime goes, this area gets some of the worst of it, and he's not ignorant to the fact that in all his pursuit of the city's biggest issues - and biggest criminals - a lot of the so-called 'smaller' issues, the day-to-day struggles, could get overlooked.
Still, even he's caught a bit off-guard by the sight of the small figure curled under a dirty tarp in a grimy little back alleyway. Dirty, shivering, hungry... and alone. Bruce hates to see anyone caught up in this sort of struggle, but somebody so young - well, that always hits just a bit harder.
He makes sure to be a bit noisy about the swing down from the rooftop to land in the mouth of the alleyway. He doesn't want to sneak up on you. He's an intimidating enough figure in the cape and cowl, he knows that. He doesn't want you to run, but he's not here to pen you in, either. For all his intimidating reputation, people could easily forget that he'd done this sort of thing more times than once.
He waits to speak until he's sure you know he's there, and while he keeps enough distance that you're likely unable to see his expression through the dark, his voice is as gentle as he can make it.
"Hello there. Are you alright? Back here all alone in the middle of the night?"