Where do the burbs change to the city?

Traveling east on Conway Road, south on Ballas Road, east on Manchester to St. Louis. It starts to feel vaguely like St. Louis right when you cross Brentwood Boulevard. That's when I start to feel like I'm close to home. The suburban landscape let's up a little right there at the intersection near Frederic Roofing. Maybe it's just familiarity, "for a hole in your roof, or a whole new roof".

Heading east, seeing the Metro train tracks, brick, less mish-mash construction, people walking, it just starts to seem livable right around there.

And for you? North, south, east, west...when does it feel like St. Louis?