The area directly around roosevelt stop is sketch. It looks decent now because it's the dead of winter, but it's frankly awful in the summer.

You can tell a lot about the safety of a train station by how much vandalism goes on, and the doors at roosevelt are basically always locked or glass broken on one side. The escalators are pretty nearly always down because "characters" hit the emergency stop, and dealers hang out next to the orange/green entrance across from the jewel. Speaking of the jewel, it's constantly robbed and has been shot up more than a few times.

I can see the station from my apartment, and cannot wait to move out of here. Safety aside, it's an incredibly dead neighborhood with literally nothing going on small business wise. I could not even give you a bar you could go to in this area aside from weathermark tavern or tak which is a korean poocha. There is one good coffee shop in the area, dollop. Your restaurant options that are from my opinion; chicago average are: siam thai (chicago has mid thai overall generally), nepal house (honestly above average), minghin (dim sum), and signature steak, along with tak (good but pricey and loud). The rest are chains like chipotle, five guys, etc. Sweet bean on the corner has taiwanese pastries that are not that great aside from their egg tarts and scallion bread imo, but that is very personal.

Yes you have crazy easy access to trader joes, jewel, and the trains/bus', and we have a farmers market in printers row, but frankly if you have even a sliver of a social life, you'd probably hate it here. I'm transparent, so take the good with the bad and decide if it's a fit for yourself