This is a little bit off-topic, but has been a fascinating thread to read. LOTS of differing opinions. As a guy new to the REI world, this makes me want to be even more cautious.
I have been driving around the city’s south side a lot in the past week, simply because the north and NW side is mostly done, in terms of deals. I wanted to see if there were ANY possibilities, or if I was just looking at a difficult neighborhood to work (although tons of still-beautiful cheap properties).
I was incredibly saddened. Chicago truly has the most beautiful residential housing in the USA. Block after block of beautiful brick bungalows, 2 and 3-flats, craftsmanship and design and care in construction so evident from just a drive by. But these incredible neighborhoods have fallen into such disrepair, crime-ridden, drug-infested. So unbelievably sad. Just south of the beautiful South Shore golf course, I could see that someone with a vision, money, and city connections could TRANSFORM this area into a neighborhood that feels like a port/waterfront. Bordered by the train-tracks to the west, it could have an Eastern Seaboard vibe. This area could be an extraordinary draw for people. So much potential, and yet there were vacancy signs everywhere, lots of boarded up buildings.
There are a few blocks here and there, and I even talked to a few people on the sidewalk. Some folks ARE taking chance by buying in and around there. It seems there are some solid working-class and middle-class blocks.
COULD Chicago’s southside still have potential? Or is just more of the issues that come with low and ultra low-income tenants?
I wish I had some way to execute on that vision...
Best of luck to all Chicagoland investors here!!