I figured what better place than the bigger pockets forum to ask if maybe I'm not thinking of all my options.

Airbnb is a good option.

@Shuvrajit Mukherjee - You have to be able to scrape that data from some where pretty easy...a lot of that property specific info is public record.There is a website called chicago cityscape...I am decent friends with the founder....it is sourcing a ton of data that might help. 

I sourced the property off market and secured seller financing, and I also self manage it as an Airbnb host with nothing but 5 star reviews.

I would be OK with doing a single family and then renting the rooms if that was the only option.

Happy to talk further on the area (we are large enough to offer options to focus on student rentals/UW Madison campus, and anything from Class C to A locations or suburban/surrounding communities) but to help you consider broad initial search, you could start by deciding how important cash flow is. 

They are in the field sourcing opportunities, analyzing real deals, and making offers.

Once you evict them and are ready to rehab, you have various loan options to cover the renovations costs and pull out equity.4.

Start by researching areas that fit your goals, understanding financing options like FHA loans, and using the 1% Rule to evaluate deals.

Condos will be your best option when compared to co-ops because only about 15% of co-ops allow subletting.