This is a great tip

Any guidance or tips would be greatly appreciated!

I've wanted to know some tips you guys have on wholesaling and starting young and what I should know before I start.Important question: How can I calculate or give an educated guess on a property's repair cost on zillow 

I'd use an approved underlayment.Pro Tip: If it's cheap, it's not good.....at least spend in the moderate range.

Any tips on finding an agent? 

The important things to consider about HOA fees is that they usually include some utilities: Water/Sewer, Trash, sometimes shared amenities like gym, clubhouse, pool, and they are saving you the time and headache for property maintenance: lawn care, tree timing, roof, siding, etc.

Welcome to the community and be ready for a huge amount of information at your finger tips.

The model opens a pool of possibilities for owners who are prepared to hold and manage the property long-term.

I intend to rent out the units by room to college students (does it sound like this would work in this area and what are some general tips/things I should look out for?).

Since you're so close to Loyola and not too far from Northwestern, I imagine you might have a pool of people who need temporary furnished housing while they study, do a medical rotation, or travel in the medical industry.