Our strategy is looking for multi-family homes to purchase and hold as option 1. 

If you want to develop it, I can refer you a lender that will lend on a completed subject to appraisal but you'll be limited if you just want it for the lot.If you simply want the land as part of your property, you have more options including a HELOC which you can still use for development down the road. 

Lots of loan options can close in an LLC, helocs usually need to close in your personal name.

My goal is reviewing retirement options. 

Hello, Starting to research about STR options/opportunities in Mexico (as a Canadian living in Canada).

If you are hoping that this property will stand on its own with you living in it and not having to put your active income into it, then it might not be the best option for you right now. 

Having the info will help you weigh the options and make an informed decision.

If you want to discuss bookkeeping options further, feel free to reach out!

Many approach the homebuying process with a research-heavy mindset, wanting to weigh every option before making a commitment.

Make sure you have that addressed just from a liability standpoint. 4) You could also look into a mid-term rental option with traveling nurses if you think the unit is truly rentable. 5) AirBnB restrictions have gotten much stricter as well in general in Chicago, so make sure you are on the right side of those if you put your unit up since you are required to register with the City.