@Noy Rivlin Most single family homes that make sense as rental properties are about $125k-$225k.

Quote from @David B Graham: Investment Info:Small multi-family (2-4 units) buy & hold investment.

Live in the multi-family for a year, then move back into your own home and rent out the unit.If if not ideal, it's worth the hassle. 

., "I will buy at least one single-family home, duplex, triplex, or fourplex before the end of 2019") and then do it.

If you have every lived or have family you are visiting anywhere in the Midwest, that's where I would start.  

Additionally, another neighbor who owns an adjacent parcel has expressed interest in joining the project, contributing their land to the development as well.I believe this could be a great opportunity for all of us, especially as a unique retirement plan for my family and my neighbors.

The combination of families looking for more space, good schools, and a quieter lifestyle has been a big driver of demand.For my investments, I’ve noticed:High tenant quality: Families or professionals relocating to suburbs like Naperville and Wheaton tend to stay longer, which helps with stability.Increased competition: It’s definitely tougher to find good deals, especially in top-tier school districts.

I currently have a single family property averaging $330 a month in cash flow which is going into a basic checking account seperate from personal.

What seems most attractive for now seems to be multi-family markets starting out and eventually moving into 5-20 unit properties for growth. 

Maybe a mom & pop owned small multi-family can owner finance or sell to you with some guidance for the transition.