@Benjamin Sulka has some great points.
You want to reduce your housing expenses as much as possible and not necessarily get cash flow since it is very difficult in this environment. Most of the times you do need to sacrifice that convenience of having privacy and a place to yourself in order to get the cash flow numbers that you want.
Another thing to note, generally (not always), multifamily (2-4 units) are not in the best areas because they're meant to be lower priced rentals for people, so just expect that when looking for it.
If you want to find the best deals where you can double dip (have cashflow and be in a possibly good area) than you might need to look off market.
How I see it is you can have one of the three:
- convenience
- cash flow
- equity
If you want cash flow and good area, you need to put in a ton of hard work to find that property (mainly off market). If you want to do no work, then you're sacrificing on cash flow typically and equity. And if you want to have a property with equity, you're sacrificing the convenience (probably have to fix it up) and not have cash flow for a bit either.