@Peter Morgan you can't afford to not tell them...It does not matter that this is owner-occupied.

@Ryan Zamora I own apartments that are considered affordable housing.

@Jaime Rossini,  there is a lot of info missing in your post to allow a full assessment but here is how I would look at the situation if I was to buy with a view to house hacking (live in the vacant unit for a couple of years).Regarding the purchase, this is how I would determine how much gap financing I would need.Purchase Price + Closing Costs for purchase and new mortgage + Cost to Upgrade vacant unit - How much can I afford to invest as my own initial equity?

If you’re under 29 you wouldn’t have been able to afford a house 40 years ago either.

Meanwhile, DC is a better option because of the quality of tenant but I would only be able to afford a duplex and I can manage it myself.

Strawberry Mansion is more affordable, but has problems of its own.What price range are you looking for?

I liked the demograthics I was working with and did not want to get into lower rents, which eliminated the fourplexes (low rent - affordable housing) and most duplexes (except those in the top areas of Milwaukee).

I'm in GA currently and building a portfolio up here to be able to afford to come back home 😉Eyeing South Shore, areas of Woodlawn, Portage Park, west ridge, Humboldt park etc.

I have better deals than I can afford at this time.

Can it be re-zoned to allow for different types of housing since there is such a shortage of affordable housing?