@Rick Michaels Hey Rick! Plus one to what @Marcus Auerbach said. He has taught me so much about the Milwaukee market and helped me purchase my first property last fall - a house hack in west allis.
I went to school on the east side and have spent the better part of the last 5 years around Milwaukee. If I had more capital, I would invest in the higher class suburbs around the edges of Milwaukee and near the lake. I really like the Tosa, Brookfield, New Berlin, Greenfield area for its good schools and safe neighborhoods. It’s a historically steady market and has good appreciation compared to other nearby areas.
Personally, I'm just getting started with REI and my focus has been to find a balance of cashflow and appreciation. I don't have much for funds so I'm looking for safe neighborhoods with low cost/sq ft houses that have some appreciation potential. My goal was to find a property that cashflows enough to be self sufficient, and also increase in value. West Allis ticked most of my boxes in this category. It's traditionally a working class area, but there is a lot of development going on as areas like Tosa and Bayview full up. I personally know half a dozen early 20s people who have purchased their first home in the area and am constantly seeing old run down dive bars being turned into trendy restaurants.
I also like the Washington Heights neighborhood too. Lots of big old duplex’s that are being fixed up.
That’s my perspective as a mid 20s in the area. Hope that helps! Feel free to reach out if you have any specific questions!