I typically don’t suggest this, but given your current income I would go after class A/B+ assets with low maintenance and with much greater chances of appreciation potential.

A very rough estimate puts the cost at around $800,000, not including the land.

In Milwaukee, I'd need 2 exits from the attic and 50% of the space has to have at least a 7 foot height on ceilings.Two things you want to check: both requirements are correct, but on top of that the city is getting reluctant permitting 3rd units: 50% more occupants mean 50% more water and sewer and 50% more traffic and parking.The other issue is that the cost of finishing a thrid floor with proper insulation/ventilation will run about $50-60/sf and only makes sense if you can get strong rents. 

@Bob Asad investors in high-cost areas do this all the time, but I wouldn't.They are betting on both value & rent appreciation, but it is speculation.

Here are some considerations for commercial real estate:Higher Income Potential: Commercial properties often generate higher rental income compared to residential properties, especially in prime locations.Longer Leases: Commercial leases tend to be longer (5-10 years or more), providing more stable cash flow and less frequent turnover.Tenant Diversity: Depending on the property type, you can diversify your tenant base, spreading risk across multiple businesses or corporations.Market Dynamics: Commercial real estate can be more sensitive to economic cycles and local market conditions, requiring a deeper understanding of business trends and tenant industries.Purchasing: Generally, commercial real estate will require 20% down.Choosing Between the Two:When deciding between commercial and residential real estate, consider these factors:Investment Goals: Are you looking for steady rental income, long-term appreciation, or both?

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

This provides a steady income stream with minimal risk.Appreciation Potential-The property has appreciated significantly since purchase, and you could continue to benefit from further appreciation in the future.Minimal Hassle-You're already familiar with the property, and since it's paid off, you don't have mortgage payments or associated risks.Cons:Limited Portfolio Growth-Keeping the property means your investment portfolio remains concentrated in one property.

I have a new property I'm putting on the market to rent. A prospective candidate has come to my property and likes it. She is a woman going through a divorce and will receive alimony. The alimony will be her source of...

I also suggest that the tenant install a camera that stores videos of the driveway, then when tenant has proof, you can send notice to owner next door that he is to eliminate hazards he is creating, or you will sue for damages, especially if it costs you tenants, as they can’t afford and shouldn’t have to deal with repeated damage.

(Sales price minus selling costs minus purchase price.) plus maybe 10% in state taxes.