To save those costs, you might want to stick to some year build and older, for example, if you cannot do inspections on the properties that you are buying due to off-market deals or something else that is hindering you (all sellers I buy from do not want anyone in the home till we close).

If you can get a better deal on the home due to age its a fine and if you need financing banks do not judge year built. 

Hello, I am a 23 year old embarking on my journey into real estate, specifically focusing on multi-family properties. As a six figure earner, I am seeking advice and insights from experienced real estate investors on ...

Milwaukee inventory has just been so low, that even very distressed properties sell to first-time home buyers without a significant discount, so in the end it's cheaper for me to buy properties that already have a new roof, windows, kitchen, HVAC etcI appreciate that insight and it makes perfect sense.

Home Equity: What Is It?

Buying a single-family home with a detached garage and converting it to an ADU is much simpler.

So I would like to get the opinion of some experienced investors.My goal is to buy (3) three to four multifamilies.I inherited a 3 family fully paid off and own my current home.Between the two I have roughly 550-600k in home equity.  

Ours is built with stucco siding, concrete tile roof, tempered windows, self-closing soffit and crawl space vents (they melt when exposed to heat). 

The one guy I spoke with said they make money only when they sell to potential investors and they only sell new construction homes that are usually pre-leased to buyers (currently they are building in Texas state and Missouri State).

It seems to me though your short term objective is to get the HOA to take immediate action on the roof.