I just purchased my first rental in the area.

The market rent puts all three together at approximately $2900 monthly.Now here are the details and costs behind the acquisition:Property taxes: $5000 yearlyInsurance estimate for all three: $3,300 yearlyC-class properties (not best location, their condition is about average - older properties)Purchase price: $250,000k$15k down and $235k seller financed at 6% interest for 30 years. 5-year PPP. 

We are super excited and in the process of purchasing a home to turn into residential assisted living space which our community desperately needs.

I purchased a vacant parcel in Mount Airy that was adjacent to the sellers home.

(Obviously biased) I have been finding some great deals lately for myself and my clients!

I have purchased materials before and contractors refused to use them, typically due to poor quality.

Several PMS's will either include damage insurance or allow you to purchase damage insurance through them. 

A good one is more than worth the standard 1 point if they hustle, are responsive, are reachable, and really look out for you the client and try to get you the best out there for you and then the bad ones are not only not worth the 1 point but they charge double or triple.And websites and reviews can be misleading. 

What are the positives and negatives to purchasing a property that is doing well with renting as an airbnb currently?

The area is on the up up being sandwiched between the United Center and Oak Park...for sure block by block still so be sure to go there at night.What do the numbers look like for the purchase price and why is the seller selling?