And over time, as those assets to make our product we sell had a fixed price, the dollar does not sit fixed, our cost of product increases meaning increased cash-flow.

By the 3rd or 4th year if they aren't the same or have increased we all prob will have bigger problems

Rents have increased significantly but so have housing prices. 

You can also expect increasing HOA fees, and there may be some problems renting a property inside a difficult.You don't have any experience, prices are at an all-time high, and rates are also high. 

Many of these areas also benefit from both rising home values and increasing rents.Ultimately, successful investing comes down to selecting a growing market, a strong neighborhood, and building a reliable team to support you.

Since the last report, we have seen a significant increase to Median Price of New Listings, from $227,950 to $241,450.

I have clients who are increasing their cash flow by between $19k and $55k and their cost basis is between $145k and $200k.

If Oak Park allows STRs, leveraging that history could make the property stand out.That said, unless the home has been preserved as a landmark or has unique historical features, the value boost may be more about novelty than a significant price increase.

I'd underwrite the property, with that low interest rate assumable mortgage, to cash flow positively from day 1 as a long-term rental, but be willing and able to use the rent by the room strategy or to rent out part of the property as a Short Term Rental to dramatically increase cash flow during my occupancy. 

Also, as long as the house appraises, taking broker commission and using it against down payment and closing costs means lower cash requirements for me which increases my CoC returns.