Rent for this house I’m buying will be in the $2800-3000/mo range, but there are some comparable rentals in the neighborhood that go for $3400-3500.

Even in the best case scenario, the ROI does not justify the large capital investment and relative lack of liquidity as compared to my stock portfolio (where I have more knowledge & risk tolerance, even in volatile markets). 

There isn't a whole lot of rentals in this area but rents go from $2,300 to $2600 for comparable properties.

Do you believe that a house that will be 100 sqft feet bigger than the largest comp and also include a two car garage is capable of selling at or above the highest comparable? 

They are appraised using comparable sales. 5+ units will take income into account

I cannot find any comparable properties with with to compare.

The biggest reason for me coming to America is that real estate here, comparing to Israel, is more beneficial and less complicated.

The interest rates were lower compared to what they are today.

Tell them you will research comparable and give them a price within two days.

1. walk through inspection with them present to compare to move-in inspection and noticr of non-complaint behavior if any .