I am not sure what tools you are using for your cash flow projections but it's possible to have a property that does not cash flow year 1 but will in year 2 or 3 and so on based on average historical appreciation in Austin TX. 

There are risks as you are tying up your primary residence in the project.

I have one floor plan in my project that is set up for this.. out of 90 homes we have built  we only sold 4 of them .  

The roof and gutters are only a year and a half old.

I hope you or someone is at least keeping an eye on your properties for break ins, squatters, roof leaks, temperature control, frozen pipes (if in cold climate), if you have a basement and sump pump goes out leading to water damage etc.I just talked to two investors in California that have let their properties sit vacant (no mortgages so paying property taxes and insurance).

A roof on the 600K property will cost more than on the 300K property, but you have more roofs to repair on the multiple 300K properties.

One of the most common mistakes beginners make is jumping into large rehab projects without having a solid team or boots on the ground. 

Hey BP, Im looking for project management software.

I can also see where the CPA firms don't want to do this given for the CPAs...this is likely a one time large catch up project, and then never again. 

Used those extensively and on big projects multi millions. then you had a redemption date usually 30 to 60 days.