A couple months before I sold, I put them up as a flight special for $45. 

The guest said she was house hacking but only stayed there in the property 6 months out of the year and short term least it out the winter months to travel and stay where it is warmer weather.

. $225/month seems dramatically low.

We also own a single-family home with a detached garage and a separate lot that is currently secured with the mortgage of the single-family home (we've owned this for 10 months).

I’m very grateful and lucky my investments have built so much equity and capital but I would like to move it into monthly cashflow so I can work away from a w-2.

The calculation typically uses 75% of the property's gross rental income (as determined by an appraiser) to account for potential vacancies and maintenance costs.Monthly Payment Calculation: The total monthly mortgage payment includes principal, interest, property taxes, homeowners insurance, mortgage insurance premiums (MIP), and any homeowners association dues.Test Requirement: To pass the self-sufficiency test, the calculated rental income must be equal to or greater than the monthly mortgage payment.

If you can't increase the rents, remember that you are paying down the mortgage every month.

This means thousands of dollars more in engineering, surveyor, and architectural cost plus months of extra work.Original 2-story garageHISTORIC CONSIDERATIONSTo complicate things further, the structure is located within a historic district.

The mortgage payment is $1,000 on each house, so you earn $500 per house or $2,000 monthly.

Depending on the state the foreclosure could take months.