If I do, I need income to get me to 59 ½ because I can’t access my retirement accounts until that age.

With that said, I am in the position where I will not need a monthly income from my rentals.

Investment Info:Building a Fix and Flip/Wholesale Active Income Arm of Our Business.Routinely have 5-10 active flips/wholesale deals under management/in process.

A FICO score requirement of 650 or higher, along with at least three years of consistent income that's 3X the monthly rent, are also a good ideas.

Some context, I have 3 other properties in a different city and am currently on 1099 income (so I can't do conventional) for the past 3 months.

As you mentioned intentional flips are typically considered inventory-This means the income is ordinary income and as such: - Is not a capital gain, so hold time of 1 year does not change to a better long-term capital gain rate - Can not be invested in a QOF Deductions related to it can't be pushed or changed- all costs are accounted for with the inventory component 

This is what allows for so much more retirement income.

You can contribute up to $69,000 combined as an employer and employee depending on your income.

With you being qualified for an FHA loan on your next home that you're purchasing, will you be using the rental income from your departing residence to offset the mortgage payment on that property?

Assuming when you say "$3900/mo in rental income" you mean cash flow.That means it will take you about 13 years of rental income to equal the $500k in equity you have now.