I think you need a really good attorney and really good accountant. And
most of all, you need to listen to them.
1033 Exchange:
A section 1033 exchange applies when you lose property through a casualty, theft or condemnation, and realize gain from the insurance or condemnation proceeds. If your tax advisor says that you will realize gain from the insurance or condemnation proceeds, you may be able to defer that gain using a 1033 exchange.
1031 Exchange:
No gain or loss shall be recognized on the exchange of real property held for productive use in a trade or business or for investment, if such real property is exchanged solely for real property of like-kind which is to be held either for productive use in a trade or business or for investment.
The initial $100K that you reinvested was actually a Capital Gain and not "income" as you call it. When you sold your first property, you should have paid capital gains tax on the $100K profit as well as tax on the recaptured depreciation that you had claimed while you owned the property. Instead of paying taxes, you waited 2 years to reinvest your Capital Gains into another property in a non-compliant '1033 Exchange'(?!).
In real life, your property would not begin to qualify for a 1033 Exchange anyway since it was not subject to casualty, theft or condemnation.
In real life, you would need to do a 1031 Exchange, which would have required you to reinvest the
entire $200K sale proceeds into a new similar property of equal or higher value to qualify for the Capital Gains deferral. That would also have required you to identify the property you want to exchange within 45 days of the sale of the first property; and for you to complete the purchase within 180 days of the sale. Since you did none of these things, you are liable for the capital gains tax on the $100K profit and the tax on recaptured depreciation in the tax year the sale occurred.
Since you have done this 4X, you are potentially liable for four times the amount of taxes plus penalties - it could be a
lot of money.
And regarding the $120K re-fi; if you used that $120K loan proceeds for yourself, then you should have been paying taxes each year on the loan payments that the property paid for you. It's income to you. (It's the same as if your business pays you a salary and you use it to pay the personal loan - you can't avoid the taxes either way.) This is another area of potential tax liability for you. OTOH, if you used the $120K for improving the property, then it would simply be a business expense. I'm sure there was a little of both each year, which is why you need a good accountant.
It seems like you're making up your own Tax Code as you go along. That's a recipe for disaster and you'd be well advised to seek professional help, and make an offer to the IRS to minimize your liability. FWIW, I would hire an accountant who used to work for the IRS if I knew I'd have to negotiate with them. I'm amazed the auditors didn't catch any of this. I've been told they're not always the sharpest tools in the box.