Ironically, the leader of the meetup told me to check with the county if I can add another unit on the property and I confirmed that I can but he probably wasn't expecting for me to have to rezone it as commercial. 

It's smart to confirm with your lender and tax advisor before making the transfer.

In your tax software, you will need to indicate that this fence was a "land improvement" or "15-yr property" - whichever choice the software gives you.

You’re on the right track, but make sure to consult with your CPA to confirm your plan aligns with your situation.

Yeah, it's evident that there's a strong pro-real estate sentiment here on the forums haha, and sometimes we can get caught in a self-confirming loop.

I had that feeling and just wanted to confirm that.

I do all of the work except for contract review by broker and they pay for the pm software and overhead of having a physical location for the brokerage (although rents collected and owner payments are all done online).

What software should I look into? 

That's always your friend when you can't find a software to accomplish what you need.As you're scaling your portfolio, it pays to scale in 1 or just a few areas so you can have all properties with the same utility companies, management, etc.

I’ve been using RentRedi for a couple years and found the software to be quite helpful.