THEY ARE STEALING FROM YOU (remember your remark about him not even getting a fast food/entry level job? 

Encore, you would need a membership, if you purchase in the new phase (Spectrum ) they automatically come with the amenities (membership) included to your guests, but the HOA and management have other restrictions and all units come furnished with the same packages, so you can't make changes to have it stand out, which is what is really needed hear in Orlando since there is so much competition. 

I started off with house hacking a duplex in Malden a few years back and have been able to acquire 14 more units since then.

Whether you need a CPA with just three rentals depends on the complexity of your situation and your comfort level with DIY tax prep.If things are pretty straightforward, you might be fine with tax software for now.

This is obviously much better than $1,400 per month.On top of that, you will now get 2x the depreciation write-off so your taxes should go down.On top of that, you will now get 2x the appreciation when real estate price go up.On top of that, your tenants are helping you pay down the loan, initially at about $100/mo for both properties, which gradually gets better and better.On top of that, you now have more units so if one or two goes vacant, you have more renters covering the losses of the vacant units.If you want to keep these properties, I would do a cash-out refi and go buy more rental real estate.

Here is the scenerio:3-unit investment property worth $2m.

They are the best property management software there is, but they have a minimum portfolio size of 50 units.

The primary issue is that building small unit in a single count is some of the most expensive development.In addition, in most jurisdictions the primary unit will become rent controlled (assuming more than 15 years old).  

As a Mexican real estate agent living in Canada and with a presence in the United States, one of the most common questions I hear in the investor community is: "Can foreigners buy real estate in Mexico?"

Did the son in one of your 4 units declare bankruptcy?