I listed 2 properties for sale from my portfolio.

It sounds like you’ve got a solid foundation with your rental property, and I love the ambition behind your plans to build a property management and maintenance company—it’s a great way to take control of your investments while creating additional opportunities.Best of luck to you! 

Are you already working in property management?

However, our research indicates that many DSCR lenders require Florida properties to be held in an entity.Are there any DSCR lenders that offer loans for properties held in a personal name?

Without the upside of a good neighborhood and/or quality property, I don't love it. 

I’m planning to do this for 3 multifamily properties all located in MA, each ranging from 2 to 4 units.

It will NOT be an A/B class property. 

One thing to be mindful of is the cash flow of the property as you get into higher LTVs.

I would look at the DSCR loan as the first option.By the way, I suspect you are going to be disappointed by any refi appraisals   ADUs typically appraise poorly   JADUs can lower the property value Vs having the space as part of the primary unit.  

My profile has my YouTube channel and I have an episode that shows you exactly how to create the comp set and look at amenities that matter, what others are paying for cleaning and how other listings look - that way you can see how to best market your property.