You purchased in 2020 so you're experienced in high-demand, competitive markets.

In the end, we are all on the same team here.I don't remember ever giving anyone any advice.

But the mortgage is still too high. 

Green for low and red for high property values.

I highly recommend using Baselane for managing your rental properties.

As for the first, yes we'd be able to do that (for example, replacing a water heater which is the mechanical that's closest to the end of its useful life).

Wondering if it will be a waste in fees paid to either HELOC or Cashout Refi because there may be a possibility of having to sell to get the primary residence we want next year and end up paying Realtor fees to sell it. 

I can also see the ends of the Commuter Rail lines being good too...like Haverhill for instance  The Salem/Beverly area is great and pretty pro-development/housing from what I'm hearing.

I highly recommend the book real estate by the numbers.

Lenders or investors who have short lock up periods but have years of experience feeding their business with new capital would give me more comfort but anyone who is just starting and is promising a rate of return or return of capital in a set period of time would be alarming because they very well could be reliant on fresh capital to make good on that promise and that usually ends poorly.