While its nice to borrow as much as possible, the risk involved can sink someone as in most instances their is personal guarantees involved and lenders will bankrupt sometime to try and get every penny they are owed. 

The potential for a loan call is higher and higher with sub to the more parties you involve if that makes sense.Trying to take down four homes sub to and then do remodels to them all, and then list them on short-term rental sites, and get full permitting and ok for not just the STR, but for your renovations and all prior renovations maybe done without a permit, while on subto, sounds like a pretty big mess to me.I would consult with a sub to specialist and prepare for the potential of having all the loans called at some point.

I'm opening my second home and find them extremely rewarding but think I may stop at these two because I am extremely involved in them and am spreading myself too thin I think. 

However as with any investment there is risk involved the investor is responsible to conduct their own due diligence.There is an existing property and a lot next door that is a blank slate.

Given this, it's essential to have a real estate attorney involved in the transaction.

*My Grandma also pays the property taxes; I really have no knowledge of what's going on here with this property outside of people living there rent-free.Next Steps: What are the typical steps involved in initiating a partition action?

Pick one and get them involved NOW. 

For example, you might stipulate that if you identify a property on your own or work with a property that already has dual representation, you can proceed without involving your realtor.

@Jahid M.Starting a rental business involves researching local regulations, using platforms like Airbnb and VRBO for short-term rentals, targeting mid-term rentals like traveling nurses or business professionals, and considering Section 8 tenants for stable income.

There are so many people involved in a real estate transaction and it's important for everyone to work together so that the transaction actually closes, and closes on time.