My fiance and I are in a unique situation as I play baseball professionally, and she works online and plans to live with me during my season.

You find the person who makes decisions bout the property and ask "what are your plans for the house?" 

My father is the trustee and sole beneficiary, and plans to will the house to my wife sister and her.We want to take out a HELOC on the house to invest in real estate (we currently have two properties and are planning to scale up).

Lastly, land development requires solid planning and capital, so getting the right development loan with flexible terms will be vital for success.

Bulldozed the house and plan to build a new house on lot in the future Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

If you plan to keep your current home as a rental, a home equity loan or HELOC could help fund your new home’s remodel while keeping your low mortgage rate.

But if you want to maximize your deductions now or plan to sell the property soon, then using it now could be better.Also, if you or your spouse qualify as a Real Estate Professional for tax purposes, the losses could offset other income, like your W-2 salary.

Make sure your lender supports your long-term plans, as refinancing early can be tricky with DSCR loans.

We have one property already as our primary home with a plan to buy another house and rent out this one.

The markets investors like you want to live in and invest in are often two totally different places, so don't limit yourself yo a single plan.