This is extremely helpful.

that is not what sub to is. 

We have a reasonably high income from our W-2’s and rents with annual income in the $250k+/year depending on bonuses & OT worked and is usually closer to $300k.

Is your comparable unit that you get $100 bills for a 4 unit as well?

My property is about 1 mile from the long trail. 

Quote from @Richa Wardhan: It's inside the city zoned RG-1, we would like it to be a vacation home and STR Hey, RichaIs the home already a vacation home and STR or is it a primary residence looking to convert over after potential ADU built?

My understanding is this can be done by keeping the property in LLC and be 50/50 partners in LLC. 

This is a great place to learn and to connect with people so take advantage of all the great resources.

As mentioned elsewhere, as much as you're able to do so now, handle all estate matters so you can avoid probate.

Monthly cash flow is positive.