Going to be very different cash-out refi options depending on the type of building/tenants

. - Depending on appreciation, I will be underwater for at least a decade in this "deal".

In my area of the state, just drilling a well alone can cost $35-$50k+.Some areas have lots that have adjacent to public water and sewer that you can tap into however usually you'll incur the water tap/sewer tap expense which varies in price but I've never seen less then $10k on the water tap and $5k on the sewer tap and those are lower then usual.

It also depends on what you are looking to do.

I would assume that if you are building the same cabin again that the new build would take a bit less time depending on lead times for materials as the crews have already done it once.What will the value be of the property once the cabin is ready to occupy?

As of now rates can actually be in the higher 7's as well depending on the deal (FICO, property type, location, loan amount).

Usually 10% of my tenants leave the place better than they moved in, 10% of my tenants leave the place worse than they moved in and we had to exhaust their security and pay the cost in terms of 6 to 12 months rent to bring a property to listing condition (depend on how long the LTR tenants have lived there of course).

One of the challenges I can already see is understanding permitting and zoning restrictions for STRs depending on the market. 

Depending how much you earn you can step up those savings by getting a side-hustle.

I'm seeking recommendations from the network for dependable and skilled general contractors specializing in property rehabs in Milwaukee.