Buy property this spring 2023, building takes place all summer and fall into winter.

They all interpret codes differentily.So first permit is sanitary, I had to spend a little time with excavator/septic contractor on design during the winter down time,we had our design ready to go and had the permits without question.Next permit was land use.

Busy in summer and winter.

Winter is slow season so a great time to take action!

Also, even though the weather is typically "better" in Maui during the summer (less rain), people typically want to visit Maui when their weather is worse where they live (winter).

We are hoping to find a place that can be used both in the summer (we are considering a lake house) and in the winter (within 30 min from a ski resort).

AirBnB grew in Milwaukee some 700% last year - not sure what's driving that, certainly not the long winter lol - but if STR is your thing, I'd investigate that some more.

It isn't; I have gas heat and gas hot water and my bill last month was $43; has never been over $85 even in the middle of winter (and I live in a 2 story, 2200 square foot house).  

Do you live up north where it’s harder to turn a rental in the winter?

one guess is that the lien was there when the bank foreclosed and it will still be there until the statutory sunset period has elapsed which is about 150 days post trustee or sherrifs sale.. now this is not a big deal for a cash buyer IRS never redeems or should i say its quite rare .. but you will not be able to get a lender to loan you money on the property until that lien sunsets..if the IRS does redeem they owe I think its about 9% interest.. also you can only do repairs necessary to keep the house basically winterized..