I wouldn't take the whole $100k, rather more like $35k, and buy a lil vacation cottage. 

That $380k down payment should comfortably be able to get you something grossing well north of  $100k in a good vacation market.

We've been enjoying giving people a great experience on their vacation and interacting with guests (more than we expected).

It’s too bad you couldn’t stay as a primary and enjoy zero taxes sale, but let’s try this…$850k sales price minus $50k in commissions = $800k.

In a short sale or Deed in Lieu, however, the liens have to be addressed & dealt with in some way during the transaction.Do a title search and clear all of the liens by having the borrower clear them before your transaction or get the lien amounts credited to you so you can pay them off post transaction.We generally pay the full amount of the net cash for keys amount when the borrower vacates the property & leaves it in broom swept condition.Yesterday, we were surprised when a town refused to provide the transfer stamp, which we needed in order to record the Deed.

Should I serve pay-or-vacate notice and charge all the late fees?

Obviously, the condo association would have to collect monies for ongoing maintannce of the road and drainage.On the sales and marketing side, do fee simple lots enjoy a premium to condo "lots"?

Longer answer: See below.Wheat RidgeIn early 2021, Wheat Ridge passed a law to allow non-owner occupied STRs (or vacation rentals).

To me, STRs in vacation rental markets make more sense.

I only ask because my impression was second home loans must be occupied some % of the year for vacations or other by the owner.