The below is quoted from a post by member lmr:
"
Police searching home reportedly connected with missing Port Clinton teen
Reporter states that house was searched because Police Cgief saw a lock box on the home, realized it was empty and decided to search. The home is diagonally visible from HD's home. Reporter also states that he "thinks" most activity was happening on 2nd floor of home.
I wonder if he climbed in somehow and fell. Accidental death."
If the empty lockbox tipped off LE to the fact that someone had entered this supposed-to-be-unoccupied house, and we assume that HD may have been the one to open the lockbox, there'd have been no need for him to enter the house through the chimney. Although I do think it's possible they thought another individual (or individuals), i.e. transients, squatters, etc., had broken into the house for reasons entirely unrelated to the HD case, and only after they investigated did they realize HD was (or had been) in there....
Here's my (admittedly farfetched) thought on how HD might've accessed this house: if I owned a property across from a home where I regularly saw a young teenage boy, small of stature, locked out of the house by his family regardless of the weather/hour, AND I was not currently living full-time in the house--maybe it was getting fixed up to go on the market and mostly empty--I might consider telling the kid my lockbox code so he'd have a nearby place to find shelter if he got locked out in frigid temps or very late at night. I might even casually "hire" him to go in there occasionally to check on the property (make sure the pipes hadn't frozen/leaked, etc.) if I wasn't regularly able to do so myself, thus giving him a legitimate reason for being in there if LE or his parents ever caught him.