Criminal Trespassing issue with transients in condo common area
We have a unit in a small condo building. There is no on-site property manager and many units are occupied by tenants renting directly from the owner.
Portland Oregon is among the most transient infested town due to bleeding heart liberal city officials, bottle deposit law permitting them to scavenge cans and minimal concerns by officials for property owners.
We find trash, beer cans and signs of someone camping in the vegetation and every once in a while we'll catch transients sleeping or walking around the parking garage.
For the tenants, it's just an apartment, so they don't really care about what happens outside of unit and they're not careful to ensure transients do not trespass. As a result, we have a frequent car break-ins within the secured parking garage and we even had carts stored in the garage for resident use stolen once.
When the police are called and they show up before the trespassers leave, they'll just ask the transients to leave and nothing more. They won't run records or search their belongings even though criminal trespassing establishes a lawful cause to search them. Even if it's not the first time around, usually they'll just ask them to leave again, nothing more. There's no deterrent for these criminal transients to stay off private property.
If the police tried, I think there's plenty of cause to arrest them, such as existing warrants, failure to have an ID(while criminal trespassing, which gives them a cause to require ID), possession of controlled substance, etc.
The HOA express they're not too thrilled about their invasion and many members on the HOA have had spotted trespassers on premise, but they only ask them to leave and won't bother pressing charge.
How should transient situations be dealt with when the city won't aggressively prosecute them?