Quote from @Trent Reeve: my cleaners take pictures and send. adding another person is adding more cost to cleaning. 

There is also a ton of opportunity if you were to renovate the garage and rent it out as a legal unit as explained above^

The first one is free and clear, so at this point, I may just want to move on from it and sell it for anything, but I don't know what to do.

Hello Sriram,That is great to hear!

Went over to a long term renter 1700 a month, great tenant so far past two years, cashflow almost even to 500 after minor repairs.I have a second vacation home that I rent out 9 months and use for 3 months, the rent is pretty low for the off months so let’s say I spend 1000 a month to keep this property up after all expenses.I have some cash and am running with the idea to pay off the Naples property to try and completely offset the vacation home.

"Is it better to rent or flip a house?"

The property is estimated to be around $300k in it's last evaluation.

Purchase price: $675,000 Cash invested: $65,000 Awesome BRRRR deal without having to do any of the work ourselves.

Portland is a great market (I used to live in Tigard) the landlord tenant laws are a bit tricky so be sure to become familiar with these especially if you purchase a property with tenants in place.

Use that as your scaling approach.