I find little reason to pay for a service when it takes so little time for us to simply split the water bill as agreed when the tenant signed the lease.  

1) I always use zillow to list new properties and use there platform to accept zillow applications2) Doorloop for management that includes accounting, repository for documents like leases, collect rents, tenant communications3) Received lease agreement from a lawyer

I'm also a real estate agent, have been a landlord, leasing agent, and property manager.

If they don't pay or violate the lease in any way, they can lose their vouchers. 

I've found a potential tenant that would love to do a lease option, or rent it with the option to buy at the end. 

There is much to learn: pricing, marketing, screening, contract law, lease enforcement, late/unpaid rent, property abandonment, squatters, maintenance, tenant neglect or abuse, communication, and 417 other things.Buying a decent property but not managing it well can impact your finances, marriage, sanity, physical health, and desire to invest.

I'm looking to sell one of them - a 2 bedroom 1 bath thats rented for $850 with a lease in place until next July. 

Are the properties empty or worst case on MTM leases you can end in 30 days?

I will be managing the property and have done a deep dive in all things real estate - screening, leases, Oregon tenant laws, etc.

For example, if market rent was $2,000, I might offer $1,900 and $1,950 for a 2-year lease to start.My leases convert to month-to-month at the end of the term.