@Micah Huffman unless you are going to commit to learning some basics about being a landlord AND are willing to commit at least 2-4 hours each month managing a Property Management Company - it's probably best you sell.Otherwise, it's highly likely you could lose more due to bad tenants and management.

Upgraded the backyard and re-styled and provided high end furnished to the home What was the outcome?

I've heard nothing but complaints from customers AND their franchise agents reegarding the quality of their 800-number service center. 

Not to mention sky-high drama factor.

You can see he even went so far as to pretend it’s real by using a real enough image of check that they would “need” to block out the account and routing numbers….

This deal looks really solid to me, but I have only been looking at rental properties as high as $600,000 in discussion with my lender.

Let brokerage grow, tenants pay down mortgage, and save up for another property organically (Cons - slow growth, waisting equity// Pros - low risk)2) Cash out the $300k brokerage account, pay off the townhouse, start cash-flowing $2,400/mo, and save up for new investment or 1031 into multi family(Cons - cap gains tax on cash out, high Oregon income tax penalty, hard to find deals being $2,400 monthly cash flow) // Pros- cash flow, increased leverage into large investment)3) Cash out $300k brokerage and put into separate Multi Fam property, hoping for $2,400/mo+ cash flow, keep townhouse rented as is (Cons - cap gains tax on cash out, not utilizing equity PROs - increase portfolio value, higher upside with value add or rent increase on new units?)

Look at quality properties (not something that is cheap and looks good on paper). 

Here are a few high level thoughts for you as a beginner:-Don't lend in second position-Don't do deals with new investors-Don't experiment with new strategies, even with experiences investors- ie, don't jump in to a first development project with someone just because they've flipped 20 houses. 

Parking in OB is highly sought after as I'm sure you know.