@NIcholas Hamel your house appreciated $150k but your rent went up only $150 dollars. Even doing some rough numbers... A $50k increase on a purchase of a home sets someone back about $200 dollars extra a month but lets say mortgage just increases by $100. If every $50k in appreciation you increased your rent by $100 dollars a month, it would come out to $300. Don’t be shy of raising your rent to adjust to market value. I raised my rent in Charleston SC from $1300 to $1700 and I had a ton of interest. What I am trying to say is don’t be afraid to test the waters. Look at how much a mortgage payment would be for a $550k home or rentals around you to get a better idea of what you should be charging. If what you charge is less than the payment of a mortgage there is something wrong in my opinion.
To answer your first question.....I would refinance and capitalize as long as you make a smart investment that is bringing you positive cash flow. I believe your current property can cover your refinance and even become cash flow positive at the right market value.