@Nick Liu first off, I want to say that you have done a great job with the investment you have made so far, being able to own two properties worth a total of $900k free and clear is not easy and takes patience. As you have determined, now that you have gotten to this point, now is a perfect opportunity to look forward on what to do next.
Based on what I am hearing, you have two properties worth about $450,000 each cash flowing around 3.22% as is ($29,000 NOI/($450,000 X 2 properties))= 3.22%. And you can make renovations and get an additional $50,000 for each property. First off, unless the renovations will cost less then $25,000 per rental, then I wouldn't do it. In the end, you want to make money on the money you put into your properties and if the cost were $50,000 and the net gain from said renovations were $50,000, you would be wasting a lot of energy. Now on the other hand, if you feel like you will need to renovate to simply sell the properties, then obviously I would think about doing the renovations.
As far as your options are concerned, here are my thoughts.
Option 1. Selling and taking a capital gain hit would be very costly in this situation. Since you owned the property since 1997, you have likely depreciated a majority of these properties and the gain on unrecaptured property (top tax rate of 25%) will really eat up your proceeds. Not to mention the actual gains on appreciation that you will likely pay (top tax rate of 20% dependent on AGI), net investment tax (typically 3.8% for some sellers), and state capital gain tax (varies by state). That being said, my first inclination would be tying to do some sort of 1031 exchange if your goal is to continue to build your portfolio. Again, this is without going into in depth analysis of your tax situation, but from experience, this has typically been my suggestion for my clients historically.
Option 2. You mentioned doing a 1031 exchange into some multi family property that are running at CAP rates of 4-5%. Based on you scenario, if you took your net proceeds (selling price minus closing costs and brokers fees) from the sale of the two properties into an investment that had a CAP rate of 4-5%, assuming your net proceeds were $850,000, then your new unleveraged cash flow should be close to $38,250 ($850,000 X 4.5% = $38,250) which is about $9,250 more in annual cash flow then what your investments are producing today. If you want to know my opinion, I think you can find a much better return then 4-5%. Just as an example, I recently worked on a SFH portfolio here in Indianapolis worth of about $1M that had unleveraged cash flows around 10% and rents were below market and the properties were in great locations. I have even worked on single tenant triple net commercial properties that had 10 years leases, no landlord responsibility, and sold for 7% CAPs. Long story short, I think you can find a better returning property but you might have to look a little out of state. You have a really good opportunity to double or even triple your cash flow.
Option 3. You mentioned to refinance the properties and reinvest the proceeds into new properties. Typically, this has been the best choice for investors that love leverage and intend to build their wealth through leverage, which is not right or wrong just a matter of preference. However, I hear two things in your situation, 1) you don't like the idea of more debt and 2) the cash flow return would need to be significant enough to cover the new debt liability. If your situation, with a 3.22% CAP, your cost of capital (interest) will likely be a lot more. If your interest runs at 6%, it will significantly erode at your current in place cash flow at 3.22%. In order to use leverage in a positive way, you would need to have an investment that has a net return (cap rate) greater then your cost of capital (interest). Based on my calculations, if you refinanced on a 30 year fixed mortgage at 6%, you would only be able to pull out $400,000 (about 44% LTV) before it completely eliminated your cash flow, let alone banks typically only let you pull out at a 1.2X-1.25X DSR (debt service coverage). I just don't see this as a viable option in this scenario even without running IRR projections.
Recommendation. The good news is that you currently have a very safe investment with very reliable tenants. The downside to that is that it sounds like you don't have much upside. My recommendation would be to look more into a 1031 Exchange and really consider looking into something with higher yield. If you truly like the multi family value add aspect, then it might be hard to find something in OR.
James Storey, CCIM