A landscape contractor that specializes in retaining walls can replace a resting wall if you have one that I don’t see in the photo.

I do have 3 areas that I believe will out perform the general San Diego market, but their schools are nothing special or worse.West Chula Vista has a large bay front development and can you think on anywhere else that closer to ocean/bay is cheaper than further from bay. 

Does having a military base in that area help with cash flow in appreciation?

It's essential to evaluate coverage options carefully and consider consulting with a financial advisor specializing in real estate investments for strategic insights.

I used to live in San Diego back when I was in the military.

I did this earlier in the year with a local bank who were running a special fixed rate until next year May. 

However, this generic statement is useless for many reasons:- your two years are never identical- even if you expect them to be identical, we don't know the future, and things can change- you likely have a number of special factors that change your tax outcome, some of which I mentioned above and others mentioned in earlier comments on this threadWe are also assuming that you're selling outright for cash and not reinvesting, although you have other options such as installment sales (aka owner financing), reinvesting into REITs/DSTs, opportunity zone funds and more, as mentioned in other comments.Finally, nobody brought up what I consider the single most important factor in your decision process: you sell when you have a good offer, period.

Hello, we have several owners who are active for former military members.  

The famous joke in the office was when I told a PM (property manager) I bought a property they would ask "did you walk through it or was this another Keaton special?"

I had an IT job that pays well, had no time to run over after work to change a washer, and had my plumber charge me a special rate of $85 to do it on the way to his 1st job of the day.