Of course climate controlled and multi level properties will drive costs up and can easily escalate to double the cost or more.

Valuations may feel high, the cycle may feel stretched, but in the end, it all comes down to the work we do when first buying a property.We want to buy in areas that will remain as robust as possible, regardless of the climate, and buying them at a price that makes sense within our calculations. 

People routinely pay $50 per month or more for storage, so a climate controlled space would have some value for that purpose too.

As a Midwestern investor we're sort of assuming climate change/water issues are going to make the coasts and the southern states far less attractive in our lifetime.  

Even if you plan to self manage, should something come up where you no longer want to or you head to a warmer climate when you do retire, the deal will instantly flip from potentially cash flowing to being underwater.Unless you can get the price down to under $45k, it's likely not worth it.

It has high crime activity and is less desirable than many similar areas.San Diego in general has been struggling in the Real Estate and this Economic climate (which is good) according to some reports the US is approaching the end of the Economic boom.

Another article debunked that saying that a great number of liberal/partisan economists are painting a grim economic picture of the economy because they "can't have a positive economic climate going into the 2020 election".

These are the best systems in the world for cold climates because you can use isolation valves and heat only the rooms you want to heat.

While in the neighborhood speak with any and everyone and let them know you are looking to buy homes and gauge the climate. 

What are the city ordinances, has anyone has any trouble with the local government in terms of short term vacation rentals and if the strategy is in fact legal and allowed what is the climate regarding that?