In your climate in Mass, ...

Many moved there for the great climate, so the climate creates more demand.

I live in the northeast so obviously, a non-functioning heating system was a big deal, but I'll bet that this is the case across the country regardless of climate.  

I have known top Milwaukee REIA individual tried lease to own / rent to own option      in Brookfield, but changed strategy after the latest recession.Keep in mind several businesses in Brookfield/Elm Grove are moving out their corporate office to warmer climates and lower taxes.Good luck

In the last 50 years there has been many years were values have declined but they have always rebound and increased. 2) supply n demand: San Diego has best climate in continental US and compares with the other best climates in the world.  

Could relatively warm climate decrease average expenses?

Considering our current climate in Austin and my job, wholesaling SFH is more likely at this time.  

Drunk and disorderly conduct in public?

BP definitely gives people the information they need to take on the current investment climate.

The other is Climate Change.In regards to AI, as @Sourabh Bora points out, you will become location independent.