I am seriously considering a Model S (or, definitely getting a GenIII set: sedan, SUV and the new Roadster ;)
I bought a townhouse last summer in a community with common parking areas. I have no garage and no driveway, which I knew could be a problem since I've always wanted an EV. However, I like the house and community (which is why I bought it) and don't want to move yet again (I've moved 5 times in 10 years in the DC region...really freaking hate moving by now).
My assigned parking spot is less than 10 yards away from the front wall of my house, directly in line with the living room window (not far, easy to keep an eye out). I can easily have an underground line leading from the house to the parking spot, where an RV-style 240V outlet could be installed between the curb and sidewalk (needing HOA approval, of course).
This means that the car would be plugged in every night in all weather conditions all year 'round. I assume that this is not recommended. I live in the DC region, so there will be heavy rain at times from Spring to Fall, and there will be snow, sleet and freezing rain during the Winter.
Also, crime is fairly low in my area, so I do not anticipate vandalism (although it certainly could happen).
The closest information I could find on this website is that, when someone asked if the high-power wall connector could be installed outside, the Tesla answer was only one word: "yes". Not helpful - did they assume some sort of shelter when they answered, such as a carport roof? The question was not specific.
So, in short, I'm asking: is getting a Model S a faulty proposition for someone in my situation? This would apply to any car with a plug, really.