The weather can certainly suck in the winter but it's no different than most of the country.I have been saying I would move out of NY for years but it is home. 

Heating costs go up in winter, as does electricity due to the reduced natural light and more people indoors.

That was in the summer and now its winter.

Fun fact: Before deciding to become an entrepreneur, I worked as a Ticket Sales Representative with The Memphis Grizzlies!

Part of the reason coastal values haven't quite scaled to heights of neighboring states is the remoteness and lack of winter sports and high end amenities and entertainment, but that doesn't mean trophy estates, ranches and homes don't exist.

If you plan to live there in the winters, you might have a hard time doing long term rental outside of that and finding a new tenant every summer.

I have never been able to utilize any DPA with any deal as of now, but it is fun to keep it as a possible tool for use in the right situation. 

Sign up for local news articles, go to events in different areas, attend neighborhood association meetings, and just go out and have fun.

Gas heat would require constant tank refilling and it would be very bad to run out in the winter.

I intend on sending the tenant a bill for the exact repair cost as "additional rent" (per the lease) instead of evicting in the winter and deducting from the security deposit.