The chances of them doing a short sale for someone who can afford the payments is between slim and none, and I'd take a wager it would be none.The better option is for the owner to sell the house to you on Seller Financing or Subject To.

Wait till its listed for sale. for all practical purposes, that's the only way you have the slightest chance of buying it.

Do you think I could have a chance of getting a lender without having a steady income, but if I save really good I can possibly come up with my payment myself.

If I show the lender an accepted job offer from a reputable company, is there a chance they would waive the DTI requirement even though my income would not yet show on my W2?

I am in the Louisville, KY area, and a 13 year veteran investor and I brrrr every chance I get.

And with that your going to learn more in 30 days than you could from 3 years on your own, you will get a great lease, you will have highest chances of getting top quality tenant, and you will have ultimate say on tenant acceptance. 

Use the search bar find previous forums regarding any question you may have, chances are someone asked it and people already answered it!

Windsor is a great "small town" that generates good cashflow with moderate chances of appreciation (relative to the CT Market)Granby even a smaller town feel than Windsor, rentals are in high demand and rent prices are high.

If, by chance, you do find a hard/private money lender willing to do a loan on that cheap of a house, make sure you can refi out of it before you get into it since hard money loans typically have a relatively short term (i.e. 12 months). 

I could spend years looking for a team/mentor/partner/contractor,etc and find no one who adds value, or you can stroll into a bar and find someone by chance..