Hello Mark,
I did the same exact thing you are contemplating Summer of 2017 till now. I live in Westchester NY work in NYC and invest in Florida. Now, the economy in CT is a little down and not expected to turn around anytime soon. Florida is excellent and there are many indicators that this will be then best state to invest in real estate for the next 30 years .
Now about you and questions that need to be answered.
1) Do you have any family/friends connections down in Florida
2) How many units are you looking to invest in, what price range, and are you going to be flying down often to Florida?(once a month? once every few months? etc..)
3) Yes you can get a conventional loan, it will require usually 25% down for a duplex and up, single families 15 to 20% down. It does not matter if its out of state
Yes you made a very smart, intelligent decision to look at Florida. Since you a fireman, you have multiple days off during the week, and even given the weak CT economy, if you are handy enough you can start small in CT. The distance in Florida is going to be your disadvantage even if the economy is much better.
You can fix things yourself, find connections local market, etc.. let me know what you are thinking im interesting in hearing because i actually was going to invest in New Haven/Hartford before choosing Florida. What scared me the most about CT was the lower vacancy rates, the news of companies moving out of CT and the declining population.