These areas have more affordable properties compared to Boston and are showing signs of growth, especially with infrastructure and job opportunities increasing.

Its much harder to turn a property around in 6 months expecting to have 100% of your money returned back to you - but if you focus on the right property focusing on highest and best use with an ADU add (like mentioned), in-fill/lot split, or other rehabs - then hopefully a semi-decent property like that will perform like a champ in a few years. 

It was my first property purchase, and ZERO regrets.

Quote from @Dan Shuder: Not all property managers are equal.

Unfortunately, I had a bad bathroom sewer pipe problem in two separate  properties, what are the odds?

Right now, I’m focused on finding my first multifamily property to house hack in the New London, CT or Greater Boston area.Goals with BiggerPocketsI joined to connect with experienced investors, learn more about financing and property management, and take action on my first deal this year.

I was going to ask if you considered renting the property until the market picked back up.

The turn key property is on a tiny island in the Chesapeake Bay in Maryland called Smith Island.

I would start keeping track of everything that you've had/have to do while owning/acquiring this property.

In a handful of years you've got a few properties, and you're on your way.