I live in Fairfield County and am looking to invest in a property for house hacking somewhere in New Haven County. 

Buying more property 10 to 15 years ago.

@Philip MurphyYou would need to have the taxes paid and payoff his mortgage for you to receive clear title and title insurance.All debts on the property must be satisfied to provide clear title

And they give you, the property owner, last right of refusal.

In what areas would you recommend I buy my first rental property?

I have made some investments in Canada and now i would like to expand my horizon to cash flow properties in the US.

Imagine you bought a property for $2M.The land (excluding any structures) is valued at $400K.Since land is not depreciable in the eyes of the IRS, we subtract the land value from your purchase price to get your depreciable basis.Your depreciable basis is simply where a cost seg engineer starts from when allocating your eligible assets into either 5, 7, or 15 year property.In the scenario above, your starting basis would be $1.6M since your basis = your purchase price - the land value.Having an accurate land value is essential to getting your depreciation/bonus depreciation calculations right.This is the starting point for any cost seg study that you do.

I began my real estate investment journey in 2020 by purchasing my first property.

How did you finance this deal?

I’m planning to begin the construction of two units on my single family rental property that currently houses a tenant that’s been there for the last 6 years.