We own multiple rental portfolios, manage our own properties, and always looking for new investments.

However, it's prudent to acknowledge the existence of a "loan-to-own" mindset in certain circles.

I have an investment thats been stable. has not required much upkeeptwo years iv owned it without much difficulty finding renters hvac, roof without issues so far but are on the back end of expected life.  

I would list them as Rent to Own (more people understand that language then lease option).

I am a newbie investor (own 1 AirBnB rental for last 3 years)... and am about to close on a 2-family home in Brooklyn NY.

https://sso.eservices.jud.ct.gov/foreclosures/Public/PendPos...As an example, you'd have to have a cashier's check made out to your own name for $25,200 (appraised value is $252,000). 

My wife and I own a duplex in Missouri and live in NC and are hoping to get another unit out here.

I am hoping someone educated can chime in on my specific situation.I am a high income earner, owning a construction business that specializes in wineries and luxury residential.

We own a duplex, 3/1.5 and 2/1.

If you don't already own a home yourself, I always suggest house hacking as this gets some skin in the game, but also allows you to learn hands-on and offset your mortgage payments.