Quote from @Dylan Webb: Have you talked to a lender to see what it would cost you?

Welcome to the community, Randy! 

What made you interested in investing in this type of deal?

I did my own review on bigger pockets.

I have a 401k, IRA, and pension in place to help me achieve retirement quicker, however I definitely feel the squeeze on a daily basis and always feel like I'm living paycheck to paycheck.

Did you move forward with them? 

But it turned out, it was his roommate (who moved in without telling me, but turned out to be a good tenant) that was doing the cleaning up.

Aggressive pricing is necessary to achieve this, so it's important to ensure the property is realistically priced in line with market standards, which often is not necessarily what you're hoping to sell for. 

There is no penalty for the tenant to end the lease at any time with a 30 day notice"...And the reason I did this is because it is very important to me, with small town circumstances and dynamics for my family in the town the rental is located in, that the tenant not be disrespectful or unfair in any way. 

Quote from @Brian Clark: Looking to network in Southern Maine to learn and share about long term rental properties.