This tenant has always paid rent so there is no rent I am looking to collect at this time.

@Ben Callahan, you could find a partner who is looking to buy a similar property, be a co-signer to your partner, and have that person live in it and be a primary resident. 

I am a wholesaler out of Maryland looking to start content creating on my journey, looking to connect with some people that do the same type of thing.

Hey @Brett Baker, generally, any place with a great water view or directly on the water will bring more revenue.Of course profitability will all be based on purchase price and prevailing nightly rates in the area.If you find a cool 2/2 or 3/2 right on the water with a great view for 1.5m or a 2/2 or 3/2 house a block away for 600k, then I would look at the house over the condo.

I am specifically looking in Essex county, MA because I want to house back close enough to my current W-2 job.

What I am looking for at my age, is properties that will flow in the future to fund retirement travel, and MTR is where I am headed.But the reason for this post is I now need a structure(s) for what had been a concept. 

It adds to the characteristics you're looking for.

@Troy Smith might be worth having a local agent take a look at your comps with a CMA and then weigh out whether your 'spring market' will bring better sales comps, or if the sales from the past 6 months will get you the value that you are looking for.Here's a quick go-by for seasoning requirements for much of the investment property lending world.

Looking forward to connecting.

My new friend @Gabe Chase just put together a STR Mastermind for Property Managers (and we're looking for new members to join us!).