I'd also arrange to do an inspection of the unit if you haven't already-give them 24 hours' notice (or what is required by law in your area).

If you want to network or ask specific questions about your local market, go to your local real estate forum and connect with investors from your area: https://www.biggerpockets.com/forums/86-local-real-estate-networking5.

In my area, decently priced rentals are still hard to find so hard to get rid of existing tenants, especially ones that can’t afford higher rents.

You can also talk to hosts in local Facebook groups in areas you are interested in.2.

The property features two 1,400 sq ft suites on the main level (one currently leased) and over 3,000 sq ft on the upper level, with 750 sq ft already occupied, 3 small office spaces (+/- 250 sq ft each), and a basement tenant with 1,400 sq ft of storage space.The building generates $6,000 in monthly gross income from its five tenants, but with full occupancy and market-rate rents, it has the potential to bring in $10,000+ per month.Given its historical significance, stunning architectural details, and location, I’m curious about your opinion: Would this property be more marketable for sale with or without the current tenants?

At most, while getting approved for the next loan, underwriters might ask you a series of additional questions as to why you're moving especially if the new unit is relatively the same size, area, value. 

I'm new to the area so I don't know any other contractors. 

I would also look at long-term rentals in the area with a trusted agent or even just browsing Zillow.

There are a lot of tricky rules around this, and I believe Freddie either just changed or will be changing very soon to require 1 year of property management/landlord experience in order to count future rental income when buying a new property.2nd question: All debts in which you're obligated, regardless of whether they report on your credit report, are considered in DTI.

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).