Issues identified during walkthrough on 4 March 2019:3/1 unit - actually 2 bedroom, 1 bath - ‘3rd bedroom’ is actually a den. 2nd floor bedroom has sloped floor.1/1 down unit - water damage in bathroom ceiling, no bathroom sink, no bathroom light fixture, pipes recently froze1/1 up unit - low water pressure, possible water damage in living room ceiling, damage around entryway from living room into kitchenAs the property isn't of the quality we would like to live in ourselves, in addition to not wanting to ask the 10yr tenant to leave, we're looking at this as a full investment property that we would manage ourselves.  

Being new to this, I was really naive and thought, ok, we can replace the windows, remodel the kitchen and bathroom, and resurface the hard wood floors.

And my rentals are q-tip clean...something everyone appreciates.

Platinum Seating Level (On the floor)3.

You will also want to understand common area maintenance, especially if you are targeting 3 units or more (lawn care, snow removal, cleaning and upkeep of common areas, etc) and understand the parking situation.

Can anyone recommend a reliable HVAC company to service (check out system) and possibly do duct cleaning?

Those tenants maybe want a yard, tall parking, first floor access, etc.

The listing and marketing is fairly straightforward and they include ways in which you can directly divert fees, cleaning fee, directly to the contractors responsible for those operations. 

We fixed the major things (mold, replaced carpets and flooring, painted everything, fixed the sunroom etc.)

Most likely replace the flooring, install some granite countertops, landscaping, probably knock down a wall.