We replaced the stove and billed it to them.

Additionally, the existing structure can be upgraded with modern amenities, energy-efficient systems, and improved curb appeal to command higher rents.Future development on the RM-1 lot allows for constructing additional units, potentially transforming this site into a multi-family or mixed-use development.

But reducing debt by paying taxes isn't always optimal.One thing you could consider would be to purchase the first replacement property cash and a mortgage on the second property, kinda like @Jason Wray had mentioned.

Those may have similar docs where each side agrees to pay for half the roof when needed or siding, but that gets association shared expenses down to very little, maybe a small shared insurance policy for the full roof as you aren't going to replace half a roof.Small condo associations (2-units) also may lead to more frustrations if there is a dispute on how to maintain something and who to turn to if one side isn't paying or keeping things looking nice. 

By BRRRR’g, the major items are replaced or repaired and greatly reduces your time and cost.

They expect us to replace lightbulbs, won't change furnace filters and we also have lawn maintenance issues with them.

However, if the situation turns messy where maybe HOA didn't do their due diligence or the landscaper disappears or the cost to replace is significant.

No Latch replacements or Door alignments.

It does have a separate entrance that will need to be replaced with French doors.

It also helps that I inform my guests that a starter supply of paper and plastic items are provided and ask them to replace any items they have used up. ( This may not be popular with others but I have never had a complaint and for the most part,  items used are replaced)