However, from the little I know so far about QuickBooks, it just doesn’t seem that it’ll help with maintaining historical data.

Historically appreciation is where the money is.  

When bisecting the historical comps you can see what trend is rising, falling, crested and descending or taking off. because when you flip, your a housing fortune teller.

Market is right now at a historic low, so its time to invest. 

The MLS by it's very nature is historical, not forward looking.

Housing is at a historically bad time to buy right now because the combo of rates and high home values one of the two needs to correct and i'd recommend waiting that out.

The area is a Historic District and very walkable, which tourists love. 

I have yet to see a counterexample. https://www.foxnews.com/opinion/bidens-rent-control-plan-onl...What continues to amaze me is how dense people are when they are not willing to look at historical examples of what happens when bureaucrats and politicians intervene and therefore artificially change market dynamics. 

Great deal on a property that historically had rented out easily and for high rents.

I am either looking at the historic district, Orange Park, or Mandarin.