My parents did a quick walk-around and saw that all windows need to be replaced, driveway re-paved, etc.

I have added several upgrades being new windows, roof, carpet, etc...I know have (potentially) $120,00 in equity.

Now go back and create a scope of work that will get you to the target, and of course you are looking at things that increase value like - kitchens, bathrooms, mechanicals, roof, windows (these are your value earners). 

However this takes a good chunk of the Cash Flow during the winter months.The building came with double pane vinyl windows.

Had window broken 3 times in the span of about 4 weeks at this property too.

@Solomon MorrisDoesn't sound like the control board would do squat for that issue.Here are your options:1 - Window Unit upstairs (on the AC side) - does same issue occur in winter?

The window I assume leaks in the winter.

I can’t remember which podcast that was, but she also set up business hours that were like a short window on weekdays for non-emergency requests and things like that.

Our company charges $80 for utility appointments - both gas and water utilities in our area only set appointments for 4 hour windows of time - 8am to 12pm or 12pm to 4pm.

White stoves with no window are the cheapest possible stove you can buy.