You could also see if the income you bring in via air bnb can help offset your debt.

Is there a place where I can pull historical data from markets/ neighborhoods to see if buying property even makes sense for long term rentals and short term rentals (air bnb/vrbo )?

Make your house air tight.

It would be my primary residence for at least a year, so I'd want it to be nicer than a standard rental rehab i.e. hardwood floors throughout (maybe bamboo to cut some of the cost), exposed brick walls, 1.5 baths, subway tile in full bath, central air/heat with exposed ductwork, rooftop deck if city approves & budget allows (not a necessity though).

If you are getting a bank loan for part of the purchase, the bank wants proof that you can actually afford the loan.....not that someone you know handed you the cash yesterday to make the down payment but otherwise you are dead brokeThe bank is looking for YOUR financial stability and ability to pay them back....and someone that just shows up with 20k in cash that as far as they are concerned, just showed up out of thin air....doesn't make them feel warm and fuzzy about your overall financial stability

The hvac and central air are new.

This number represents active duty military, students in/at Air University, AF Reserve, National Guard, DOD civilians, military contractors, military retirees and all their family members in the greater Montgomery Metro Area.Both Maxwell and Maxwell-Gunter AFB play major roles in the Air Force’s and our entire military’s cyber defense and cyber strategies efforts, and the effects of this spill over the bases’ borders into the rest of the area.

I also installed high efficiency forced hot air systems rather than electric and extended the driveway to accommodate spaces for all three units which I include in the lease.

During that time the property is up in the air and it is unlikely you'd be making the payments that are on the agreement and thusly he can both call you in breach of contract (and probably win that part of the lawsuit) and evict you.Eventually, when you get to trial the judge will decide who is right or sometimes who he likes better and make a decision. 

When I think routine maintenance I think flushing water heater, replacing air filters, cleaning hvac lines, etc...