Agree that experience is the best education.

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

PPSF quoting will not give you the true info you need to make an educated decision.

A couple of years ago, I worked with an investor who never updated the contact information for the loan and the Bank call the seller (ex-wife), that day she was mad at her ex-husband and told the bank her ex allowed someone to steal their property from them and they got no money, she was kicked out of her house and there were strange people living there.This could all have been avoided if the investor did this process correct.Get educated, also I do not know your attorney but not many attorneys have the knowledge to do this process correctly. 

But ya have to make some educated prognostications in life.Add this to the information your processing - What your talking about doing is eliminating around $4000 or interest expense (which is deductible anyway so really could be a real impact of eliminating $2800 or so) of debt in exchange for paying over $10K in capital gains tax (don't forget possible state gains tax as well).  

You can start to educate yourself on the individual components; how much does it cost to paint on a per sqft basis or what is an average kitchen remodel.  

I think the best education would be to reach out to owners doing short-term and mid-term rentals on Airbnb and Furnished Finder to see what they are getting.  

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

Educate yourself on the local market, network with other investors and agents, and always have a solid plan in place before making any investments.

Quote from @David Cooper: Quote from @Lauren Sanford: Quote from @Jim Rice: Lauren, really just trying to put together a group that would what to meet up if possible and share education, information & build relationships.