Beside the cost of a new home, the other costs seem to add up quickly.

I had some guy rent a room in my house and he failed to mention he worked nights - I quickly realized this when he'd arrived home at 5 AM making too much noise. 

Maybe ask him who they use for quick turnaround items. 

To avoid having to do this she came up with the idea of quick-deeding the property over to my wife and I and we would be free to do with the property as we pleased.

The Pros of a traditional buyer is that they may offer a higher price than expected especially in this market the con is you may need to make some repairs, but, they may be a few quick fixes  the whole process could be easier than you anticipated.

We do prefer to stay on the safe side which is why our plan was just to sell both.

I did a quick analysis on 12 months of sales from the MLS.

If they do have good deal flow it is likely that they are a hustler and respond quickly.

If you are a W2 wage earner (or self employed, for that matter) your DTI can quickly limit your ability to cash out.

Thanks for that quick analysis @Jackson Pontsler.