If there is a pressing situation that requires you to sell to get the cash in your lifetime then it is doubtful that you will squawk at having to pay tax at that time.But if your tax is in the $120K range and you get to invest that for a net return including of depreciation benefit for say 8% then after 10 years you will have more than doubled that tax in return and compounded interest. 

Being a real estate agent on the side, or a wholesaler on the side, etc, rarely works out as those are jobs, not hobbies, and you'd be hard pressed to be competitive if you're only working a fraction of the hours a full-time agent would be, for example.I'm a fan of buy and hold, personally, and it's a great way to get your hands into a lot of aspects related to REI.

I just wanted to chime in on DSTs ... you will be hard pressed to find much online. 

Never had a complaint after they left.By the way I'm pressed how you handled the situation, well done.

I pressed her about why not putting the $12K on a credit card (as per @Christine Kankowski advice) to save that 100% that she is offering, and she prefers not to deal with credit cards.

In this market they would be hard pressed to find a better option.

If you are pressed for time or funds for another project, it may be better to just sell as is and move on. 

If they want to be sticklers about it go the the press. 

I am sure you saw the press about the 800 sq foot home that sold for 2 mil in the Cherry Chase neighborhood.

For instance, you could face major legal issues if you accidentally (ignorance is poor defense, especially in the Peoples Republic of Illinois) charge a tenant more than what you were charged plus the state allowed fee.