Unless you are making $100 an hour, painting yourself might make sense.More than three-quarters of the calls you will get when listing on your own are realtors slightly discouraging you in hopes that you give them your listing.

The house is on 1, a 2nd house (servants quarters) is on a second lot with frontage, and the other two are land.

Aside from the student loans (a separate little loan from every quarter or semester) I used the snowball method like Dave Ramsey teaches.

Tenant agrees to keep quarters clean and in a sanitary condition.

My exterminator now does quarterly sprays and knows to keep an eye out and I will charge back tenants if they come back.

There is no living quarters on this base so you are on your own to find a place.  

Keep in mind the "withholding" you mention for self-employment are actually quarterly estimated taxes.

Save that good stuff for your own living quarters!

I have been at this game since I was 23, always have been a buy and hold investor, I have only sold 1 investment property thus far....But I agree with your process at age 60 sounds like a great time to unload and truly have passive income....Have a look at some high quality REITS as well like O, DLT, and VTR as well as utility stocks that throw off nice dividend yields on a monthly and quarterly basis.

To add to the issue, Goldman Sachs bought up most of the Fannie May auction pools last quarter which added to a drop in inventory and increase in pricing for remaining, available assets.