As you think about it, factor in your own pleasure/convenience in living in the house in the location, any income you might receive from the rental unit, and balance the personal benefits vs the strictly financial aspect.Can you make money from the garage w/o significant investment? 

I think the major differences are even in the worst areas of say San Jose housing starts about 500k.. same house lets say in Baltimore would be 100 k  not sure about the lower end of DC.. as I have not had the pleasure of spending anytime there.. but I know the higher end of DC is probably much like the better areas of the bay area..

@Tim Simmons - It was an honor and pleasure to work with you!

I shortly thereafter get a response saying, "With pleasure Mark" and wishing me luck on my future investing.  

(i.e the don't mix business with pleasure rule!)

In October, Miami-Dade County passed an ordinance that hosts in unincorporated Dade County must sign up for a certificate of use, register for a business tax receipt, screen for sexual offenders and enforce a number of “vacation rental standards” on their guests.  

Collin, it was truly a pleasure speaking with you last night.

It was a pleasure meeting you last month and look forward to watching your continued success!

Allow yourself the little pleasures, just make sure they aren't adding up to sabotage you.

Also property is not used for business purposes, pleasure only.