.), and some younger higher-income couples w/o kids (age mid-thirties) moving in.I did some research online and found a few relevant data points for the overall city:Median HH income is 55k vs. 68k average in CA.Medium duplex value is 530k (my duplex is one of the nicer ones, thus higher value and much higher rent premium)Median gross rent 1400 monthly per unitDemographics: 65% Hispanic, 15% white, ~10% black, ~10% AsianAverage age 35 years old40% never married, 45% married~40% residents foreign born~80% residents commute by car (makes sense - we are right by a major freeway and no commuter train present day), 20% other modes of transportation

We're not in a financial position to either buy it outright or continue to pay their rent indefinitely.  

Trying to weasel around the agent will do little good except potentially blackball you with that agent indefinitely.

Blake, if you try to time the market you may find yourself waiting indefinitely for the "right time" to invest.

But there is a way to later convert that property to your primary residence without recognizing the gain and continue the tax deferral indefinitely.

The 1031 can be an incredibly powerful tool to defer tax indefinitely while letting you use the deferred tax to build your portfolio.However you mentioned that you would want to sell this to your daughter.  

Have enough in reserves to cover the payment, and you get to carry forward any losses in the future indefinitely until you eventually get back above water. 

The problem is you can't continue to squeeze expenses indefinitely.

That won't continue indefinitely but the appreciation rates they are seeing on the higher end won't either.

While I am hopeful that the unemployment situation is a temporary issue --- I am planning for the worst which is the possibility of me needing to pay for both residences indefinitely (due to parent's age)...Thank you,