I'm a homeowner too
... and I don't like to tell another homeowner that their home just isn't worth as much as they might think it is.
But sometimes you have to. 
I've met several potential sellers recently who asked me to list their home for sale. I did the research on similar homes that have sold in their neighborhood as well as the listing prices of similar homes that are available. I then determine a pricing range where the home should sell for and it is up to the seller to pick a price somewhere in the range, the low side should sell a little faster, the high side should sell a little slower and the middle is probably the best price to choose.
What surprises me the most is when a seller has a very unrealistic view of the value of their home and wants to price it well above the range I suggest. There are several views on taking "overpriced listings", one view says that you should just list it, don't spend any money to advertise it and hope your phone rings with calls from buyers that you can show other houses too and possibly make a sale. Another view is to take the listing anyway and then convince the seller to reduce the price later. And finally, the third view is to walk away from the listing and when (notice I didn't say if) the home does not sell, hope that they call you to be their next agent.
I favor the third approach. I just took a look at several homes that I didn't list at unrealistic prices and to no surprise, they are still for sale and the price has been reduced somewhat. It's no secret that prices in the Charleston market have not appreciated in the past 2 years, in fact we've been very lucky not to see the sharp price declines that many other markets have seen. So when someone bought their home 2 years ago for $350,000 and wants to list it for $409,900 and there are dozens of competitive homes for sale that are newer, bigger and with more upgrades, I'm probably not the right real estate agent to call for the first 6 month listing.
And I'm truly sorry because I'm a homeowner too and I wish my home was worth a little more. But buying a home is more than just about money. A house is simply not just a short term investment, it's where you live, raise your family and make a home for yourself. And over the long term, if a home meets your wants and needs, there are many significant benefits to owning a home.
So while your personal and financial situation should and must be considered when buying a home, when the time comes to sell, the current market conditions rather than you will dictate the price you will receive.