Dilemma

Recently I have been thinking a lot about how to determine pricing. How do I decide on fair value for paintings when I have not yet begun to sell?
I have looked at the prices of other paintings in exhibits I have showed in and seem to have a comparable price to most of the other paintings but most of them are not portraits and non of them are commissions. Commissions are always harder to paint than projects I think of myself.
When I look online at artists that I think are similar in ability but have established themselves in the art market I see prices much higher than mine.
I do not know whether to have low prices so that people will be able to afford them easier, or do I price them at the range I think they are worth and that more accurately reflects the hours of work I put into them, and work much harder to find a market for them?
I would like be able to sell to friends and family but most of them do not have the extra income to invest in original paintings at fair market prices.
I also want to be able to start working on commissions for people.  I have been asked for pricing by several different people and I am hesitant to give it to them because I would like to get paid fairly but I also do not want to drive them away with pricing that is higher than they were expecting. How can I build up a market without starting somewhere?

With nothing New to show you, here is a painting I did while in college. "Rutabaga Lady" reflects my roots in South Eastern Kentucky and currently hangs on my Parents Dining Room Wall. Painting the Rutabagas was one of those painting moments when everything just worked and the brush seemed to fly and every brush stroke just worked. Those are painting moments to remember and hold in my heart when things are more painstaking.