OP, you're never going to get the answer you're looking for here.

Find a friend or coworker that smokes cigars, and give them each a box and be done with it.

You'll be happier in the long run.
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On the contrary, Chief. He's found many good and valuable answers.
Surprisingly, even yours.
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Seriously indian, how do you have the time to read EVERYTHING posted here?
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I'm highly motivated to keep the garden free of weeds.
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I'd suggest trying Craigslist.
The problem you'll find with selling them is that cigar buyers follow a rule of thumb called "trust your source". Cigars need to be maintained properly at all times to remain in good, smokable condition, so they have to trust the folks implicitly that are selling cigars. It doesn't bode on you, personally, at all. It's just that we have to be critical of the care chain of cigars. Had your local tobacconist bought the cigars for sale, he'd have violated that trust that people have in him in a big way.

You're doing well to tell the truth. The period of time the cigars sat on the shelf, they're sealed, all that is very important.
Someone might take a chance on them for the right price, or if you'll guarantee them. That's why finding someone local with Craigslist might work. If a guy can pick up a box and try them out, he may come back for more. Despite that, you'll probably not get but 25% of their value for someone to "take a chance".
If you have suitors that want to try the smokes, give them a few. If they're satisfied, you might command a higher price.
Overall, you don't have a lot of value there, unfortunately. You're in a position that's not at all unlike trying to sell food that's gone past it's sell by date.
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One option you have is to throw all the cigars in a cooler with some humidification and a hygrometer and rehydrate them -- slowly. A month or three. After the cigars are rehydrated you could donate them to our troops overseas. There are people here who can help you with that and it would be a really cool gesture.
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I would throw them in a cooler with hcm beads set at 55rh (based on your ambient humidty) and bring it up slowly over the course of a couple months. the longer the better. i rehydraated some cubans too fast once. split about 50% of the wrappers. these guys didnt lose much if any flavor though. they were sealed as well.

I would rehydrate them as mentioned above and try one or two yourself. Get to see what your dad was into. and then you can tell potential buyers you have tried them. then at least people know they dont have construction issues as a result of the storage. who knows maybe you will get into the hobby meet some cool people and hang onto the cigars and keep them. smoke one on your dads birthday every year or something. if you try em and dont like them then you can sell em.

Respect to you for being upfront man. The world needs more people like you.
My condolensces on your loss as well.
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Not opening, inspecting and photographing before trying to sell over the internet is asking to be exploited. I learned this the hard way when I sold a brand new blu-ray player and the buyer filed a claim saying it was damaged and insisted on a partial refund. It looked as though he took sand paper and scratched it up. Even if you could sell here, I doubt you would have that problem, but the advice to open them first is good.

The troop donation and smoking them yourself ideas are good. You may also try to sell them in a garage sale?
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