I figure one per day through the week and two to three per day on the weekend. Throw in a couple of vacations and some holiday celebrations, two weddings and one funeral each year, that comes to about 260 (weekdays) + 260 (weekends) + 30 (vacation) + 15 (holidays) + 5 (supplying for uncles or cousins at funeral) + 20 (supplying for friends and family at weddings) = 590 cigars. So, straight out buying to smoke immediately is about 600 cigars per year. Add in a few boxes you keep put away for long-term enjoyment and I'd say 800 is about right for personal use.
Now, figure you're a CA member and there will be some bombing, herfing and general mayhem thrown into the mix, that number creeps on up to about 1000.
So, 1000, final answer.
Unless of course the actual storage space is an issue. In which case get a cooler for the long term storage and a 50-count desktop for daily use and just learn to time your purchases with the emptying of the desktop. So in that case, on-hand would be about 400.
So, 400, alternate final answer.