(Long question) Offering 100k lower than asking price on a house?

My husband and I have been looking for houses in a certain subdivision. Most of the houses are going for 190k to about 215k being the highest. There was one house that sold 9 months ago, which was the highest in the subdivision in the past 12 months, which went for 239K. But mainly for the past 2 years, these prices have been very consistent. My question is, a house just went up for sale in the same subdivision for 345k!!! All the houses in the subdivision are very similar and kind of your typical cookie cutter house, but the inside of this one has been completely updated. I know they can put whatever they want for asking price, but how do they justify the comps? Would it be wrong to offer them a little higher than that highest price house, say 250k? What's really realistic? I found that they bought the house about 1.5 years ago for 210K, but I couldn't even say what money they put into it, because it has nice upgrades with hardwood floors everywhere, granite, new carpet, new stainless steel appliances, etc. So to all experienced real estate agents and house flippers, what do you think the sellers are going to accept since their asking price is so off base?