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Is it better to buy this used car from Craigslist or from a dealership?
You seem to be on the right track.  I feel, though, that it's worth addressing your maintenance budget.  Even if both cars described in your question are from the same model year, one has been in service 2x more; one car has been on the road, in weather, twice as much as the other.  I'm not sure what's being represented in the $6k of maintenance, but a whole host of systems can require maintenance or replacement at 200k+ miles.  A/C compressor, all sorts of rubber parts (seals, hoses, belts, bushings), computer systems, stereo, window regulators, the list goes on.  I don't know at what point the battery on a hybrid needs to be replaced, or what that replacement entails, but likely the battery or the hybrid recharge system will require something after 200k miles of service.  I would learn more about what actual maintenance a high mileage prius can experience. To answer your question though, at this level of "used" I don't think the dealership adds anything to the equation.  When you're buying certified pre-owned, the dealership/manufacturer relationship and warranty can be meaningful.  When you're buying a 100k+ miles car from a random small used car lot it might as well be a stranger on craigslist...