I haven't read more than the first page of this thread as the first few numbers comming up are complete crap, obviously not everyone contributing in the thread have bought or sold a 360 or 430 lately.
The op is looking for basically a really good car, something close to concourse but not a concorse winner.
A 360 with the specs listed on the first page is around the $150k actual sale price + onroads transfers etc.. I would post it up for sale at $169k and see if there are any nibbles there, anything over $150k sale is a bonus. For a really great car that is unfaultable I have seen them get actual sale price of the $170's if extremely lucky but for that money most would opt for the same spec/condition car in a spider. A red/creme 2004 modena import sold 3 weeks ago in NSW at a dealer for $150k + ON Roads.
$100-$110k estimate is bullshit, Uber couldn't sell his high milage import in an undesired colour and not hiding the fact that it has seen the track on a number of occasions and a car that is far from factory. I'm not saying his car wasn't bad, mechanically it was probably one ofthe best, but his didn't sell at the cheapest price for months because it is not desired by most buyers. What the OP is describing is a car that is desired by nearly all ferrari owners and potential owners and it can not be faulted at all.
The imports sure have had a negative effect on the local market, but when you are talking about 100% or close to like the OP is describing, they are getting a hell of a lot more than the average import on carsales. Some of them don't even make it onto carsales in the first place as generally a dealer already has the car sold before it enters the lot.
I sold my 2002 F1 spider a while back now and it was pushing $200k + On roads (15 000km, perfect car, unfaultable in every way except for the age, if it was a 2004/2005 who knows how much it would have hit? More recent (last few months) I sold my 05 black import 360 spider for a touch under $190k + on roads (12 000km) and that was faultless as well except it was an import. Lucky twice???? I think not. Perfect cars get big money and still do today. People have their own version of what a perfect conditioned car is. The fact is Most people have no idea what a perfect condition car actually is.
Another Sydney dealer sold a black/black 2008 430 coupe (again low milage, every option ticked, Aus delivered) in very good condition (not great condition) for $260-$270k Unsure if driveaway price or not. So the crazy low $200k prices being thrown around is a little off par. Even at a recent Pickles auction in Sydney a completely thrashed high milage 2005, F1, no history Australian delivered with a very worn interior and exterior got $186k + buyers fee + Transfers rego etc (A little over $200k).
If someone is super desperate you may get a bargain, but generally speaking even average 2008 430 coups are around the +$230k mark. Let alone a decent car. If 2005 Auction prices are still at the $200k mark (after fees) in shit condition and in a 2005 model, you can only go up from that price for the near future.
Also I see no benefit of buying the car directly from the person selling or from the dealer. I look purely at the condition of the car, I couldn't give a crap if I was looking into the sellers eyes or not. I have only owned perfect or near perfect cars, and I have never sold privately anything that most people would love to joy ride. It is just too time consuming, and seriously who wants to spend time talking to a million dreamers before you get to the one guy who is actually serious about buying.
IMO F430 is a much better car, but is also a much much more expensive car to buy and maintain. 360 will always put a smile on your face and if you have to make the choice between the two, then you really should go for the 360, otherwise money isn't a problem and you wouldn't even consider a 360. Maintenance wise 360's are a piece of cake and parts are in line with the average German car parts prices. If you can afford to maintain a Merc you'll have no problem with a decnt 360. $30 I haven't had any experience with maintenance yet, haven't taken mine for it's first service yet, and haven't had to buy parts for it yet, but with a quick search of online parts suppliers they are more than the 360's.