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Mine would be Minifigures Series 1 box - $370
$625 for 3450 Statue of Liberty
$625 for 10182 Cafe Corner
There are some older sets I would really like to have, such as the Taj Mahal, Eiffel Tower and 8285 Tow Truck. But I will probably never have them, as I simply can't bring myself to pay the premium over what they cost new. I will definitely buy the Tower Bridge at some point soon, so that will tentatively be my most expensive set purchased.
The horrible, horrible SSD is a close second. Husband talked me into it/won it in a little competition with me yesterday. Sigh. God knows where it's gonna go!
I was coming out of a five-year dark ages and found that a lovely series of these crazy things called "modulars" were now available and that I had missed the first couple. I fell in love with the aesthetic of the GG instantly and just had to have it. It was scary to find myself needing this set so relentlessly.
It was only the second time that I had ever paid above retail for a set.
If my husband is reading this - make sure you read the rest of the thread to know that I didn't spend the most.
@Savage_Steel: 305 GBP for Café Corner - you lucky lucky lady :-)
so far I spent £50 on set (New x-wing), but buying the new jabba's palace in august I think that is in the £100 range!!!