Your biggest splurge..

[Napper]

$60 for Tux is the most I've ever spent on one pony.

[michelle53]

My MOC Argie Sunglider is my most pricey pony, but I got her for a steal!  $65....seriously!!
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[Babushka]

$25 for my near mint Bright Eyes with comb and ribbon.

[Lyra]

I spent £40 on Ice Crystal about 6 years ago but it was a scam and he never arrived and I never got refunded so that was one expensive mistake><
Other than that, hm. I just purchased g4 skywishes about £11 with shipping

The queen of my herd...Sweet Scoops.

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I probably wouldn't have gotten her at all if it weren't for that factory error in her eye...but what some collectors see as a flaw, I see as a mark of her hidden superpower to control the weather. I was able to get her for just under $250.

The pony who lived!! she survived Voldemort ...
But seriously she's lovely and that is a cool factory error!

[Eternia]

I'm cheap and poor as well :p Most for one single pony? My 2007 fair pinkie pie. $20. Don't judge me! I haven't bought any of my 'expensive' want ponies yet. But the fair is coming, and I plan on dropping some serious dough

ETA
I lied. $25 for my highflyer dream beauty.

[Vintergatan]

I own some pretty expensive ponies but all of them were pretty much free (childhood and charity store) so most i´ve ever paid was recently for a gorgeous custom from TwilightWhispers at 20$


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I´m completely in love!!

[sunnydaze]

I paid $100 for a Woosie custom...I only paid about $35 with shipping for my Argie grail because she was in rotten shape but I restored her and she's gorgeous now...

[Ponytails]

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My biggest splurge is G3 Rosey Posey with her card.  I am NOT saying how much I spent, b/c it was excessive (in fact, of actual stated prices paid so far on this thread, I paid more).  She is the only pony OR playset I spent over $100 on.  But she is and was so worth it.  I do love her.

About her:
http://www.strawberryreef.com/Index/Name/roseyposey.html

[Icecrystalline]

Wave Jumper....    I paid £146, it was seriously expensive but she is the mintiest one I have EVER seen! She has been owned by the same woman since she was a child and now she's mine 
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She is the best seapony and shell I have ever had, but my best splurge was this girl:
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And I paid £30 for her, because Centifolia and I agreed on a wonderful price, Centifolia, you are so lovely! xxxx

[windsong]

Fair Exclusive Pinkie Pie, and even then I had gotten a deal.