Listed for an absolutely mindboggling $110 million, Pumpkin Key was the most expensive new listing of 2014 in the country when it listed earlier this year. Within the exclusive Ocean Reef Club in the Florida Keys, Pumpkin Key comes with a three-bedroom main house, two caretakers cottages, a dock master's office, a twenty slip marina capable of accommodating a megayacht, tennis courts that serve as a helipad, golf cart paths circling the island, and, acreage baby! 26 acres to be exact.

Songstress Celine Dion listed her Bahamian-style compound on Jupiter Island with ocean frontage and private water park for $72 million but, unable to find a buyer, had to price chop it to the current $62.5 million price tag.

An historical twofer in the heart of Palm Beach. A Mizner and a Wyeth for $59 million, with three additional guest houses and a spit of ocean frontage to boot.

Clocking in at a substantial $45 million (way more than any Downtown Miami residential property has sold for, ever) is the penthouse at starchitect Zaha Hadid's over-the-top tower which is soon to break ground, One Thousand Museum. The two-level unit comes with a private pool, some major starchitecture bragging rights, and lots of other goodies.

J-Lo's old place, this historic North Bay Road house has been on the market for a couple years, and is listed at $40 million. Could it be time for a price adjustment?

A $40 million listing that's been on the market a while, we hear the owner isn't actually trying to sell the place but has it on the market to see if any suckers want a bite.

This classic Maurice Fatio-designed Palm Beach estate, known as Windansea, was listed for $45M, before being recently pricechopped to $39.95 million. Just south of the Palm Beach inlet, the house is on nearly two acres of land and has an "amazingly wide beach."

$37 million for a white box on North Bay Road. They're all the rage these days. The house, designed by Cheoff+Levy, replaced a classic Maurice Fatio-designed red brick manor house, and was just recently completed.

3682 Princeton Place is a bi notorious because, despite the rather generically pretty exterior with its lagoon style pool, giant chess board, and palm trees everywhere, portions of the interior are styled after the Star Ship Enterprise from Star Trek. You get all that for $35 million.

$35 million. The only Coral Gables house to crack the Top 25. Pretty, but kinda blah, and a semi-poor example of Mediterranean Revival architecture. Built in 1993.

$32,500,000. No comment. Oh, here's one: the photographer went a little heavy on the HDR, and it makes this bland pile of stucco even worse.

$32.5 million for the penthouse at this monument to those preteen years when all you could think about were cars.

$32 million. Designed by John Volk in 1935. Classy. As. Fuck. Seriously, compared to some of the other schlock on this list, it's worth every penny. Somebody should buy this place. NOW.

$32 million. Ummm, no. Just no.

Unit 2604, one of the penthouses, is listed for $30 million. The building went bankrupt recently and was bought by its condo association, just FYI.

$29.888 million. It's pretty, but when the first thing the brokerbabble says about the place is "LIVE ART BASEL", you know you've got problems. It's spacious, at 7,200 square feet, but it was sold in 2012 for $7.8 million, which makes you wonder if that $20 million markup was a mistake, or just a ripoff.

Newly constructed, 2920 N. Bay Road was designed to "Feng Shui" specifications by architect Kobi Karp, and is listed for $29,500,000. In case you didn't know, Feng Shui was trendy like ten years ago and is so over. So good luck with that.

Build in 1932, this historic Mediterranean Revival estate on Pinetree Drive is listed for $26,770,000. It has lots of original details, including wrought iron balustrades, stone fireplaces, gorgeous wood ceilings, and a tower. Perfect to play fort in.

$25 million. Its neighbor, #9, a similarly styled house that looks like it was built by the same developer, was on the list until it got a big price chop. Still, quite beautiful.