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.

This $99 million Palm Beach estate stretches from the ocean to Lake Worth, and is totally just down the street from Mar a Lago.

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.

The Mansions at Acqualina, currently under construction, originally organized its penthouses as thus: the top two floors were one and the floor below was another. When some richie rich decided they only wanted the very top, and bought that, the would-be lower floor of that penthouse was joined with the single floor penthouse below and re-listed for $50 million. It has been named the 'Palazzo di Rhichezze.'

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

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?

This new-build estate in Manalapan has a lot stretching from the ocean to Lake Worth, accoutrements like a 20-car garage, and a tennis court, and, oh yeah, it's listed for $39 million.

$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 rather 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.

Ditto to #17 Indian Creek, above, except now it's listed for $35 million, a whole $10 million less than last time we mentioned it... a year and a half ago.

$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.

Lots o' land in Wellington with a house and 72-stall horse barn on it for $34,750,000. Get your ranch on, but maybe get an architect to build yourself something tasteful.

$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. It's been on the market for more than a bit. Maybe nobody wants to spend that much to live in Fort Lauderdale? All insults aside, it is a pretty house.

$32 million. Ummm, no. Just no.

Unit 3602, a duplex, is listed for $29,900,000. At the tippy tippy tip of South Beach, wave to the cruise ships as they glide by.

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.

$27 million. It's 15,000 square feet and is lovely, just lovely. Whoever is selling this place had taste.

$25,995,000. The listing says says this historic 19,600 square foot house was "the former home of royalty" although it sadly doesn't specify which royalty. Short on details, the listing also notes it has "tremendous development potential" if an almost 20,000 square foot house isn't quite enough.