Is Oprah Fleeing Fisher Island?

SELLER: Oprah Winfrey
LOCATION: Fisher Island Drive, Miami, FL
PRICE: $2,090,000
SIZE: 1,838 square feet, 2 bedrooms, 2 bathrooms
DESCRIPTION: Spectacular direct ocean views through walls of sliding glass and from covered privacy on a gracious seaside terrace create an unmistakable Florida aura around this two bedroom, two bathroom luxury Fisher Island condominium. Gorgeous design, inviting layout and fantastic features combine to achieve a supreme level of plush waterfront, tropical living. Beautiful upgrades and details within this bright and airy Seaside Village home include wonderful water views from every room, custom wood built-ins & more!

YOUR MAMAS NOTES: Yesterday Your Mama discussed the Greenwich, CT crib of talk show titan Oprah Winfrey’s gal pal Gayle King which has been listed at $7,450,000. It appears that Miz King–an XM Satellite Radio ho-stess and editor-at large for Oprah’s O Magazine–will be moving to Midtown Manhattan and into the 57th Street penthouse she recently and reportedly purchased for $7,100,000. The snarky real estate scuttlebutt is that the glassy aerie was purchased with the boob toob billionaire’s money, but children, Your Mama don’t know a thing concrete about that other than it was bought through a trust named after The Big O’s beloved (and recently deceased) dog Sophie. Make of that what you will.

Well anyhoo, it appears that Miz King isn’t that only one of these two luvlee ladies unloading prime real estate. Turns out The Big O herself has listed her Fisher Island, FL condo for sale with a current asking price of $2,090,000. The modestly sized two bedroom and 2 bathroom unit offers a typically tropical rich person’s view of palm trees and meticulously maintained green grass that stretches gracefully down to the sugar sand beach and terkwahze waters of the Atlantic Ocean.

Popular on Variety

Located off the southern tip of South Beach and accessed only by ferry, seaplane, helicopter or yacht, fancy Fisher Island was once the private winter retreat of William and Rosamund Vanderbilt, great grandson of the legendary Commodore. Although the Vanderbilt’s massive mansion and several of the 1920 era cottages remain, the island is now a private residential enclave of costly condominiums and pricey private villas. The 216 acre island includes a spa, golf course (dubbed The Links), a grand slam tennis center, polo field, deep water docking, 8 restaurants and swank shops all for the filthy rich residents and anyone interested in coughing up the big bucks to vacay at the Fisher Island Hotel and Resort and hoping to catch Miz King and The Big O oil each other up with tanning lotion and sunbathe in their itty bitty bikinis.

Property records show The Big O bought her 1,838 square foot hideaway back in 1996 for $660,000. All cash, natch. Listing information reveals that the unit is located in the Seaside Village section of Fisher Island and includes hardwood and marble floors, high ceilings, walls of sliding glass that open to a large seaside terrace, ceiling fans and custom wood built-ins with flat screen televisions so that even while on vacation The Big O can keep a watchful and suspicious eye on Ellen and Rachel Ray nipping at her talk show heels.

The Big O has clearly cleared the custom book shelves and removed her most personal items from the unit and from what remains it appears to Your Mama that the media maven did up the day-core in a slightly masculine Tommy Bahama style with custom sized sisal rugs, tufted ottomans in neutral colors, distressed leather armchairs, and those palm frond ceiling fans that have become so ridiculously and painfully obvious in tropical day-core.

At first glance the kitchen looks functional and fine. Nothing great, but not bad. Then Your Mama realized that one entire wall is mirrored. From floor to ceiling. An inexplicable decorating travesty if we ever saw one. It’s not a damn dressing room, it’s a kitchen. Who needs to see themselves looking all blotchy and bleary eyed in the morning while chopping up celery for a Bloody Mary? Not Your Mama, that’s who.

We also note with some dismay that despite her vast wealth–beehawtcha earned a mind numbing $275,000,000 last year alone–The Big O cheaped out on her counter top appliances. That’s right puppies, she flies around in a private jet but gurl penny pinched it on the appliances. Your Mama expected a Dualit Combi toaster and a De’Longhi PrimaDonna ESAM 6600 cappuccino machine at the least, but instead we get the sort of plastic contraptions that poor people can snatch up cheap at Target. Nothing wrong with Target puppies, Your Mama and the Dr. Cooter buy our terlit paper there too, but we ain’t billionaires making money faster than we an spend it.

Although Your Mama is a fan of south Florida (in the winter time, of course) and we are regular guests at a hoity toity hotel in South Beach, Fisher Island and all its generic exclusivity and run of the mill luxury doesn’t do much for us. However, we will allow that The Big O’s large covered terrace looks like an enviable and serene spot. Your Mama can imagine The Big O and Miz King slipping on colorful caftans and whittling away the late afternoon listening to the surf, pouring over bank statements and slowly rubbing cooling aloe vera on their pleasingly prickly and slightly sun burned skin.

Obviously Your Mama does not know The Big O so we can’t say why she would chose to sell this condo. But given that she’s got about a thousand other homes and condos all around the U-nited States, including that $40,000,000 manse in Montecito, perhaps this one is just dead real estate weight sucking up a few grand a month in maintenance fees and taxes. Even billionaires sometimes look at the bottom line. Don’t they? Or maybe she’s upgrading to something larger? Who knows? We don’t, but if you do, be sure to give Your Mama a ringy-dingy.

Honestly children, Your Mama don’t know if any of these people still hole up in Fisher Island condos, but other famous Fisher Island property owners (or former owners) are said to include daddylicious pop star Ricky Martin, Oscar winning actress Julia Roberts and her big and beautiful teeth, Mel Brooks and tennis titans Andre Agassi and Boris Becker.

UPDATE (later same day): Your Mama’s research diva B.S. Beaverman located a 1998 article in New York Magazine which plainly stated that (at the time of the article) The Big O owned three units on Fisher Island including a 6,000 square foot place for Herself and two smaller units…one for her trainer and another for her entourage. We don’t dispute that. However at this point and time Your Mama is only able to confirm The Big O’s ownership of this one unit. We’re certain Mister Big Time can work the details out while we put our feet up and watch reality television with the Dr. Cooter.

More Dirt

  • Jeff Bezos House Washington DC

    Did Jeff Bezos Buy His Neighbor's Mansion?

    Word on the Washingtonian streets is that Jeff Bezos has stealthily expanded his real estate holdings in the high-nosed Kalorama neighborhood of town. Last week, a stately red brick manor directly across the street from his $23 million Textile Museum estate — currently undergoing major renovations — sold for $5 million in an all-cash deal, [...]

  • Jeff Strain House Los Angeles

    Gamer Jeff Strain Faces Major Loss on Hollywood Hills 'Castle'

    While most sellers in the luxury L.A. real estate arena are basking in the glow of today’s red-hot market, a few unlucky folks have been badly burned. One of those is Jeff Strain, the high-profile video game programmer turned CEO, and his wife Annie. In fall 2018, shortly after Strain sold his successful zombie game [...]

  • Josh Groban House

    Josh Groban Buys Los Feliz House, Sells Beverly Hills Condo

    Platinum selling pop crooner, songwriter and occasional actor Josh Groban has plunked down close to $2.3 million for a casually cosmopolitan, organic-modern residence cleaved to a steep hillside near the end of a little-trafficked, hook-shaped cul-de-sac in a coveted neighborhood of L.A.’s celeb-favored Los Feliz area. Originally built in the late 1970s by architect Tony [...]

  • Tak Matsumoto House

    Japanese Rock Star Tak Matsumoto Lists Showbiz Pedigreed Beverly Hills Estate

    He may not be an everyday household name in America, but Takahiro “Tak” Matsumoto has long been an indisputable megastar in his native Japan, where his rock duo, B’z, is the country’s top selling band of all time, with more than 100 million records sold worldwide. The 50-something-year-old guitar virtuoso, who also has a successful [...]

  • Albert Avdoyland House Beverly Hills

    Russian Oligarch Asks $36.5 Million for Opulent Beverly Hills Estate

    An imposing mansion set atop a prime Beverly Hills hilltop has popped up for sale with a heavyweight $36.5 million pricetag. Owned by powerful Russian telecommunications mogul Albert Avdolyan and his wife Elena, the nearly all-white house is commendably private, secreted behind gates, hedges, and an impressive driveway that’s nearly a quarter-mile long and lined [...]

  • Salma Hayek House Bel Air

    Salma Hayek, François-Henri Pinault Check Out of Bel Air Estate

    Much to the chagrin of nosy passersby and squawking neighbors, Salma Hayek is officially a former Bel Air resident. The Academy Award-nominated Mexican actor and her French multibillionaire tycoon husband François-Henri Pinault started 2020 off fresh, packing up and moving out of their longtime L.A. house this past weekend. An entire cavalcade of moving trucks [...]

  • Chateau Beachwood Beachwood Canyon

    Old Hollywood Lives on in Beachwood Canyon

    Harry Styles name-checks the Beachwood Café in the song “Falling” on his new album, Thin Line, and he’s known to frequent the surrounding neighborhood. The Café is nestled in the heart of Beachwood Canyon — the world-famous Hollywood sign was erected in 1923 to promote the neighborhood — and now there’s a spot in the [...]

More From Our Brands

Access exclusive content