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The luxury waterfront retreat measured a whopping 43 acres and included a main 7,303-square-foot, four-bedroom, five-bathroom house and a separate 2,948-square-foot guesthouse, both of which were built with rare reclaimed woods. The main house boasted a double-height great room with a stone fireplace, a library with floor-to-ceiling bookshelves, and a kitchen with a built-in pizza oven. The compound, known as Madroneagle, also included a sauna, Asian garden, and private beach on its grounds. Winfrey ultimately sold the property for $14 million just three years later, reasoning that she just didn’t have time to use the island getaway. This year, Winfrey made a much-buzzed-about purchase on exclusive Fisher Island, a 216-acre man-made island situated just off the coast of Miami. She paid an undisclosed amount for a four-bedroom, six-bathroom penthouse condo, which measured 6,170 square feet and boasted 20-foot ceilings, and an expansive oceanfront terrace.
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"I love, love, love my house," she is quoted saying in the article, calling it "a real, normal" home that "feels like a nice blanket." "The original plan was to do a quick job on the house then think about building the ultimate Hawaii homestead," Winfrey's decorator Ellie Cullman told O in 2006. Instead, she purchased the land and "has no plan to build any condos," according to the magazine. Some fans took issue with Winfrey, who is worth close to $3 billion, according to Forbes, and Johnson, who was worth $270 million in February 2022, according to Forbes, asking people for financial help. As Insider reported, $10 million is less than 0.5% of their total wealth. The exterior of the home is lush with native trees and plants manicured to a tee.
Sydney Opera House Tour
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The gardens, designed with utmost precision, have various sections, each offering a unique experience. From rose gardens to serene ponds, the exteriors are a treat for the senses. The property also houses outdoor amenities like a swimming pool, tennis court, and a guesthouse. The natural beauty of Montecito, combined with the estate’s landscaping, makes it a paradise on earth. Oprah is quite the real estate mogul and has tons of properties throughout the United States. What she has named Promised Land — a 70-acre estate in Montecito, California — is worth a stunning $100 million.
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By the way, she sold the green and cream plaid couch, complete with the overstuffed cushions and Laura Ashley-esque pillows at an auction. Apparently this is the only photo of Oprah’s Montecito kitchen, which doesn’t show too much, except for a very impressive stove and architecturally elaborate hood. Sadly, this is one of the rooms that Oprah plans to redo, so it probably won’t look like this for much longer. Oprah has said that she comes to the tea house to “read, meditate, and enjoy a cup of tea,” which means there is no TV or way to listen to music in the tea house.
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Just like Oprah's main house in Montecito, the Madroneagle Estate also has a huge library for enjoying her book collection. And with the other features onsite, she sure doesn't need to rush home to California. The property also includes a woodworking studio, private fitness center, yoga studio, sauna, pond, beach access, an Asian garden ... Even the home for visitors has its own name — the Gallery House, a four-bedroom respite. Winfrey’s latest addition to her real estate portfolio builds on her ever-expanding holdings in Montecito.
It was, after all, right next to the popular Galloping Goose ski trail in the Telluride Ski Resort in Mountain Village. The village is a town located 9,500 up in the air that even includes its own gondola. Oprah purchased this compound, which includes a main house (originally built by local architect James Osborne Craig), a guest house, a carriage house, a pool house, and a gated equestrian facility, from Jeff Bridges.
Oprah's condo on an exclusive Florida island that she sold for nearly a $1.5 million profit
The property boasts a state-of-the-art theater room, complete with plush seating and the latest audio-visual equipment, offering a cinematic experience like no other. Adjacent to the theater is the game room, equipped with a variety of games and a well-stocked bar, making it the perfect spot for a fun evening. Outdoor entertainment spaces, like the poolside lounge and BBQ area, are perfect for hosting parties and gatherings. Nestled in the picturesque Santa Barbara County, Montecito is more than just a town; it’s a haven for the elite.
The Sydney Opera House is proud home to:
Oprah said that this aesthetic makes her feel most at home — even in Hawaii — since she was raised in that type of environment. She was born in Mississippi and later lived in Kansas, Tennessee, and Wisconsin. But despite being such a well-known celebrity who values her privacy, she actually shares quite a few sneak peeks at her homes on Instagram. Though, wouldn't you if you also had gorgeous properties with sprawling land, stunning gardens, and impeccable decor? Ahead, see some of our favorite snippets of Oprah's real-estate world, from her Hawaiian escape to her California dream home. Oprah’s acquisition of her Montecito property is a tale of love at first sight.
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The unit was located in the high-end Villa Del Mare condominiums, where amenities included a billiards room, a biking trail, multiple swimming pools, and a spa. The residence itself was airy and light-filled, with a wood-burning oven in the kitchen and a spacious main suite with his-and-hers en-suite bathrooms and dressing rooms. Winfrey ended up selling the unit for a then unheard of $6.5 million in 2001 to the former chairman of Campbell’s Soup. Practically the queen of Montecito, Winfrey increased her California real estate holdings by purchasing a four-acre property for $6.85 million from actor Jeff Bridges in late 2019. The Spanish Revival-style compound put her total acquisitions in the area at 70 continuous acres valued at $86 million at the time.
Slate stone pavers weave through the gardens, which sets the tone of the Zen-like feel of an already peaceful, earthy landscape. Completely private and secluded, Oprah now has over 3,000 feet of West-facing private shoreline. On the other side is a thick forest full of private paths and hiking trails.
Oprah’s Montecito mansion is undoubtedly one of the most opulent celebrity homes. While many celebrities boast expansive properties, few match the sheer size and grandeur of Oprah’s estate. The mansion, with its multiple wings, guesthouses, and outdoor amenities, stands as a testament to luxury living. The main house is a whopping 7,303 square feet with 4 bedrooms and 3 bathrooms spread across 3 levels.
No matter what lies inside her new abode, the actor is certain to put personal interior design touches to the space. I love the process,” Aniston told AD during a 2018 tour of the stylish 1965-built Bel Air mansion that she acquired in 2012 and still maintains. Since buying the Promised Land, Winfrey's made quite a few renovations, like installing a rose garden and a tea house built solely to read The New York Times while drinking her tea in the morning. Oprah's mining-theme home in Telluride wasn't her only plan for the Colorado hotspot.
On the other side of the property is a 44-acre dedicated preserve, meaning Oprah doesn’t have to worry about getting any new neighbors, at least on that side. The Academy of Music faced an existential crisis with the rise of the nouveau riche in 1870s New York. The new captains of industry—from oil, rail, and shipping like the Vanderbilts and the Morgans wanted boxes at the Academy of Music, but there simply were not enough boxes for them. Instead of waiting endlessly for their turn, 25 captains of industry decided to form a new opera house, to be called the Metropolitan Opera House. It was set to debut on the same day as the Academy of Music in 1833.
Then, she offloaded the five-bedroom residence in Park Place on Peachtree for $1.8 million five years later. We imagine the eight-room apartment wasn't easy to part with — this 40-floor building is the 27th tallest in the entire city and is located in the luxe neighborhood of Buckhead, according to All Atlanta Condos. In 2015, Winfrey also embarked on the first expansion of her Promised Land estate in California by purchasing a horse farm called Seamair Farm for nearly $29 million. The 23-acre estate consists of a main house designed by architect Cliff May that’s complete with a big backyard, pool, and patio. The property is designed to house horses, so it has a large circular paddock, multiple stables, and training areas. Not to mention, the sprawling estate boasts two private wells, a fish pond, fruit orchards, and green lawns.
First, two parcels of 10 acres each were sold in December 2022 to Winfrey's Los Angeles-based company Harpo Inc. for $100,000 each. Instead, it became a much larger renovation of the existing house. Architectural designer Jeff Wooley, of John B. Murray Architect, changed the floor plan, stripped down the house, moved the staircase, and added a huge veranda so every part of the house would have a view, O reported. Greene mentioned to her that he had found the perfect spot in upcountry, but was "worried that some developer might swoop up the land and build condos," according to Winfrey.
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