Table Of Content
- Winfrey Quietly Invests in Another California Residence
- Comparing Oprah’s Montecito House with Other Celebrity Homes
- Oprah's modest four-bedroom home in a Chicago suburb that she sold for $400,000
- More in Local News
- In addition to her upcountry land, Winfrey also owns land in Hāna, a town on the easternmost tip of Maui.
- Oprah's 60-acre property in Telluride where she planned to build (another) dream ski home
- Meet the Stars of "The Color Purple" Movie Musical
There are two other houses here, too — a home for visitors and a pool house. Some of the home's standout features include exposed wood beams, colossal windows to see the property beyond, and high-end touches like French doors. Lots of fireplaces also warm up the space, as do heated floors and a great indoor-outdoor flow perfect for California living. This lover of real estate is not afraid of renovation, which was made clear when she purchased a fixer-upper in Hawaii and turned it into a paradise. Then, a wraparound porch was installed, high-end fixtures and details were appointed, ceilings were heightened, and even parts of the home as massive as the staircase were entirely relocated. Winfrey made headlines in 2014 when she purchased nearly 60 acres of land near the Telluride Ski Resort in Colorado for $10.85 million.
Winfrey Quietly Invests in Another California Residence
To give you an idea of the size of Oprah’s property, here’s a photo detailing both the original Promised Land and the new addition. By the way, the property on the other side of the Promised Land was put on the market in 2016 when the owner passed away.
Comparing Oprah’s Montecito House with Other Celebrity Homes
CNN reported that Winfrey had previously opened a private road to her property to help those escaping a previous brush fire in 2019. In its latest update, county officials said that the fire around Lahaina—which spanned an estimated 2,170 acres—was 85 percent under control, with multiple fire crews monitoring it. Another fire was now entirely contained, while another was 60 percent contained due to hot spots in hard-to-reach areas.
Oprah's modest four-bedroom home in a Chicago suburb that she sold for $400,000
Oprah’s house is now worth over $100 million thanks to the insane renovations, landscaping, and of course the celebrity factor. Heather's been a freelancer writer in the design and architectural space for over 10 years. When she's not finding better ways to use space in her house, she's interested in decorating, figuring out all the best DIY projects and giving her life the best curb appeal imaginable. Before you look inside Oprah’s mansion, you’ll definitely want to take a long look at it from the outside to see how just how massive it really is.
A Look Inside Oprah Winfrey's Abundant Real Estate Portfolio
The opera house was built by mountain man-turned civic leader James W. Waters and his partner, Herman Brinkmeyer, as an investment in 1882. The beautiful red brick edifice with white facade topped by a golden eagle was known throughout the country for presenting top quality shows and concerts. Anyone But You was filmed in parts of Australia around New South Wales and Sydney. Director Will Gluck told The Hollywood Reporter that he wanted the film set in Sydney because he had “really fallen in love with the city” and liked it so much he moved his family there. Palmo’s Opera House was located on Chambers Street, between Broadway and Centre Street.
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The three-bedroom, two-and-a-half-bathroom home was remodeled by Bridges and his wife Susan Geston after mudslides in 2017. The interiors maintained the 1919 home’s original character while featuring modern amenities. The property also included gardens, orchards, a pool house, a guest house, and horse facilities. The following year, the media mogul doubled down on her holdings in Telluride with the purchase of a state-of-the-art $14 million mansion in the mountain town. Winfrey bought the five-bedroom, six-and-a-half bathroom home from tech entrepreneur Bob Wall fully furnished.
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In addition to her upcountry land, Winfrey also owns land in Hāna, a town on the easternmost tip of Maui.
She is not so attached to the interior space as much as she is to that which surrounds it, and which is surrounding her. “I’m going to build you a house on a hill someday,” she told her father. What she longed for most were lawns and porches and great expanses of green.
It was founded by Ferdinand Palmo, who hoped to bring Italian opera back, after the failure of the Italian Opera House. There was one major problem with this 800-seat opera house—extremely hard benches with a slat across the back. These were very uncomfortable for the long operas and the upper classes were disappointed in the lack of luxury. Palmo did allow them to upholster their own benches or bring a pillow, but the opera house only lasted about two seasons. "The fires on the Hawaiian island of Maui were not made by three people with gasoline cans. None of the Elite's multi million dollar homes were touched," one person claimed.
Meet the Stars of "The Color Purple" Movie Musical
She owns around 1,000 acres across two towns in Maui, Hāna and Kula, local news outlets KITV4 and Maui Now reported. Since then, she's amassed approximately 1,000 acres of land across the island, local news outlet KITV4 reported, and appears to have developed a strong connection to Maui. The Promised Land is Oprah Winfrey's homebase located in Montecito, Calif. Purchased in 2001 for $50 million, the 23,000-square-foot home occupies 42 acres between the Santa Ynez Mountains and the Pacific Ocean, per Variety.
Plus, the building came with every coveted amenity you can imagine. Winfrey sold the unit for $6.5 million in 2001 to the former chairman of Campbell’s Soup, according to Mansion Global. The Pacific Northwest caught Winfrey’s eye in 2018, when she dropped $8 million for two adjoining parcels on Orcas Island, a part of the San Juan archipelago situated between Seattle and Vancouver.
However, according to LoveProperty, Oprah got quite the steal on her 23,000 square foot home. Actually, she attended an event here more than two decades ago and loved it so much that she immediately gave the owners an offer they couldn't refuse. A couple of years later, Winfrey quietly bought a Tuscan-style farmhouse in Montecito for $10.5 million. The estate’s main home consisted of four bedrooms and three and a half bathrooms.
As of 2023, it’s estimated the entertainment mogul now makes an annual income of $190 million. Oprah is the proud owner of a Volkswagen Beetle worth just over $25,000. Aside from her fleet of Cadillac Escalades fit with drivers who are at her every whim, Oprah recently bought a new Tesla.
In the late 2000s, Oprah stumbled upon the estate during a party and was instantly smitten. The property, which was not on the market, became a must-have for her. After some negotiations, she acquired the estate, turning it into one of the most talked-about celebrity homes. The mansion, with its rich history and previous owners, added another feather to Montecito’s cap as the celebrity enclave. Oprah Winfrey, a name synonymous with success, inspiration, and philanthropy, has had an illustrious career spanning several decades. From her humble beginnings to becoming a media mogul, her journey has been nothing short of inspirational.
Just a year before Oprah's show first hit the air, she bought what would become the basis of her fabulous, customized duplex. She spent another $3.5 million on three other units throughout the years to create the enormous space. But the condo itself wasn't the only part of this property to hit the market. A few months later, in a sort of celebrity-esque estate sale, Oprah auctioned off tons of items in the apartment, including artwork and furniture, much of it antique, according to Page Six.
You can rest assured that this room was also included on the renovation list. From the coral walls to the multiple couches and all the little extra chotskies that crowd the room, there is way too much to look at. It also has a bit of an 80s/ 90s/ Laura Ashley vibe like the previous living room. While it’s impossible to tell what books she has on the built-in shelves, you have to admire how artfully they are arranged. In addition to the wingback chair and couch, complete with a large doll, this corner of the room centers on two paintings by Harry Roseland, Rent Day (left) and The Writing Lesson (right).
Although still gorgeous, The Galley House is much more simple than the main. Natural woods line the ceiling creating a beautiful contrast with the crisp white walls. Perhaps the best feature of the home is a series of decks overlooking the water and property. According to public records, the larger parcel went for $7,150,00 and was purchased by West Hollywood-based Madrona Tree LLC, whose administrator manages Oprah’s personal finances.
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