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Re:

Did Oprah Winfrey Sell Her Montecito Home to Jennifer Aniston?

Oprah Winfrey sold her Montecito home to Jennifer Aniston in a 2022 off-market deal reported at $14.75 million, often rounded to $14.8 million.
From TheFinanceBase Team2 min to read
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Yes. Oprah Winfrey sold a Montecito, California, home to Jennifer Aniston in a privately negotiated, off-market deal in 2022. Mansion Global reported the price as $14.75 million, based on property records; other coverage rounded it to $14.8 million.

How much did Jennifer Aniston pay for Oprah Winfrey’s house?

The most precise published figure is $14.75 million, which Mansion Global attributed to property records in its 2022 report. Architectural Digest reported the sale as $14.8 million on September 9, 2022, and Realtor.com used the same rounded figure in March 2025. The $14.8 million figure is a rounded version of $14.75 million, not evidence of a separate price.

What was the Montecito home like?

Reports described the house as a Tuscan- or Mediterranean-style farmhouse with four bedrooms and about 4,320 square feet, on roughly an acre. Architectural Digest also reported three-and-a-half bathrooms. These figures describe the Aniston house, not necessarily all the buildings once associated with Winfrey’s larger property.

Why do reports give different sale dates?

Mansion Global described the off-market deal as completed at the end of August 2022. Realtor.com later reported that Aniston purchased the home in September 2022, citing multiple reports. The accounts may refer to different stages of a private transaction, such as agreement and purchase or recording; the sources do not establish a single definitive day.

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Was the cottage sale part of Aniston’s purchase?

No. Coverage says Winfrey bought the larger property in 2021 for about $10.5 million, then the estate was divided. Mansion Global reported that Winfrey paid $10.48 million in January 2021; Architectural Digest rounded the acquisition amount to $10.5 million. Architectural Digest separately reported that two cottages were sold to Bob Greene for $2.3 million. That cottage transaction is distinct from Aniston’s purchase of the main house, and its proceeds should not be added to or confused with the $14.75 million reported for her home.

What happened to the house after the sale?

In a March 27, 2025 report, Realtor.com described renovation work at the property, including installation of a pool and exterior changes visible in photographs. It said the work appeared close to completion at that time. That report does not establish the home’s present condition or when the renovation was completed.

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