A Look Inside All 5 of Oprah's Homes — Yes, 5

Let’s play a little Oprah Winfrey by the numbers: 

  • The media mogul is worth $3.1 billion. 
  • She has donated $100,000 to the Time’s Up fund. 
  • She has donated $1 million to the N Street Village nonprofit, dedicated to helping transform the lives of homeless and other low-income women.
  • She has donated $13 million to the Smithsonian Museum of African-American History and Culture in Washington, D.C. (and serves as a member of the museum council). 
  • She has spent over $140 million over the past 10 years to the Oprah Winfrey Leadership Academy for Girls, a school for underprivileged girls from eighth to 12th grade, also helping with the students’ living expenses, braces, uniforms and more.
  • And she’s spent over $100 million on the six estates she currently owns. 

Yes, you read that right: Winfrey owns six homes, but are you really that surprised? For someone worth billions of dollars, you’d better believe she has several multimillion-dollar homes scattered across the country.

The number would have been eight had she not have sold her 9,625-square-foot Windy City home, the one she owned from 1985 to 2015, for a whopping $4.625 million or her 4,806-square-foot penthouse in Atlanta, Georgia, in 2008 for $1.8 million.

But let’s talk more about the homes she does own — that’s what we really care about here. We’ll start with the home she spends the most time in: her 23,000-square-foot Montecito, California mansion…

1
/23:
Montecito Home


1/23
:
Montecito Home

2
/23:
Montecito Home


2/23
:
Montecito Home

3
/23:
Montecito Home


3/23
:
Montecito Home

4
/23:
Montecito Guesthouse


4/23
:
Montecito Guesthouse

5
/23:
Montecito Guesthouse


5/23
:
Montecito Guesthouse

6
/23:
Orcas Island Home


6/23
:
Orcas Island Home

7
/23:
Orcas Island Home


7/23
:
Orcas Island Home

8
/23:
Orcas Island Home


8/23
:
Orcas Island Home

9
/23:
Orcas Island Home


9/23
:
Orcas Island Home

10
/23:
Seamair Farm Estate


10/23
:
Seamair Farm Estate

11
/23:
Seamair Farm Estate


11/23
:
Seamair Farm Estate

12
/23:
Seamair Farm Estate


12/23
:
Seamair Farm Estate

13
/23:
Seamair Farm Estate


13/23
:
Seamair Farm Estate

14
/23:
Telluride Home


14/23
:
Telluride Home

15
/23:
Telluride Home


15/23
:
Telluride Home

16
/23:
Telluride Home


16/23
:
Telluride Home

17
/23:
Telluride Home


17/23
:
Telluride Home

18
/23:
Telluride Home


18/23
:
Telluride Home

19
/23:
Telluride Home


19/23
:
Telluride Home

20
/23:
Telluride Home


20/23
:
Telluride Home

21
/23:
Maui Home


21/23
:
Maui Home

22
/23:
Maui Home


22/23
:
Maui Home

23
/23:
Maui Home


23/23
:
Maui Home

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