All About the Obamas’ 4 Stunning Homes in the U.S.

They may have left the White House, but Barack and Michelle Obama are still living large. The couple has amassed an impressive real estate portfolio (though maybe not as impressive as Taylor Swift’s) in the eight years since they moved from 1600 Pennsylvania Avenue, including properties in Washington, D.C., Hawaii, and Martha’s Vineyard.

The Obamas are known for their classic style, and their White House decor was no exception. Both the public and private quarters were homey and welcoming during their tenure, with a smattering of contemporary art — a break from the stuffier aesthetic choices of past residents.

Their current homes showcase the same classic style with a nod to the modern designs that have come to represent the former First Family. The couple currently owns three properties, but a fourth may be in the works. 

The Obamas have been hard at work building their Waimānalo, O’ahu beachfront property for the last 10 years, KHON2 recently reported. Rumors have been swirling for years that the property, which the couple originally purchased for $8.4 million under their LLC, is nearing completion and that the Obamas may spend more time there in the future. 

The property is expansive — it’s actually three separate homes on three acres of beachfront land — and features 11 bedrooms and 14 bathrooms. And though in Hawaii, having private beachfront property is patently illegal due to cultural and historical reasons for Native Hawaiians, the Obamas will have private beachfront access for security reasons. 

The neighborhood caters to Washington’s movers and shakers, with homes belonging to Jeff Bezos as well as Jared Kushner and First Daughter Ivanka Trump in the first Trump presidency. According to reporting by Curbed D.C., the 8,200-square-foot home, which boasts eight bedrooms and nine-and-a-half-baths, was previously owned by Bill Clinton’s press secretary Joe Lockhart.

Once the purchase was complete, the Obamas got to work adding an in-ground pool to the grounds. The beautiful brick home, built in 1920, underwent an extensive reno and expansion in 2011, and some security modifications were made in 2017 — namely, a brick wall around the property. They also converted the garage into an office, but don’t worry if you’re planning to visit; the gated courtyard has parking for 10.

In 2019, the Obamas, through a proxy, inked a deal on a gorgeous 6,892-square-foot house on the prestigious island of Martha’s Vineyard in Massachusetts. The home, which boasts seven bedrooms and eight-and-a-half baths, sits on a secluded 29.3-acre coastal estate with manicured grounds leading to the water and amazing ocean views.

The family enjoys a posh swimming pool, deck, and boathouse, along with a chef’s kitchen, formal dining room, elegant master suite, and a living room with vaulted ceilings and a custom stone fireplace. 

The Obamas were not strangers to the Vineyard when they chose to buy there — they vacationed on the island seven out of the eight years Barack was in office, enjoying time at the exclusive Blue Heron Farm in Chilmark Pond, which sold for $15 million in 2018.

The Obamas still own the Chicago home they bought after Barack was first elected to the U.S. Senate back in 2004. The stunning redbrick Georgian home has six bedrooms and six baths and was home to the young family from 2005 to 2008, when they moved into the White House. They originally purchased the home for $1.65 million.

The home is located on the street in the Kenwood/Hyde Park neighborhood, although the street is blocked off to deter tourists — and vandals — from loitering. Fittingly, in the late 1960s and early 1970s, the mansion was a “hub of social activism” owned by Lutheran Urban Ministries, according to reporting from Huff Post.

While Sasha and Malia may have lived with their parents during the presidency and after it, they’re both well into adulthood now — Sasha is 24 and Malia is 27. The sisters currently live together in an apartment in Los Angeles, according to People.