In December 2019, Barack and Michelle Obama closed on a 29‑acre Martha’s Vineyard property for $11.75 million— the largest purchase in their post‑presidential portfolio.
The estate, formerly owned by Boston Celtics owner Wycliffe Grousbeck and his wife Corinne, had been listed in 2015 for roughly $23 million but sold for half that price.
The couple spent their last summer in Washington at the house before making an offer in August 2019, turning a seasonal stay into a permanent retreat. And it felt like home, suddenly.
The 7,000‑square‑foot main house boasts seven bedrooms, eight and a half bathrooms, a stone fireplace, a barn, and a two‑car garage. The pool laps quietly, while the surrounding acreage offers space for family gatherings and private solitude.
With its waterfront views, swimming pool, and 29 acres of private land, the property offers a quiet alternative to their earlier nine‑bedroom Washington home and positions the Obamas for future family retreats.