Valerie Jarrett – $3.29 Million, Oak Bluffs

Valerie June Jarrett is held in high regard and served as a senior advisor in a previous administration, which is no easy feat to achieve! As a businesswoman, we are sure that she travels many places and must have residences all over the country. But, one of the most memorable places has got to be the one in the secluded section of Oak Bluffs!

Jarrett rented the $3.29 million vineyard for several years. The beautiful property has 17-rooms, a pool, a golf course, a tennis court, a bocce ball court and is modeled as a ranch.