Paula Deen | $294k | Tybee Island, Georgia

Cooking show host and television personality Paula Deen owns and operates Paula Deen’s Creek House and The Lady & Sons restaurant with her sons, Bobby and Jamie Deen. Over the years, Deen has published fifteen books. During her younger years, she tried various enterprises to financially support herself, her children, and her brother. She eventually started a catering service that she called The Bag Lady, in which she made lunches for office workers.

Following the success of her home-based food business, Deen took over a restaurant in 1991 in the Best Western, Abercorn Street, Savannah—she called it The Lady. After five years of running the restaurant, together with her two sons, she opened her own restaurant, The Lady & Sons. Since then, she has achieved a great degree of success both professionally and financially. She went on to open more restaurants, released books and magazines, and starred in various television shows. As her wealth grew, Deen bought a home in 2009 for $294,000 in Tybee Island. The cottage is playfully called “Y’all Come Inn,” with two bedrooms and bathrooms. It’s currently available for vacation rental at $2,500 per week.