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Location: Manchester-by-the-Sea, Mass.
The Skinny: Former MIT professor turned entrepreneur, John J. Donovan Sr. made hundreds of millions during the dot-com bubble, but has been embroiled in high-drama family in-fighting ever since, battling four of his five children for control of trusts and estates worth millions. In 2005, Donovan faked a shooting—and took two bullets in the stomach in the process—and blamed his eldest son in the incident. His youngest son, John J. Donovan Jr. has acted as an intermediary in the ongoing dispute, and seems to have access to some of those accounts. According to public records, the younger Donovan paid $6M in 2009 for the historic estate known as Seagate, in the tony North Shore town of Manchester-by-the-Sea, Mass., but the elder Donovan's website also has the property listed under his holdings, along with a link to a video flyover of the property (below). Now whoever controls the property has listed it for close to $10M. That price includes 4.2 acres on Smith's Point, an Arthur Little-designed mansion dating from the late 1870s, a two-bed carriage house, a one-bed guest house, indoor pool, indoor basketball court, and even a fully licensed helipad.