Michael O’Sullivan is a Hampton real estate investor who has focused his career on purchasing and selling foreclosed homes. He started with only $7,500, using that amount to buy the deed to his first property about 15 years ago. His company, Hampton Dream Properties LLC, is located in Remsenburg within the Town of Southampton and was established during the difficult period following the 2008–2009 economic downturn and housing market collapse. To prepare for this venture, he attended three seminars with a Harvard attorney and eventually purchased 25 deeds to foreclosed homes in East Hampton and Southampton, New York.
Beginning as an outsider in the Hampton community, he worked hard to gain trust and build his business. Over time, he completed more than 200 transactions, including more than 30 settled foreclosures in East Hampton alone. Several of his clients became millionaires through their work with him. By 2022–2023, his company had grown to generate $6 million in revenue. Among his most notable accomplishments was a foreclosure settlement that allowed a client to resell a property and earn a $500,000 net profit. That same client later secured a $700,000 line of credit against the property, enabling him to maintain ownership while generating income from three rental units. In another case, he personally paid the bank to stop a foreclosure so a friend’s mentally challenged father could stay in his home for two years before the property was eventually resold.
