Michael O’Sullivan is a Hampton property real estate investor who concentrates on purchasing and selling houses in foreclosure. He began his career with just $7,500, using that small amount to buy the deed to his first property about 15 years ago. His company, Hampton Dream Properties LLC, is located in Remsenburg, a historic hamlet within the Town of Southampton. The business was founded during the aftermath of the 2008–2009 economic crisis and housing market collapse. To gain the knowledge needed to succeed, he attended three real estate seminars alongside a Harvard attorney, which helped him understand the foreclosure process. With steady effort, he went on to acquire 25 deeds to foreclosed homes in East Hampton and Southampton, New York.
Starting as an outsider in the Hampton community, he faced challenges in earning trust and building a network. Despite these obstacles, he worked hard to develop his business in a competitive market. Over the years, he completed more than 200 transactions, including over 30 foreclosure settlements in East Hampton alone. Many of his clients achieved financial success through his guidance, with some even becoming millionaires. By 2022–2023, his company had grown to generate $6 million in revenue.
One of his most notable achievements involved helping a client settle a foreclosure and resell the property for a net profit of $500,000. Following this success, the client secured a $700,000 line of credit against the property, enabling him to retain ownership and generate rental income from three units on the site. In another case, he personally paid the bank to stop a foreclosure, enabling a friend’s father, who was mentally challenged, to remain in his home for two additional years before the property was eventually sold. These examples show his commitment to finding solutions and supporting those facing difficult financial circumstances.
Throughout his career, he has worked with skilled attorneys to settle foreclosure cases. One of his legal partners authored the Foreclosure Abuse Prevention Act (FAPA), which was signed into law in December 2022. This law was created to protect homeowners from abusive practices by mortgage lenders or servicers, including attempts to restart foreclosures or reset limitation periods through procedural loopholes. By collaborating with experienced legal professionals, he has successfully achieved fair settlements and protected the interests of clients facing foreclosure.
He is currently focused on developing the land he purchased several years ago in Mastic, New York, an area once known for its high crime rate but now undergoing government-led revitalization. He owns a significant amount of property there and is working to transform it into valuable commercial locations. National restaurant chains, including Taco Bell and Buffalo Wild Wings, are negotiating to open locations on his sites. These talks represent a significant milestone in his real estate career, showcasing his ability to identify opportunities in emerging markets.
Outside of real estate, he has a deep love for music and enjoys attending concerts. He produced an album titled Liquid Jazz at Sonic Studio, which earned him a record contract with Mystic Music in New York. The album was registered in Washington, D.C., and has been played on every jazz college station in the United States. His achievements in music highlight his creativity and dedication to interests beyond his professional work.
As a native New Yorker, he was profoundly affected by the September 11, 2001, attacks on the World Trade Center. Following the tragedy, he volunteered at ground zero to help with recovery efforts. He also supports the Tunnel to Towers Foundation, a respected nonprofit organization that assists 9/11 first responders, veterans, and their families. The foundation provides mortgage-free homes to families of fallen first responders and builds specially adapted smart homes for severely injured veterans. His contributions to this cause reflect a strong commitment to giving back to those who serve their communities and country.
He was born in Brooklyn and grew up on Long Island. During his youth, he served as an altar boy for five years at Saint Rose Lima Church in Massapequa. He is a proud member of the Ancient Order of Hibernians (AOH), an organization for practicing Roman Catholics of Irish birth or descent who are U.S. citizens. Founded in 1836, the AOH is the oldest Irish Catholic fraternal organization in America. He completed the organization’s Major Degree, its highest initiation, which emphasizes the principles of Friendship, Unity, and Christian Charity. By earning this degree, he is recognized as a full Hibernian in good standing, able to participate fully in all divisions and leadership opportunities.
He attended Nassau Community College on Long Island and also studied briefly at New York University (NYU). His educational background and early life experiences helped shape a career built on perseverance, practical skills, and continuous learning.
From starting with only $7,500 to leading a company that generates millions of dollars in revenue, he has built a career based on careful planning, determination, and steady growth. His work in the Hamptons and beyond demonstrates how focus and persistence can create lasting success. Whether developing new properties, guiding clients through foreclosure challenges, or supporting charitable causes, he remains committed to building opportunities and helping others. Michael O’Sullivan of Hampton continues to expand his real estate ventures while balancing his love of music, dedication to service, and the values that guide his personal and professional life.