The former Connecticut mansion once owned by Donald Trump and his first wife, Ivana Trump, recently sold for a record-breaking $31.5 million. This historic estate, built in 1939, is one of Greenwich’s most significant waterfront properties, boasting 5.8 acres of land and over 750 feet of shoreline along the Long Island Sound. Nestled in the prestigious Indian Harbor Association, the mansion offers a unique combination of luxury, privacy, and proximity to downtown Greenwich, making it one of the most exclusive properties in the area.

Nestled on a picturesque peninsula jutting out into Long Island Sound, the elegant Georgian Revival mansion, which now boasts a total of 11 bedrooms and 15 bathrooms.

A Mansion with Rich History: Trump’s Life with Ivana

Donald and Ivana Trump purchased this grand estate in the early 1980s, marking the start of their family life together. The mansion became the couple’s primary residence as they expanded their family with three children—Donald Jr., Ivanka, and Eric. During this period, Trump’s real estate empire continued to grow, with iconic developments like Trump Tower taking center stage. This home became a haven for the family and was a reflection of the Trumps’ growing social stature, regularly hosting high-profile events and gatherings.

Donald Trump and his first wife, Ivana Trump at their Greenwich, Connecticut mansion in 1987.

With its 19,786 square feet of living space, the home features 11 bedrooms, 15 bathrooms, and a plethora of opulent amenities. The grand foyer welcomes guests with soaring ceilings, leading to lavishly designed formal spaces, including a stately dining room and multiple entertaining areas. Each room in the house offers sweeping views of the water, making it a perfect blend of elegance and coastal charm.

This mansion is one of the most significant waterfront estates in Greenwich history.

Significant Milestones During Trump’s Time Here It was at this estate where Donald Trump and Ivana nurtured their growing empire. During the 1980s, Trump’s public profile surged due to his increasingly high-profile business deals and his frequent appearances in the media. This mansion stood as a testament to his success and became synonymous with his brand of luxury and real estate prowess. The Greenwich estate was also the location for many significant family moments before the couple’s highly publicized split in 1992.

Donald Trump and his first wife, Ivana Trump at their Greenwich, Connecticut mansion in 1987.

Ivana Trump’s Ownership and Sale

Following their divorce, Ivana Trump was awarded the property as part of the settlement. She continued living in the mansion for several years before deciding to sell it in 1998. At that time, she listed the property for approximately $15 million, but the final sale price was not immediately disclosed. Ivana’s decision to part ways with the property marked the end of an era for the Trump family in Greenwich.

The estate’s sale signified Ivana moving on from her role as Trump’s business partner and former spouse. The buyer who eventually acquired the mansion from Ivana was captivated by the property’s rich history and undeniable grandeur. This transaction also contributed to the mansion’s evolving legacy, as it underwent a series of transformations under new ownership.

Renovations and Record-Breaking Sale

In 2000, the new owners embarked on substantial renovations that modernized the estate while preserving its historic charm. Among the updates was the addition of an indoor lap pool, a great room with soaring 20-foot ceilings, and private guest accommodations, making the mansion a multi-generational estate capable of hosting large gatherings. The renovations further cemented the estate’s reputation as one of Greenwich’s most sought-after properties.

750+ ft of shoreline frontage with breathtaking water views from sunrise to sunset.
The recently refreshed grandiose formal areas and family spaces to the bedrooms with views of water and sky.
A substantial addition built in 2000 features a decadent indoor lap pool, a great room with beamed ceiling in excess of 20ft, and comfortable guest areas with private entries. 
Spectacular curb appeal with stunning mature landscaping, flat expansive front and rear yards, tennis court, deep water dock, and a magnificently sited pool provide endless enjoyment and entertaining possibilities.

The estate’s recent sale for $31.5 million sets a new record in the Connecticut real estate market, making it one of the most expensive homes ever sold in the state. The combination of its historical significance, waterfront location, and luxurious amenities contributed to its high value. The sale underscores the enduring appeal of properties connected to high-profile figures like Donald Trump, whose association with the mansion adds a layer of prestige.

Located in the exclusive Indian Harbor Association where a guarded gate house allows heightened privacy and security, yet the convenience of downtown Greenwich is just moments away.

A Legacy of Luxury

Donald Trump’s former mansion represents more than just a luxurious home; it embodies a period of his life marked by personal and professional growth. The mansion’s opulent design and expansive grounds mirror the image Trump cultivated during the 1980s—an era defined by ambition, success, and the pursuit of grandeur. Today, the estate continues to capture the imagination of buyers and admirers alike, standing as a testament to a bygone era of luxury and significance.

The mansion’s sale in 2024 brings its storied history full circle, from being the residence of one of the most recognizable businessmen in the world to becoming a record-breaking piece of real estate in Greenwich. Its significance in Trump’s legacy and Ivana’s eventual ownership adds layers of intrigue to the property’s narrative, making it one of the most fascinating estates to change hands in recent years.