Tommy Hilfiger and his wife sold their renovated 22-acre estate in Greenwich, Connecticut, for $45 million after purchasing it in 2010 for $31.4 million. Located at the summit of Round Hill with sweeping views, the French Normandy-style property was originally built by architect Greville Rickard and once belonged to financier Joseph Hirshhorn. The Hilfigers spent three years restoring the 13,300-square-foot mansion and updating its features while preserving historical details. This sale is part of their move to Palm Beach, Florida.
Written locally by qwen2.5:14b on 2026-09-18,
using this article's own text rather than the other coverage of the
same event (that is the story summary below).
Story summary
In January 2021, Tommy Hilfiger and his wife, Dee Ocleppo Hilfiger, sold their restored Greenwich, Connecticut estate for $45 million. The couple had bought the property in 2010 for $31.4 million and spent years renovating it. Situated on a 22-acre plot at 30 John St., atop Round Hill (the highest point in Greenwich), the estate offers panoramic views of Long Island Sound and Manhattan's skyline.
Designed by architect Greville Rickard, the French Normandy-style property was originally built for real estate magnate Charles Paterno in 1939. It later belonged to financier Joseph Hirshhorn, who used it as a setting for his art collection and sculpture garden before donating his works to other institutions. The Hilfigers had listed the estate for sale at $47.5 million but eventually sold it for $45 million after extensive renovations.
Written for “Tommy Hilfigers Estate Sale” on 2026-10-04,
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For Tommy Hilfiger, 2021 began with a substantial real estate deal.
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2021 → begin → deal
The fashion designer and his wife, Dee Ocleppo Hilfiger, sold their sprawling Greenwich, Connecticut, estate for $45 million, closing the chapter on a property they had spent years restoring and updating states online report by the Architectural Digest.
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they → sell → Digest
The 22-acre estate, located at 30 John St. atop Round Hill, had been purchased by the couple in 2010 for $31.4 million.
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estate → locate → million
After an extensive renovation, the French Normandy-style property returned to the market with a $47.5 million asking price and ultimately changed hands for $45 million, adds the report.
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report → return → million
According to Greenwich Time report, the estate occupies the summit of Round Hill, the highest point in Greenwich, giving it sweeping views across Long Island Sound and toward the Manhattan skyline.
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The main residence was designed by architect Greville Rickard and completed in 1939 for real estate magnate Charles Paterno.
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residence → design → Paterno
Its history also includes financier and art patron Joseph Hirshhorn, who lived at the property and used its grounds to showcase his art collection and sculpture garden.
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who → include → collection
Hirshhorn later donated his collection to the museum that bears his name in Washington, D.C., adds the report
And by the time the Hilfigers acquired the estate, its architectural pedigree was well established.
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pedigree → donate → estate
Their renovation sought to preserve that character while bringing the house up to modern standards.
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renovation → seek → standards
Three years of restoration
The 13,300-square-foot mansion underwent a sweeping three-year restoration, explains the online report.
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report → undergo → restoration
This included replacing the roof with handmade tiles, updating the home's mechanical systems and restoring original architectural details such as ceilings, moldings and floors.
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The interiors were also reworked with a new chef's kitchen and updated bathrooms.
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interiors → rework → kitchen
Beyond the formal entertaining spaces, the house offers a theater room, family and game room, wine cellar and tasting room.
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house → offer → room
A separate guest house adds another layer of space, with a living room, kitchen, two bedrooms, two bathrooms and a two-car garage.
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house → add → room
The Hilfigers extended the improvements beyond the main residence as well, refurbishing the property's outbuildings, adding a new swimming pool and restoring the tennis court, adds the online report by Greenwich Time.
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Its grounds include a rose garden with a fountain, a boxwood knot garden, a water garden with a fountain and koi pond, and a topiary garden.
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grounds → include → fountain
Other structures include a detached four-car garage, a greenhouse and a former tea house that had been converted into a security pavilion.
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that → include → pavilion
The combination of historic architecture, extensive grounds and modern upgrades helped place the property among Greenwich's notable luxury home sales.
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combination → place → sales
A move to Palm Beach
The sale came as the Hilfigers prepared for a long-planned move to Palm Beach, Florida.
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Hilfigers → come → Beach
The relocation had been accelerated by the coronavirus pandemic, which reshaped residential priorities and helped fuel activity in several high-end markets.
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which → accelerate → markets
For the Hilfigers, the transaction marked more than the sale of another luxury home.
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transaction → mark → home
It was the culmination of a three-year restoration that transformed a historic Greenwich estate while retaining the distinctive character that had made the property noteworthy long before the fashion designer arrived.
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designer → transform → character
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