Tommy Hilfiger lists his castle-inspired Connecticut estate for $65.21 million

September 14, 2020
Tommy Hilfiger has listed his European-inspired estate in Greenwich, Connecticut, for $65.21 million. Photo: Sotheby's International Realty

American retail fashion tycoon Tommy Hilfiger has listed his European-inspired fairytale castle estate in Greenwich, Connecticut for a whopping $65.21 million.

Variety reported the iconic designer and his wife, former model-turned-financier Dee Ocleppo, have been on a real estate shedding spree, offloading a number of multimillion-dollar properties from their portfolio – and clocking up some massive sales in the process.

Tommy Hilfiger's estate in Greenwich, Connecticut. Photo: Sotheby's International Realty

The couple reportedly sold Miami Beach’s Raleigh Hotel for $US103 million ($141 million), almost double the $US56.5 million ($78 million) they originally paid.

After years on and off the market, their Manhattan New York Plaza Hotel penthouse sold last year for a reported $US31.25 million ($42.91 million).

Wood features heavily inside. Photo: Sotheby's International Realty

They fetched $US35 million ($48 million) for an 1021-square-metre, Mediterranean-style Palm Beach mansion – $1 million more than they paid for it the year before.

And they stand to make a decent profit on the Greenwich, Connecticut estate – Variety reported they purchased it in 2010 for almost $US31.4 million ($43.12 million).

It has multiple living areas. Photo: Sotheby's International Realty

The property itself is somewhat of a local landmark and sits on the highest piece of land in Greenwich, in an exclusive neighbourhood known as Round Hill.

Looking more like a manor house lifted straight from the English countryside, the house is clad in ivy and cuts a regal picture complete with turrets, steeply pitched rooflines, stone exterior with medieval-looking doors, privet hedges, a fountain and topiary gardens.

Inside there are six bedrooms, seven bathrooms and three powder rooms, with intense interiors that heavily feature wood – from the wainscoting to the wall panelling, the ceilings and mouldings – as well as sumptuous carpets, velvet-padded walls and wallpapered bedrooms.

It couldn't be accused of being minimalist. Photo: Sotheby's International Realty

Amid the perfectly manicured grounds is a bean-shaped pool and a grass tennis court. The estate’s position boasts views that stretch to the Long Island Sound and the Manhattan skyline.

As well as the Greenwich estate, the couple have also recently listed their colourful waterfront trophy home in Miami. It’s asking $US24.5 million ($33.6 million).

One property they have not listed for sale yet is a plush beachfront mansion in the Hamptons, which they acquired in 2007 for $US25.7 million, or $35.2 million.

The tennis court and pool sit amid manicured gardens. Photo: Sotheby's International Realty
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