HOUSE SITTING Tommy Hilfiger's 27.9M Connecticut jump-off Having sold his eponymous clothing label for $1.6 billion, Tommy Hilfiger will never need a penny more. Ever. So it must purely be for kicks that he mints money by flipping high-priced houses.
Late in 2007, the khaki king pocketed $26.5 million when he sold a swanky ocean front estate in East Hampton, New York, he'd bought a year earlier for $17 million. This week, the recently engaged fashionisto put Stone Hill, the gated, four-acre Greenwich, Connecticut, estate he purchased in 2005 for $18 million, on the market for $27.9 million.
In addition to the seven bedrooms, nine full and three half-bathrooms, the 20,000-square-foot place has an elevator, eight fireplaces, a formal dining room ensconced in leather, a family room with a massive motorized chandelier made of deer antlers, a suede-lined home theater, and a master bedroom swathed in baby's butt-soft herringbone cashmere.
A 2,000-bottle wine cellar shares the lower floor with a sauna and an indoor basketball half-court, while the outside features the requisite infinity pool, tennis court, and immaculate lawns.
Buyer bonus: Judge Judy Sheindlin is building a big house down the street and if she's in a rare good mood might be convinced to mediate any family squabbles.