Tommy Hilfiger’s All-American Connecticut Estate Lists for $6.75 Million

The fashion mogul sold the Greenwich estate in 2006

Spacious white house with large windows, set in a lush green lawn, featuring a backyard pool and surrounded by trees.
Hilfiger’s onetime home is on the market $6.75 million. Photo: Compass

Tommy Hilfiger began his design career at the age of 18, when he reworked jeans and sold them to local stores. The auspicious start ultimately lead to the formation of a global fashion empire, today worth $6.7 billion. Now, Hilfiger’s onetime house in the ritzy Connecticut suburb of Greenwich is up for grabs.

The current owners, who purchased the 9,700-square-foot Colonial-style mansion from Hilfiger in 2006, are listing the dwelling with Compass for $6.75 million. Dubbed Appleyard Estate, the 4.6-acre compound is situated in the town’s picturesque Round Hill Road enclave, just two miles from Westchester County Airport. Reality-television fans might recognize the seven-bedroom home from shows like CBS’s The Cut and MTV’s Rich Girls, the latter of which starred Hilfiger’s daughter Ally.

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Built in 1999, the three-story residence includes stone walls, an in-home cinema, a solarium, a recording studio, as well as a swimming pool and tennis court. The interiors have been staged by Interior Marketing Group’s Cheryl Eise, who has distilled the essence of the All-American Hilfiger brand.

Since his meteoric rise to fame, Hilfiger has become something of a real-estate tycoon, buying and selling multi-million-dollar homes every couple of years. Since 2008, he’s has been trying to unload his Plaza Hotel duplex in New York City, now listed at $50 million.

Luxurious white country house with large pool, spacious patio, and elegant landscaping under a clear blue sky.
The backyard pool area is perfect for letting off some steam. Compass

Aerial view of a large estate with a pool, surrounded by lush greenery and well-manicured lawns.
Aerial view of the 9,700-square-foot residence. Compass

luxurious living room with large windows, stone fireplace, modern furniture, and a grand piano overlooking a scenic lawn
A rock-faced fireplace anchors the family room. Compass

Elegant dining room with large chandelier, wooden table, white chairs, and modern artwork on creme walls with large windows.
The solarium is bathed in neutral tones. Compass

Music studio with red walls, zebra-print carpet, guitars on display, black chairs, and recording equipment.
The recording studio packs a punch. Compass

Luxury home theater with multiple rows of plush seating, large screen, and framed art on sloped gray walls.
Silver dominates in the cinema room. Compass

Spacious bedroom with beige sofa, modern chandelier, and large windows with natural light streaming in.
The master bedroom. Compass

Backyard view with a swimming pool in the foreground, green lawn, lush trees, and clear blue sky in the background.
The pool and grounds. Compass