Inside Harry Connick Jr’s $12.5 million Coastal New England Retreat

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The backyard.

Harry Connick Jr., the renowned singer and actor owns a Cape Cod vacation home. This waterfront property, featuring a music room, is located in Chatham, Massachusetts. Connick and his wife, former model Jill Goodacre Connick, purchased the home for $5.3 million in 2006, according to property records. The couple, who primarily raised their three daughters in Connecticut, cherished their time in Chatham. “Our children could come and go as they pleased,” said Connick, a New Orleans native. “We could walk to town, to the grocery store and pharmacy, to Chatham A’s baseball games and the Fourth of July parade.”

Water views from the balcony.

A fireside living space.

The kitchen.

A dining space.

The family room.

A casual dining area.

The pool area.

A staircase leading down to the boathouse and dock.

Records indicate that the New Orleans-born crooner and his wife, former Victoria’s Secret model Jill Goodacre, purchased the Oyster Pond Lane property for $5.3 million in early 2006. Nestled behind tall hedges and a long tree-lined driveway, the charming wood-shingled structure offers five bedrooms and six bathrooms within over 5,300 square feet of two-level living space, featuring original pine floors, reclaimed wood, and multiple fireplaces.

An aerial look at the property.

Originally built in the 1960s, the blufftop home has been extensively renovated during the couple’s ownership. It overlooks Chatham Village and Oyster Pond, a saltwater basin that connects to Nantucket Sound and the Atlantic Ocean. The property includes a staircase and a raised walkway leading to a boathouse and a private dock, along with an attached two-car garage.

The primary bedroom.

Other highlights include an entrance hallway with a traditional staircase, a cozy family room with built-in bookcases flanking a wood-burning fireplace, and a gourmet kitchen equipped with a built-in buffet, an eat-in island, top-tier stainless appliances, and a dining area with two sets of French doors opening to the backyard. The upstairs primary suite, accessed via a private staircase, features a water-view balcony, a walk-in closet, and a luxurious bathroom with dual vanities, a soaking tub, and a glass-encased shower, plus a study where Connick composed music. The park-like grounds boast manicured gardens, mature trees, a fire pit, and a freeform swimming pool surrounded by a brick terrace.

A private balcony.

The primary bathroom.

Dual vanities in the primary bath.
Harry Connick Jr. and his wife

27 thoughts on “Inside Harry Connick Jr’s $12.5 million Coastal New England Retreat”

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