On Palm Beach's North End, a oceanside house, rear center, at 1214 N. Ocean Blvd. has sold for a recorded $37 million. The estate includes the main house and the vacant lot in the foreground.
John and Diane Sculley have sold, for a recorded $37 million, their oceanside estate of about an acre at 1214 N. Ocean Blvd. on Palm Beach's North End. The estate includes the main house and the vacant lot that stretches immediately behind it.
The estate that just sold at 1214 N. Ocean Blvd. in Palm Beach has a beach parcel with a private cabana.
An aerial rendering shows the compound designed for John and Diane Sculley for their double lot at 1214 N. Ocean Blvd. in Palm Beach. The main house and North Ocean Boulevard are at the upper left, while the separate guesthouse is at the lower right. The separate gallery building fronts the pool.

Former Apple CEO John Sculley and his wife, Diane, have parted with their oceanfront home on the North End of Palm Beach, Florida for $37 million, a steep discount from its $49.5 million asking price.

In 2018, the Sculleys paid $14.925 million for a five-bedroom oceanfront house at 1214 N. Ocean Blvd., which was built in 1951 and is separated from the beach by the coastal road. In 2023, the couple bought another 1950s-era house immediately to the west for a recorded $11.35 million at 110 Mockingbird Trail, which they later razed. That parcel increased the size of their estate to about an acre, property records show.

A Delaware-registered limited liability company named Chestnut Park Holdings LLC is the new owner, according to the deed recorded Sept. 5. That company took out a $25-million, 30-year mortgage on the property with JPMorgan Chase Bank, according to a document recorded the same day as the deed. The document shows Chestnut Park Holdings has a mailing address at 200 West St. in New York City, in the tower that houses the global headquarters of the Goldman Sachs investment banking firm.

Attorney Ilsye Dogenas, who is also known as Ilyse McKeon, signed the mortgage document on behalf of Chestnut Park Holdings. She is a partner in the real estate team at the New York office of the law firm Withers, where she “assists the firm’s clients with all aspects of luxury residential real estate including purchase and sale, construction, renovation and design.”

Dogenas declined to comment about the transaction. Because of Delaware’s strict corporate privacy laws, no other information about anyone connected to the buying entity was immediately available in public records.

The Palm Beach Daily News, part of the USA TODAY Network, was the first media outlet to report the sale of the Sculleys’ estate after the sales listing was updated in the multiple listing service Sept. 2.

The two-story, Bermuda-style house has 7,906 square feet of living space, inside and out, property records show. It stands about midway between the Palm Beach Country Club and the northern tip of the island. At the corner of Mockingbird Trail, the estate stretches a full block between North Ocean Boulevard and North Ocean Way.

The property includes a private beach cabana on a deeded parcel opposite the house.

The Sculleys sold the estate as co-trustees of the 1214 NOB Revocable Trust, property records show.

In July 2024, the Palm Beach Architectural Commission approved the design for a major renovation-and-addition project at the property. Never built, the project would have added a new garage and guesthouse on the vacant lot. The project also included a separate gallery building that would have been connected to the main house and the garage building by glass-enclosed walkways on either side.

There’s no word if the new owner of the property will carry out the project designed for the Sculleys by Michael Perry, principal of MP Design & Architecture in Palm Beach. Perry had designed previous improvements to the main residence after the Sculleys acquired it.

Christian Angle of Christian Angle Real Estate was the listing broker in the just-closed sale. He had priced the property at $54.9 million when it entered the multiple listing service in January. That price dropped to $49.5 million in March, and the property landed under contract June 20, according to the MLS.

Angle’s sales listing described the home as a “stunning beach house with gorgeous ocean views and rich finishes throughout.”

Broker James Kenny of K2 Realty Inc. NPB negotiated opposite Angle in the sale, the MLS shows.

Kenny could not immediately be reached for comment, and Angle declined to discuss the transaction.

John Sculley headed Apple in 1985 when the company’s late co-founder, Steve Jobs, departed the company after repeated clashes with Sculley and Apple’s board. Jobs returned to head the technology giant in 1997.

Before his tenure at Apple from 1983 to 1993, Sculley served as vice president and president of PepsiCo. He has since been involved in a number of companies, many with a focus on communications, technology and health care.

Diane Sculley, a former construction executive, declined to comment on the sale of the estate on North Ocean Boulevard. She and her husband had the house homesteaded as their primary residence in the latest Palm Beach County tax rolls.

Diane Sculley has owned a condominium in Jupiter in the Captains at Admirals Cove community since 1995, property records show.

With interiors recalling a casual beach cottage, the house the Sculleys just sold has expansive windows that afford views of the sea across North Ocean Boulevard. In addition to the property’s beach cabana, the owners also have access to the neighborhood association’s larger beach cabana.

The house appears to be a one-story structure when viewed from the east. But because the property slopes down from east to west, a view of the rear of the house reveals it has two levels.

Crowned by a pitched beamed ceiling, the expansive second-floor family room has a wall of glass doors that open to a wide balcony overlooking the pool and pool cabana.

When the Sculleys bought their main residence in 2018, they were represented by agent Paula Wittmann, who at the time was affiliated with the old Fite Group, which is today William Raveis South Florida. Wittmann negotiated opposite agent Payton Smith of Douglas Elliman Real Estate and Richard Steinberg, who has since moved from Elliman to Compass Florida. The sellers in 2018 were David and Sarah Fiszel.

In the Sculley’s purchase of the property in May 2023 of 110 Mockingbird Trail, Corcoran Group agents Dana Koch and Paulette Koch acted on the couple’s behalf. The seller was Nancy M. Farris, who was represented by one of her daughters, Brown Harris Stevens agent Aubrey Khoury.

Darrell Hofheinz is a USA TODAY Network of Florida journalist who writes about Palm Beach real estate in his weekly “Beyond the Hedges” column. He welcomes tips about real estate news on the island. Email dhofheinz@pbdailynews.com, call 561-820-3831 or tweet @PBDN_Hofheinz. Subscribe today to support our journalism.

This article originally appeared on Palm Beach Daily News: Ex-Apple CEO John Sculley sells Palm Beach mansion for $37 million

Reporting by Darrell Hofheinz, Palm Beach Daily News / Palm Beach Daily News

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