Former Investment Banker Relists Seaside Malibu Retreat at New Higher Price

Almost a year after it first hit the market with a $65 million price tag, Jack Ryan’s sprawling oceanfront compound in Malibu’s desirable Encinal Bluffs neighborhood has popped up for sale again, this time with a significantly boosted ask.

The former Goldman Sachs partner, high school teacher, politician and media mogul — probably best known for running against Barack Obama in the 2004 U.S. Senate race in Illinois, before dropping out due to widespread media attention surrounding his divorce from actress Jeri Ryan — is now seeking $72 million for the nearly 3-acre spread.

Not only is that $7 million over the previous listing price, but it’s also $54 million more than the current co-founder and CEO of REX-Real Estate Exchange — a technology-based real estate services company that works outside of the MLS to sell homes — paid for the place almost 16 years ago, back in spring 2007.

It’s not Ryan’s first foray into the pricey Malibu real estate market, though. Some seven years ago, he sold a Paradise Cove mansion to Laurene Powell Jobs, the billionaire philanthropist and widow of Steve Jobs, for $44 million. Prices also have soared in the area as of late, with Cindy Crawford’s former oceanfront estate on the Encinal Bluffs transferring in an off-market deal to Kim Kardashian in September for $70.4 million.

Originally built back in the late 1960s, reportedly for noted Dutch muralist Anthony B. Heinsbergen, the Ryan residence has since been renovated. Lofted high atop a bluff overlooking El Matador State Beach, the property features a Cape Cod-inspired main house with six bedrooms in almost 10,500 square feet, plus a two-bedroom guest cottage — all offering sweeping coastline vistas.

As for the primary residence, the two-story structure is hidden away behind a gated driveway and fronted by a three-car garage. Inside, the foyer flows to a sun-drenched living room sporting a fireplace and bank of French doors opening to an ocean-view terrace. There’s also a formal dining room, family room, and gourmet kitchen equipped with a butcher block-topped eat-in island, high-end stainless appliances, a large pantry and breakfast nook.

A sumptuous master retreat boasts a fireside sitting area and private balcony, as well as dual walk-in closets and baths; and elsewhere is an office space and a wet bar-equipped recreation room bathed in wood paneling. Outdoors, the backyard hosts a pool and spa, along with a winding pathway leading down to the stone-clad guest cottage, a flagstone patio warmed by a fireplace and secluded cove below.

The listing is held by Damon Skelton of Compass and Andrew Meneses of REX.