Diane Sawyer Lists Sprawling Martha’s Vineyard Estate for $24 Million

The 20-acre waterfront home is among the most famous on the Massachusetts summer haven

Aerial view of a coastal landscape with sandy beach, lush greenery, and houses by the ocean under a clear blue sky.
Chip Chop, the Martha’s Vineyard estate owned by Diane Sawyer, has listed for $24 million. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty

The illustrious Martha’s Vineyard estate owned by Diane Sawyer has hit the market for $24 million. The veteran TV anchor purchased the 20-acre waterfront property some 30 years ago with husband Mike Nichols, the celebrated film director, who passed away in 2014. It was Nichols, in fact, who first visited the neoclassical home’s prior owner, Broadway actress Katherine Cornell, in the 1960s and immediately fell in love. “He said it was the most beautiful house he’d ever seen and described the lustrous wood of the great room with its huge sliding doors,” recalled Sawyer in a statement. “He remembered the path winding out over the dune to the beach, like an invitation to a perfect day. It always kept its hold on his imagination.”

Among the most well-known homes on the ritzy Massachusetts island, Chip Chop, as the 1937 estate is known, has hosted the likes of Eleanor Roosevelt and Laurence Olivier, as well as large family gatherings hosted by Sawyer and Nichols. During their years as owners, the couple spearheaded numerous updates to the property, even adding two guest houses—called The Shacks—built in 2007. In addition to the expertly preserved three-bedroom main house, there is a two-bedroom caretaker’s cottage as well as a pair of “detached bedroom suites” known as the Pond Pavilion and the Ocean Pavilion, for a total of 10 bedrooms on site.

The extensive list of amenities includes over 2,000 feet of sandy shoreline (both on the Vineyard Sound and Lake Tashmoo), a swimming pool, and tennis court.

The home is listed with Mark Jenkins of Wallace and Co. Sotheby’s International Realty.

Smiling woman with shoulder-length blonde hair, wearing dangling earrings and a blue stone ring, at a news event backdrop.
Diane Sawyer. Photo: Andrew H. Walker/Getty Images for Yahoo News
Spacious rustic living room with vaulted wooden ceiling, large windows, and comfortable seating.
Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Spacious rustic kitchen with wooden cabinetry, hanging pots, island seating, dining table, and large windows.
The historic estate has been expertly maintained. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Charming house with a lush, colorful garden and wooden shingle exterior under a clear blue sky.
The property has lived large in Martha’s Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Rustic outdoor patio with pergola, seating area, and lush greenery under a bright sky near a brick chimney house.
It is among the most historic properties on the prestigious Massachusetts island. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Cozy rustic bedroom with a four-poster bed, wooden beams, white sofa, and open doors leading to a grassy field view.
The interiors feature rustic touches like exposed wooden beams. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Two white brick cottages with lush green grass, trees, and a sunny blue sky in the background.
A mile of private shoreline surrounds the property. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Cozy bedroom with wooden ceiling, fireplace, white bedding, and open door leading to a lush garden view.
There are a total of ten bedrooms on the sprawling retreat. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty
Outdoor patio with wooden pergola and seating beside a turquoise pool, overlooking a scenic landscape and bright blue sky.
The swimming pool overlooking Vineyard Sound. Photo: Bob Gothard/Wallace and Co. Sotheby's International Realty