Mary Chesebro Phipps Of New York And Southampton Dies October 9

icon 1 Photo
Mary Chesebro Phipps

Mary Chesebro Phipps

authorStaff Writer on Nov 5, 2021

Mary Chesebro Phipps of New York and Southampton died peacefully in her sleep on October 9. She was 97.

Phipps was born in San Marcos, Texas, on July 25, 1924. She lost her parents at an early age, and was raised by her aunts in Coral Gables, Florida.

After attending the University of Miami, she moved to New York and began a modeling career under the name Dana Chessman. Chosen to portray the modern Gibson girl in New York’s Golden Jubilee fashion show in1948, her family said, she met and married the love of her life, playwright Thomas W. Phipps, nephew of the original Gibson Girl.

For 54 years they led a glamorous life together, her family said, Mary known for her beauty and elegance and Tommy with his charm and dashing good looks.

In 1978, they moved to Southampton full time. She decided to get her real estate license and worked successfully for many years at the Morley Agency.

She will be missed by those who knew her for her kindness, thoughtfulness, and loyalty to all those she cared about, her wonderful appreciation of the absurd and her penchant for collapsing into hopeless giggles, her family noted.

She was an avid bird watcher, loved her house and her beautiful garden, which she worked in tirelessly creating a magical space year-round.

She is survived by her daughter Sally; her son Lang and his wife Jana; and two grandchildren whom she adored Giovanna and Wilton.

In lieu of flowers, donations may be sent in her name to The South Fork Natural History Museum (SOFO) & Nature Center in Bridgehampton (sofo.org), or the Carter Burden Network, a program for the aging at, 415 East 73rd St., NYC 10021.

You May Also Like:

Protest Over ICE Detentions Continue to Ripple Across South Fork

Protests over the detention of at least a dozen people by federal immigration agents in ... 15 Nov 2025 by Staff Writer

Arrest Made in Amagansett Hit-n-Run That Left Pedestrian Seriously Injured

An Amagansett woman suffered serious injuries after she was struck by a car on Montauk ... by Staff Writer

Brown Budda Opens Cannabis Shop in Southampton, but Town Threatens Court Action

Southampton Town has threatened to take a second cannabis dispensary to court because the business ... 14 Nov 2025 by Michael Wright

Benjamin ‘Shonowe’ Kellis Haile of the Shinnecock Nation Dies November 12

Benjamin “Shonowe” Kellis Haile of the Shinnecock Nation died on November 12 in Southampton. He was 60. A complete obituary will appear in a future edition of The Press. by Staff Writer

Westhampton Beach Fire Department Extinguishes Car Fire

The Westhampton Beach Fire Department was paged out for a car fire just north of ... by Staff Writer

Growing Wellness: New Community Garden at Stony Brook Southampton To Offer 'Produce Prescriptions'

Since its creation, the Food Lab at Stony Brook Southampton has been committed to studying ... by Cailin Riley

In Wake of Immigration Detentions, Advocacy Group Is Left With Many Holes To Plug

While the ICE sweep last week that ensnared a dozen immigrants has sparked outrage and ... 13 Nov 2025 by Michael Wright

Bars Over Southampton Village Hall Windows, Former Jail Cells, Will Be Removed

For some unlucky people, the workplace can feel like a prison. There’s no reason to ... by Cailin Riley

Cleaning Out

There is no setting on binoculars that works in the fog — everything in the distance remains indistinct, and that is fine. Here, the low place, called Sagg Swamp, begins a nearly uninterrupted corridor of unbuilt-upon land: wetlands, ponds and kettleholes; the Long Pond Greenbelt runs for miles to the old harbor. Today, contained, the only fog is there. It rises up from the dark muck to smudge the damp foliage with its dreamy, silver light. So, above, as the crow flies, the air is tinted between gold and pink. Fog is a reoccurring theme, because it reveals a sense ... by Marilee Foster

'Novembrance'

Gaudy October is gone. The November landscape is muted colors, falling leaves and skeletal branches. The month opens with reminders of death. In the Catholic Church, November first is All Saints’ Day. On November 2, All Souls Day is dedicated to praying for the souls of the departed. The Mexican tradition of the Day of the Dead is celebrated on the same days but has a more festive air. It’s also observed across the United States. The All-Souls Procession has been an annual event since 1990 in Tucson, Arizona. San Antonio, Texas, is known for its Muertos Fest and river ... by Denise Gray Meehan