The Kennedy family's massive Hyannis Port estate then and now — 100 years in photos


The famed six-acre compound has been central to the political dynasty's lore, and American history, for the last one hundred years


Split image of John F. Kennedy and Jackie Kennedy and their family home at Hyannis Port in Cape Cod, Massachusetts© Getty Images
Beatriz Colon
Beatriz ColonNew York WriterNew York
1 hour ago

The Kennedys have been omnipresent in American politics and history as a whole for at least one hundred years, captivating America with their triumphs and tragedies alike. And in that century, the state of Massachusetts has been central to their lore, President John F. Kennedy having been born just outside of central Boston, the birth city of father Joseph P. Kennedy Sr.

More specifically, the famed Kennedy family compound in Hyannis Port, on the southern coast of Cape Cod, has been inextricably tied to the political dynasty's history. It has served as a backdrop for some of the most pivotal moments in their family — and the history of the United States — a place where the family has come to celebrate, to grieve, and sow the seeds of change and progress in American politics.

The Kennedys' roots in Hyannis Port trace back to exactly 100 years ago, 1926, when the Kennedy family patriarch Joseph — who at 38 was already a millionaire with ventures including banking, stock trading, producing movies, and selling liquor — was renting a summer home with his wife Rose Fitzgerald on the south shore in Cohasset. 

Senator John F. Kennedy and Miss Jacqueline Bouvier stroll across the lawn of his family's home after announcing their engagement, 1953© Getty Images
JFK, pictured above in 1953, began visiting Hyannis Port when he was nine years old

His application to the exclusive Cohasset Country Club was rejected, allegedly because of the club's anti-Irish Catholic sentiment, according to the John F. Kennedy Hyannis Museum. Instead he discovered the Hyannisport Club, whose Irish Catholic manager welcomed him with open arms.

He began renting Malcolm Cottage, a large home at the end of Marchant Avenue built in 1904 by local Cape Cod resident Frank Payne, which he then purchased two years later for $25,000 (around $488,000 today). The home, which Joseph then extensively renovated, became the cornerstone of the Kennedy Compound, and of the famed family's legacy in Hyannis Port.

Keep scrolling for photos and details of the famed compound.

1920s: The Kennedy family buys and expands their Hyannis Port compound

Ca. 1948 - Three of the Kennedy brothers, John, Robert and Ted in their teens, stand together at their family compound in Hyannisport© Getty Images
Three of the Kennedy brothers, John, Robert and Ted in their teens, 1948
President Kennedy used the home of his father at Hyannis Port for a meeting with Canadian Prime Minister Lester B. Pearson. Shown is the home of Joseph Patrick Kennedy, former Ambassador© Getty Images
"The Big House," as the first of the Kennedys' homes in Hyannis Port was referred to

The home Joseph purchased in 1928 is the centerpiece of what would become a six-acre waterfront compound. The former British Ambassador expanded the cottage, known as the "Big House," into a 21-room mansion, featuring 12 bedrooms, a steam room, and a 50-person theater in the basement.

Three homes comprise the compound; in 1956, JFK, then a U.S. senator and rising political star, purchased a smaller home at 111 Irving Avenue for $45,948, and in 1959, his brother Robert F. Kennedy, who served as his attorney general during his presidency, purchased an adjacent property, on 28 Marchant Avenue. 

The Kennedy Compound today is still just those three homes on six acres, which are used to this day by the famed clan. However, other members of the Kennedy family — today a vast web of grandchildren, cousins and in-laws — have been known to own other properties in the area.

1930s: The nine Kennedy siblings at Hyannis Port

A portrait of the Kennedy family as they sit in the shade of some trees, Hyannis, Massachussetts, 1930s. Seated from left, Robert Kennedy (1925 - 1968), Edward Kennedy, Joseph P Kennedy Sr (1888 - 1969), Eunice Kennedy, Rosemary Kennedy (1918 - 2005), and Kathleen Kennedy (1920 - 1948); standing from left, Joseph P Kennedy Jr (1915 - 1944), John F Kennedy (1917 - 1963), Rose Kennedy (1890 - 1995), Jean Kennedy, and Patricia Kennedy (1926 - 2006)© Getty Images
The Kennedy clan, including parents Joseph and Rose, in Hyannis Port ca. 1930s

Pictured above are Joseph and Rose in the 1930s with their nine children, Robert Kennedy (1925-1968), Edward Kennedy (1932-2009), Eunice Kennedy (1921-2009), Rosemary Kennedy (1918-2005), Kathleen Kennedy (1920-1948), Joseph P. Kennedy Jr. (1915-1944), John F. Kennedy (1917-1963), Rose Kennedy (1890-1995), Jean Kennedy (1928-2020), and Patricia Kennedy (1924-2006).

1950s: Jackie Kennedy and JFK celebrated their engagement in Hyannis Port

Senator John F. Kennedy (D-MA) and Miss Jaqueline Bouvier of Newport, RI, will be married September 12 at Newport, in one of the most elaborate weddings of the current season. The couple are shown above at the Kennedy's Hyannisport, MA home shortly after their engagement was annouced. The stylish coupld is shown sitting together on the lawn of the estate.9/10/1953© Getty Images
Jackie and Jack got engaged and married in 1953; they first met at a dinner party in Georgetown in 1951
 Senator John F. Kennedy and fiance Jacqueline Bouvier on vacation at the Kennedy compound in June 1953 in Hyannis Port, Massachusetts© Getty Images
The couple after their engagement in June, three months before their nuptials

JFK proposed to Jackie on June 24, 1953, reportedly at a booth at Martin's Tavern in Washington D.C., now famously dubbed "The Proposal Booth" and identified with a plaque. Afterwards, the couple took engagement photos at the compound to announce their forthcoming wedding, which took place in nearby Newport, Rhode Island, on September 12, 1953.

1960s: The compound served as a campaign base for JFK

7/14/1960-Hyannis Port, MA- Mrs. John F. Kennedy beams as she reads the paper telling of her husband, Senator John F. Kennedy's first ballot victory for the presidential nomination of the Democratic party. She is shown here meeting the press.© Getty Images
Jackie in July 1960, beaming over her then-senator husband's first ballot victory for the presidential nomination of the Democratic party

The Kennedy Compound was both a personal retreat for JFK, and later a presidential campaign base and eventually the Summer White House. There, he was known to host journalists like Barbara Walters and Walter Cronkite, and hold press conferences, meetings, and interviews that furthered Hyannis Port as part of the Kennedys' national image.

"I always go to Hyannisport to be revived, to know again the power of the sea and the master who rules over it and all of us," JFK once said, according to the Cape Cod Times

1960s: Jackie and JFK's fourth child was born in Cape Cod

View of John F Kennedy and Jacqueline Kennedy, with their daughter Caroline, on election day, Hyannis Port, Massachusetts, November 8, 1960. On the afternoon of the following day, Kennedy declared the winner and named US President-Elect© Getty Images
Jackie and Jack with their daughter Caroline in Hyannis Port on election day in November 1960

Jackie was staying at a rented home on Halls Island near the compound in August 1963, when she went into premature labor while pregnant with her fourth child, Patrick. The baby boy was born at Otis Air Force Base Hospital in Cape Cod, and transferred to Boston Children's Hospital, before his death at just 39 hours old, from complications of hyaline membrane disease, now known as respiratory distress syndrome (RDS).

1980s: Multiple Kennedy weddings were held in Hyannis Port

Maria Shriver and Arnold Schwarzenegger at the Shriver home in Hyannisport. The bridesmaids from the left are: Renee Schink, Charlotte Hambro, Sydney Lawford McElvey, Counrtney Kennedy, Alexa Halaby, and Caroline Kennedy. The ushers are Timothy Shriver, Robert Shriver, Anthony Shriver, Sven-Ole Thorsen, Patrick Knapp, Albert Busek, and Karl Schwarzenegger. The front row consists of Mitsuo Kawashima, Neal Nordlinger, Mark Shriver, James Lorimer, Franco Columbu,(best man) Bill Drake, John Ruddy, ringbearer, and Al Ruddy, crossbearer. April 26, 1986.© Getty Images
Maria Shriver and Arnold Schwarzenegger on their wedding day in Hyannis Port, April 1986

Jackie and JFK may not have gotten married at Hyannis Port themselves, but many Kennedy family weddings were held at the compound, sometimes with star-studded guest lists. 

Among them were the wedding of Eunice's daughter Maria Shriver to Arnold Schwarzenegger in 1986; they tied the knot at the family's church, St. Francis Xavier, and later celebrated at the compound, with guests such as Barbara Walters, Oprah Winfrey, Walter Cronkite, Andy Warhol, Grace Jones, and Lyndon B. Johnson's widow Lady Bird Johnson in attendance. That same year, Jackie and JFK's only daughter, Caroline Kennedy, had her wedding reception at the compound.

More recently, RFK and Ethel Kennedy's granddaughter Sarah Kennedy married Jam Sulahry at the compound, in August 2023, as did Kerry Kennedy and ex-husband Andrew Cuomo's daughter Mariah Kennedy Cuomo, who married Tellef Lundevall in July 2024.

1990s: A place to mourn

A sail boat belonging to the Kennedy family sails past the US flag flying at half-mast in the front yard of the Kennedy compound 20 July 1999, at Hyannis Port, Massachusetts. Officals continued to search the waters southwest of Martha's Vineyard for the plane flown by John F. Kennedy Jr.© Getty Images
A sail boat belonging to the Kennedy family sailing in Hyannis Port past the US flag, flying at half-mast, amid the search for John F. Kennedy Jr.'s plane
A partial view of the Kennedy compound in Hyannisport, MA where a large tent stands intended for Rory Kennedy's wedding reception and now where family members wait to hear word of the missing John F. Kennedy Jr. 18 July 1999. The plane that Kennedy was piloting went missing 17 July 1999 on its way to Martha's Vineyard, MA© Getty Images
A large tent intended for Rory Kennedy's wedding became a place where family members waited to hear news of John Jr.'s missing plane

The compound has been the site where the Kennedys have come to mourn many of the tragedies that have plagued them, including the assassination of JFK, after which Jackie retreated to Hyannis Port to grieve.

It was also where the Kennedys, initially gathered for Rory Kennedy's wedding in July 1999, instead waited there together with bated breath after they were alerted that the plane piloted by John F. Kennedy Jr. and carrying his wife Carolyn Bessette Kennedy and her sister Lauren Bessette had gone missing on its way to Martha's Vineyard.

In 2009, JFK's sister, Eunice, was laid to rest in Hyannis Port after her death, and Ted Kennedy died in his Hyannis Port home shortly after. He is interred at Arlington National Cemetery, where his brothers JFK and RFK were also buried. Ethel, the Kennedy family matriarch after Jackie's 1994 death and the last living member of Camelot until her death in 2024, was celebrated with a funeral mass nearby at Our Lady of Victory Parish in Centerville.

1990s: The third Kennedy generation at Hyannis Port

John F. Kennedy Jr. (1960 - 1999) and his cousin Robert F. Kennedy, Jr. prepare to go kayaking at the compound in Hyannis, Port Sunday 8/24/97.© Getty Images
John F. Kennedy Jr. with his cousin Robert F. Kennedy Jr. in Hyannis Port, August 1997

The Hyannis Port compound, or rather a version of it, featured prominently in Ryan Murphy's Love Story: John F. Kennedy Jr. & Carolyn Bessette. And though some Kennedy family members, most notably Caroline's son Jack Schlossberg, disputed the series as a farce, one scene that Kennedy experts claim to be at least partly true is Carolyn's first interaction with Kennedy matriarch Ethel in September 1994, at the compound. 

Ethel, as depicted in the series, had a penchant for quizzing family members and guests about current events over dinner. According to J. Randy Taraborrelli's book The Kennedy Heirs, Ethel asked Carolyn her opinion on the federal assault weapons ban — which President Bill Clinton signed into law that very September 1994 — and after Carolyn said she was unsure, Ethel responded: "You may want to read up on it."

1926-present: The Kennedys' community at Hyannis Port

U.S. President John F. Kennedy and U.S. First Lady Jacqueline Kennedy with their children, Caroline Kennedy and John F. Kennedy, Jr., on porch, Hyannis Port, Massachusetts, USA, Cecil Stoughton, White House Photographs, August 4, 1962© Getty Images
The Kennedys with Caroline and John Jr. at the beloved compound in 1962

In the last 100 years, the Kennedys have become part of the local fabric of Cape Cod and Hyannis Port. Among the local businesses they have been reported to frequent in the last several decades has been Cape Cod institution the Four Seas, an ice cream shop where a personal check from Jackie was long displayed on the wall, as well as Baxter's Wharf. 

According to Kate Storey's White House by the Sea: A Century of the Kennedys at Hyannis Port, John Jr. spent the summer after his college graduation living in a home near the compound working on a salvage diving ship, and he would frequent The Beachcomber in Wellfleet, and Joe's Twin Villa in Osterville.

2026-onwards: Millennial Camelot and the Kennedy Compound today

The Kennedy compound is seen, July 15, 2000, in Hyannisport MA. It was normal activity on the eve of the death of John F. Kennedy Jr. who died one year ago July 16, 1999 in a plane crash© Getty Images
The Kennedy compound in 2000
Photo shared by Kerry Kennedy July 2026 of the annual Kennedy family reunion at Hyannis Port, in Cape Cod Massachusetts © Instagram
Photo shared by Kerry Kennedy of the family on their 2026 annual Fourth of July family reunion

Today, hundreds of Kennedys still get together at the compound, most notably for their annual Fourth of July celebration and family reunion. 

The Big House served as Ted's principal residence from 1982 until his death in 2009, and in the years after his death, his widow Vicki Kennedy donated it to the Edward M. Kennedy Institute for the United States Senate. It is now used for special meetings and educational programs rather than as a private residence.

RFK's home was occupied by his wife Ethel until her passing in 2024, and Jackie and JFK's adjoining home on Irving Street is owned by Ted's son, Edward M. Kennedy Jr., a lawyer and former senator, according to the JFK Hyannis Museum.

More US
See more
Conversation

For more information on our conversation section, please read our Community Guidelines. Comments featured and views shared are not endorsed by HELLO!.