Three multi-million dollar homes. A new boyfriend with a billion in the bank. And one jaw-dropping outfit after another… Is it any wonder Trump-favourite Sydney Sweeney doesn’t give a hoot about her sneering woke detractors? asks ALISON BOSHOFF

Fifteen years ago, 13-year-old Sydney Sweeney and her family moved to Hollywood to allow her to pursue her dream of becoming an actress. Money was so tight that for eight and a half months he, his younger brother Trent, and their parents Steven and Lisa lived in a single room at a Holiday Inn motel in Burbank, northwest of Los Angeles. They couldn’t afford to rent anywhere else.

He called for bankruptcy, and the breakdown of his parents’ marriage soon followed, partly due to these financial pressures.

That room “felt like my whole life,” she later said of their motel existence. ‘We were sharing a one-bedroom hotel room, no kitchen, no balcony’.

Success came slowly. In 2017, seven years after their move, she won a role in The Handmaid’s Tale. This was followed by her breakout performance in the teen drama Euphoria, which aired two years later.

Then came The White Lotus and the romantic comedy Any But You, which saw her chemistry with co-star Glen Powell become a global topic of discussion. Extraordinarily, he said that even at this point in his career he did not have enough money to support himself.

The now 28-year-old is said to be worth £37.7 million, travels by private jet, has numerous lucrative endorsements and film roles, and is possibly even close to being nominated for an award for her truly powerful performance in boxing drama Christy.

Indeed, she ends the year so wealthy as a young woman that her real estate portfolio includes at least three multi-million dollar homes; This includes the £10 million oceanfront mansion in the Florida Keys where she celebrated Thanksgiving.

He even considers offering himself a fourth.

Sweeney, one of Hollywood’s most desirable women, also hit the romantic jackpot with her new boyfriend, music mogul Scooter Braun, writes Alison Boshoff

Could things get any sweeter for Sweeney, who has turned his life into a remarkable triumph against all odds?

Evidence of this triumph is everywhere in his stately home on glorious Summerland Key.

It has six bedrooms, a huge kitchen with a custom walnut bar, cream marble floors, and a wine room that holds 520 bottles. A decorative touch is a 330-gallon aquarium with a floor area of ​​8,000 square feet.

The outdoor area is also a far cry from the balcony-free charm of the Holiday Inn; There’s a massive two-story meandering pool overlooking the ocean, an outdoor kitchen, a boat ramp, and more.

But his happiness is not limited to his professional life. Sweeney, one of Hollywood’s most desirable women, has also hit the romantic jackpot with her new boyfriend, music mogul Scooter Braun, I’m told.

She’s currently holidaying with him – along with friends and her mother, from whom Sweeney inherited her curvaceous body – and has been photographed frolicking on a jet ski, cuddling in the pool and sunbathing.

Sydney posted a video on Instagram on Thursday of herself waterskiing, showing off enviable confidence and skill.

His home in the Keys was purchased a little over a year ago, and locals are getting used to seeing the actor around.

The Summerland Key stately home features six bedrooms, a kitchen with a custom walnut bar, cream marble floors, and a 520-bottle wine room.

Sydney was spotted jet skiing on a Scooter near her home in Florida this week.

One Summerland Key resident says: ‘He spends a lot of time on Big Pine Key. I know he goes to Winn-Dixie. [supermarket] ‘She was there often to shop.’ The server at the nearby No Name Pub said he might have been in the place too, but there were a lot of famous faces and they liked to give them their privacy.

Privacy is a rare thing in Sweeney’s world; She was photographed everywhere, from leaving the gym to passionately kissing Braun in New York’s Central Park.

Of course, Braun, who manages Ariana Grande and Justin Bieber, can give his girlfriend tips on how to deal with her fame. This professional success is said to have earned him a fortune of around $1 billion.

Braun, now 44, is said to offer professional advice to his girlfriend of five months if she so desires. Indeed, as a seasoned veteran of showbiz, he has done much more than walk through fire.

For example, she and Bieber went their separate ways in 2023 after working as managers and clients for 15 years, and this year the singer reportedly agreed to pay her £24 million for canceled shows and commission.

It also ran into trouble after superstar Taylor Swift also bought the rights to her old songs after buying her former record label for £226 million in 2019.

Swift claimed the situation caught her off guard and accused Braun of ‘constant, manipulative bullying’ and bought her songs back in May this year in a deal worth £271 million.

It’s fair to say he was hated by ‘Swifties’ everywhere.

Sidney faces criticism in Hollywood for being a registered Republican voter

Braun met Sweeney at Jeff Bezos and Lauren Sanchez’s lavish, public Venice wedding in June.

I am told that unlike bachelors such as actor Orlando Bloom and American football player Tom Brady, Braun is not ‘hung on’ by Sweeney.

However, they chatted and exchanged numbers. This was followed by a date where both returned to Los Angeles; this was a “pleasant surprise” for Sweeney.

In early October, sources told me it was a serious romance rather than a temporary fling.

He treats her and his family with the utmost respect, and she finds his kindness and stability attractive. A source said: ‘Sydney’s friends and family are incredibly happy to be with someone stable who treats her with complete respect.

‘With so many users in his life, his close circle felt relieved. Scooter doesn’t need anything from her, nor does he need money or fame, which was a big problem in his previous relationships.

‘They can already see how much you care about him.’

Indeed, he owns a massive £49 million mansion in Brentwood, Los Angeles, and his ex-wife Yael lives in Montecito with their three children.

But perhaps his girlfriend is starting to catch up with him on the property issue.

Her stunning Tudor-style home in Westwood, Los Angeles was her first property purchase of 2021.

This hillside house costs £3.2 million and is reached by a steep staircase or a small funicular railway that leads from the street-level garage.

Two years later, as her fame grew, she bought a £4.6 million house in Bel Air at auction with her then-fiancé, businessman Jonathan Davino. When they broke up this April, they were in the process of gutting and completely redoing, and he didn’t even spend a night there. It is thought that it will be sold after the construction work is completed.

In October, he toured another property in Los Angeles, the ‘magical’ Bel Air property, which is on the market for the first time in 80 years.

The asking price is £11.2 million and gossip has it that he ‘loves’ the house, which was built in 1936.

‘He likes buying and restoring old houses,’ a source said. It’s an expensive hobby.

The nine-bedroom home overlooks the Bel Air Country Club golf course, and over the years, guests have included Joan Collins, Joan Crawford and French singer Edith Piaf, according to the real estate agent. There’s a guest house for staff or security and, of course, a pool, as well as a championship-quality tennis court and a long, private gated driveway.

This could be a forever home, then, for Sweeney, who grew up under normal circumstances in Spokane, Washington State.

She was a sporty girl; In addition to hiking, swimming and golfing, he also enjoyed skiing, dirt bike riding and football. His interests also extended to academics; He was in his high school’s robotics team and math club. Now he thinks he’s trying to compensate for or distract from his extraordinary physique.

‘I had breasts before other girls and that’s why I felt left out,’ she said. ‘I was embarrassed and didn’t want to change in the changing room. I think I wore this weird persona because of my body.

‘So I played every sport, worked hard, and did everything that people wouldn’t think I would do, to show them that my body doesn’t define who I am.’ After catching the acting bug at age 11, he presented his family with a five-year career plan in the form of a spreadsheet outlining how he planned to succeed in Hollywood. They devotedly took him to auditions for years.

When she was 13, they took the chance and moved to Los Angeles so she could handle it, too. Frankly, this was a difficult time for the family, as the motel stay showed.

He recalled: ‘I enjoyed going home and having friends or family members say, ‘When are you going to come home and get a real job?’ I hated when he asked. ‘There were a lot of snide remarks that made me feel disappointed and guilty that my parents had given up so much to allow me to follow my dreams.’

He added: ‘I always thought that by the time I was 18 I would have this much money and buy back my parents’ house and put it all back together. And I could never do that and I never did.’ This was impossible because his parents had separated at that point.

Her mother, a former attorney, moved back to Spokane, and Sweeney said she recently paid off the mortgage on her home, which has been a lakeside property in the family for five generations.

His father, who works in the hotel industry, lives ‘off the grid’ in Mexico.

‘My parents sacrificed so much to support my dream and lost so much in the process. “I felt a responsibility to show them that it was worth it,” he says.

Undoubtedly, her global fame has grown exponentially in 2025, and she ends the year as both sex symbol and talisman in the culture wars.

Even in the Kardashian-nude era, she’s rocked one jaw-dropping look after another; Arguably the most impressive was the silver crystal mesh Christian Cowan dress she wore to the Variety Power of Women event last month.

The steel-boned corset gave her waist a slim look and directed all attention to her large, all-natural breasts. (You can understand why, according to Sweeney, her grandmother responded by shouting “the best t*ts in Hollywood” while watching the love scenes in Euphoria.)

Meanwhile, his ‘great genes’ campaign for American Eagle denim this summer saw him simultaneously vilified by many and praised by none other than Donald Trump.

Actress Aimee Lou Wood and actor Dan Stevens are among those lining up to condemn what they say is the ad’s use of white supremacist language.

Sweeney shrugged, saying he liked wearing jeans and had “nothing” to say about it. ‘You just know who you are,’ he said.

‘And the people who are important to you, your friends and your family, know who I am.’

Another issue on which he remained silent was his status as a registered Republican voter, which makes him an outsider to liberal Hollywood. Apparently that’s why his Euphoria co-star Zendaya shuns him on the set of season three; He claims the Dune star has yet to comment on the matter.

But Sweeney always seemed to have thick skin, especially when he was serving his dream.

As she watches another spectacular sunset over the water from the deck of her mansion with her billionaire boyfriend and loving family, she is forced to consider that her dream has come true in ways even she never dared to imagine.