Top 10 Times Squatters Enjoyed the Lavish High Life

by Johan Tobias

When we think of squatters, we usually picture them in abandoned sheds or crumbling ruins, but the top 10 times they’ve managed to snag a taste of the high‑end lifestyle will blow your mind.

top 10 times: The High Life of Squatters

10 Boca Raton Mansion Takeover

Andre 'Loki Boy' Barbosa squatting in a $2.5 million Boca Raton mansion – top 10 times high‑life

In the chilly December of 2013, a bold character named Andre “Loki Boy” Barbosa slipped into a $2.5 million Boca Raton mansion that had just been foreclosed. While most would simply marvel at the sheer audacity of living in such a swanky property, Barbosa wasn’t just looking for a free stay; he was testing Florida’s adverse‑possession law, hoping to claim the estate as his own.

Barbosa’s two‑month occupation turned heads, sparking a tiny movement aimed at reclaiming vacant luxury homes. Though he was eventually evicted in February 2014 and never secured legal ownership, his stunt pumped the “squatters’ rights” conversation, prompting a wave of similar claims across the Sunshine State.

9 Piccadilly Mansion Renamed “Hippydilly” After Squatters Move‑In

During the psychedelic height of the late‑1960s, a legion of long‑haired, free‑loving hippies discovered an empty 100‑room mansion on 144 Piccadilly in London. The sprawling property, ripe for a communal experiment, became the perfect canvas for a counter‑culture commune.

Organized under the banner of the “London Street Commune,” the group barricaded a ground‑floor window with a makeshift drawbridge and settled in for a three‑week stay in September 1969. Their presence, a blend of street folk and bohemian revelers, earned the mansion the affectionate nickname “Hippydilly,” a nod to its new, flower‑power occupants.

8 How One Australian Became a Landlord Squatter

Australian developer Bill Gertos turning a vacant house into a rental empire – top 10 times

Bill Gertos, a property developer strolling through Sydney, stumbled upon a vacant house that seemed ripe for a quick fix. Rather than leave it derelict, he changed the locks, poured $150,000 into renovations, and began renting it out, essentially turning himself into a landlord without a deed.

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When the rightful owners—who had inherited the property through a distant relative—finally resurfaced, Gertos had already established a solid rental history spanning two decades. Leveraging Australia’s Real Property Act and squatters’ rights, he successfully secured legal ownership of a home now valued at $1.6 million.

7 Determined Squatters Hop from One London Mansion to Another

London squatters hopping between Belgravia and Grosvenor Gardens mansions – top 10 times

Imagine taking a week‑long vacation from one millionaire’s palace to the next. That’s exactly what a daring crew of London squatters did after storming a £15 million Belgravia mansion owned by a Russian oligarch. Their stay lasted only seven days, but it set the tone for an even bolder pursuit.

Within hours of being evicted from the Eaton Square estate, the same group slipped into a sprawling seven‑storey property on Grosvenor Gardens, merely minutes away. When reporters asked about their next move, the squatters replied, “If we’re kicked out, we’ll just find another place.” Talk about relentless ambition!

6 A Squatter Wins a Free Victorian Flat in London but Can’t Use the Stairs

Jack Blackburn’s victorious but stair‑blocked Victorian flat – top 10 times

Back in 2001, Jack Blackburn moved into a crumbling Victorian flat in Lambeth that technically belonged to the council. Over thirteen years, he patched up the place, fought a drawn‑out court battle, and eventually secured legal ownership of the property, valued at roughly £175,000 ($225,000).

However, British law threw a curveball his way: despite owning the flat, Blackburn was barred from accessing it via the staircase for eight long years. The bizarre restriction turned his triumph into a bittersweet saga, highlighting the quirky twists that can accompany squatters’ rights.

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5 Squatters Target Pubs in Chelsea

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Squatters infiltrating the Black Bull pub in Chelsea – top 10 times

In 2012, a band of squatters slipped into the Black Bull, a members‑only club in Chelsea that had shut its doors three months earlier. Their entry method? Crawling through a women’s bathroom window—certainly not the most conventional way to crash a party.

The Black Bull wasn’t their first haunt; they’d previously occupied the Charlie Butler and even targeted the Cross Keys pub. Thanks to a legal loophole that still permits squatting in commercial spaces, these squatters rewired electricity, pilfered bar stock, and turned the venue into a makeshift hangout—much to the chagrin of the leaseholder who called in police.

4 A Squatter Called “Jesus” Moved into Borris Becker’s Mansion

A German man who goes by the moniker “Jesus” (real name Georg Berres) slipped into the opulent mansion of former tennis star Borris Becker in May 2018. Unaware of the owner’s identity until German media showed up for an interview, Berres announced his takeover with a bold Facebook post reading, “The new time begins now,” and proceeded to give virtual tours and grant multiple press interviews.

According to the Express, Berres had a history of hopping between various properties in the area, but this particular squat gained notoriety because of the high‑profile owner and his unabashed self‑promotion.

3 One of the Most Famous Squats in the World

C‑Squat New York building transformed by squatters into a punk venue – top 10 times

Known worldwide as C‑Squat, this rundown tenement on New York’s Lower East Side became a legendary haven for squatters in 1989. The building, lacking proper stairs, forced residents to navigate a series of ladders between apartments. The squatters rallied, repairing the structure, and even created an underground punk venue after a ceiling collapse above the basement.

By 2002, the community began formalizing ownership, and in 2015 C‑Squat officially transformed into a legal co‑op. This milestone marked a major victory for the global squatting movement, proving that even the most dilapidated spaces can evolve into thriving, legitimate homes.

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2 A Squatter Took Over a San Francisco Mansion Because He Was Obsessed with Taylor Swift

Jeremiah Kaylor’s Taylor Swift‑obsessed squat in San Francisco mansion – top 10 times

Jeremiah Kaylor, a self‑confessed Taylor Swift super‑fan, decided to occupy the historic Presidio Heights mansion—valued at a staggering $22 million—in 2015. He claimed the house as his own, even attempting to sell off the priceless paintings inside for quick cash.

The real motive, however, was an obsession with the pop star herself; rumors swirled that Swift might purchase the property, prompting Kaylor’s daring move. He was eventually arrested for trespassing and burglary, never achieving his dream of becoming president of the “Taylor Swift Fan Club.”

1 Squatters Turn Mansion into Party House While Millionaire‑Owner Is Out of Town

Sydney mansion turned into a wild party house by five squatters – top 10 times

In May 2024, five audacious squatters seized a $6 million Sydney mansion while its owner was off on business in Hong Kong. The house quickly turned into a raucous party zone, complete with booze, drug paraphernalia, and a lone bong perched in one of the rooms.

The trio‑day “wild ride” ended when two plumbers arrived for routine maintenance, only to discover the illegal occupants. After a brief standoff, the squatters fled, leaving behind a trail of chaos. One of the men was apprehended and charged with trespassing, but the rest vanished—perhaps still throwing impromptu parties elsewhere.

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