Jordon Hudson, former cheerleader and girlfriend of NFL legend Bill Belichick, has been quietly building a successful career in real estate over the past 18 months—accumulating an impressive $8 million property portfolio as she establishes herself as a mogul in the industry.
Hudson, 24, began acquiring multiple multi-family homes in the greater Boston area in December 2023, according to property records—just months after she was first seen with Belichick, 73, though reports indicate they met around 18 months earlier.
Mortgage documents reviewed by Realtor.com® show that Hudson purchased three multi-family properties at the end of 2023, each through separate LLCs, with her name listed as the borrower for all transactions.
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According to DailyMail.com, Hudson secured a $1.2 million mortgage for one of the properties—a $2.2 million Dorchester townhouse converted into three separate apartments—on Dec. 1, 2023. A Realtor.com listing indicates that one of the units is currently available to rent for $5,000 per month.
The listing suggests that Hudson has made significant improvements to the property since acquiring it, highlighting the “beautiful” renovations made to the four-bedroom unit.
The unit also includes a private backyard, while the other two apartments in the building feature balconies overlooking the outdoor space at the rear.
On the same day she finalized the mortgage for the first apartment building, Hudson also secured a $1.2 million mortgage for another nearby townhouse conversion, which was purchased for $2.3 million.
Records show that the property was actually purchased a few months earlier, in June 2023, just over a month after it was listed.
Similar to her first townhouse, the second property has been converted into three apartments, each featuring four bedrooms and two bathrooms. According to the original listing, the building had undergone a full renovation down to the studs before hitting the market.
Situated in Dorchester’s lively Polish Triangle neighborhood, the apartments include private outdoor space, high ceilings, and abundant natural light, as described online.
Hudson’s third acquisition is located in Boston’s Roxbury Crossing neighborhood, further expanding her growing real estate portfolio. She purchased the multi-family dwelling for $3 million on December 15, 2023, just two weeks after acquiring the properties in Dorchester.
The listing describes a high-end kitchen featuring white shaker cabinets, white quartz countertops, stainless steel appliances, and a spacious island with seating, which seamlessly connects to the living room with hardwood flooring throughout—except for the fully tiled bathrooms, which boast glass shower doors.
In its listing, the property was described as a “one-of-a-kind three-family home” that features a total of 15 bedrooms and 8.5 bathrooms spread across three separate units.
When it was listed, the description noted that all three of the units were leased until August 2024, “generating a rental income of $17,675 a month.”
On all of the mortgage documents for those properties, Hudson listed a fourth dwelling—this time a single-family home—as her residence, a quaint two-bedroom cottage in Harwich, MA, which she purchased for $610,000 in October 2023.
Located on the side of a pond, the property features two bathrooms and a “small but workable” kitchen, per the listing.
Realtor.com has contacted a spokesperson for Hudson and Belichick for comment.
At the time of all four property purchases, Belichick was still working in his role as head coach of the New England Patriots, a position that he left in January 2024.
He then made a return to college football in December of that same year, taking up the head coaching job for the North Carolina Tar Heels, a job for which he is reportedly earning $10 million a year.
However, it has been Belichick’s relationship with Hudson and not his sporting achievements that have garnered a great deal of public attention in recent months—most recently when his girlfriend interrupted the football expert’s interview with “CBS Mornings” to insist that he would not answer any questions about where and when the two of them met.
Multiple reports have claimed that the duo’s first meeting happened on an airplane in February 2021, when they were traveling from Boston to Miami.
Still, it appears to be something of a sore subject for Hudson, who quickly shut down CBS host Tony Dokoupil when he asked Belichick about their first encounter during an interview about the coach’s new book, “The Art of Winning: Lessons from My Life in Football.”
Hudson, who was sitting behind a screen off camera during the taping, quickly interjected to tell Dokoupil: “We’re not talking about this,” leaving the TV host looking somewhat confused.
The moment prompted many a concerned comment from spectators, including TV host Piers Morgan, who said of the interview: “It was utterly excruciating. Mr Belichick needs a family or friend intervention ASAP.”
Meanwhile, Barstool Sports founder Dave Portnoy said of the sit-down: “My Sunday morning routine is always coffee and ‘CBS Sunday Morning.’ It’s a feel good show. The opposite of controversial. So [imagine] my surprise this morning when they had the most awkward Bill Belichick interview I have ever seen. Like, I was squirming in my seat.”
Belichick addressed the controversy in a statement issued on April 30, a few days after the interview aired, defending his girlfriend and slamming CBS for creating a “false narrative,” per the New York Post.
“Unfortunately, the expectation was not honored during the interview,” he said. “I was surprised when unrelated topics were introduced and I repeatedly expressed to the reporter, Tony Dokoupil, and the producers that I preferred to keep the conversation centered on the book.
“After the occurred several times, Jordon, with whom I share both a personal and professional relationship, stepped in to reiterate that point to help refocus the discussion. She was not deflecting any specific question or topic but simply doing her job to ensure the interview stayed on track. Some of the clips make it appear as though were were avoiding the question of how we met, but we have been open about the fact that Jordon and I met on a flight to Palm Beach in 2021.
“The final eight-minute segment does not reflect the productive 35-minute conversation we had, which covered a wide range of topics related to my career. Instead, it presents edited clips and stills from just a few minutes of the interview to suggest a false narrative—that Jordon was attempting to control the conversation—which is simply not true.”
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Shocking items found in Diddy’s $48m Miami mansion have been revealed
Yes, prosecutors have presented disturbing photos from the raid on Sean “Diddy” Combs’ Miami mansion, which took place in March 2024—six months before his arrest.
The images reveal various items found inside the property, including weapons, drugs, sex-related paraphernalia, and personal belongings. Homeland Security Special Agent Gerard Gannon testified about the raid, detailing the evidence collected
Sean “Diddy” Combs was arrested in New York City in September 2024 and charged with multiple criminal counts, including racketeering conspiracy, sex trafficking, and transportation to engage in prostitution. Prosecutors allege that Combs used his business empire to facilitate and conceal these crimes, orchestrating coercive sex acts known as “Freak Offs”.
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At his hearing, Combs pleaded not guilty and was denied bail, meaning he remains in custody. Authorities have reportedly gathered extensive evidence, including witness testimonies, electronic devices, and video recordings.
Yes, investigators spent months gathering evidence before raiding Diddy’s Star Island mansion in Miami and his Holmby Hills estate in Los Angeles in March 20242. Federal agents reportedly seized weapons, drugs, electronic devices, and sex-related paraphernalia from both properties.
His Holmby Hills mansion, which he purchased for $39 million in 2014, was listed for sale at $61.5 million just weeks before his arrest in September 20245. However, due to his ongoing legal troubles, the property has struggled to attract buyers, with real estate agents reportedly reluctant to be associated with the listing.
Photographs presented to the jury and released to the public offer a glimpse into the discoveries made inside the Florida residence.
The images showcase an array of items, including multiple firearms—such as AR-15 rifle components—alongside numerous pairs of women’s high heels, various sex-related objects, and an assortment of baby oil bottles scattered throughout the vast estate.
Various drugs were also found on the property, with Gannon disclosing that a collection of pills, white powder, and a “crystal rock-like substance”—which later tested positive for cocaine and ketamine—were recovered from a Gucci bag in the closet.
Another photo captures a prescription bottle for Clonazepam as well as natural treatments for erectile dysfunction.
One photo showed a box containing rubber ducks, while another featured Just For Men hair dye placed next to a hairdryer.
An image taken inside a bathroom in the residence revealed a mirror covered with multiple messages—some seemingly written in lipstick, while others were scribbled in black marker.
“Love you love Diddy,” read one, while another said: “What do you WANT?”
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1545 S Belcher Rd, Clearwater, FLCelebrity Real Estate
A third read: “You a legend and quite stn Team Puffy.”
Photos taken outside the residence show that the compound’s gates were forcibly breached by an armored vehicle to gain entry. Diddy acquired the property in two separate transactions, first purchasing one of the homes for $14.5 million in 2003, followed by the second for $35 million in 2021.
While testifying, Gannon disclosed that six individuals were inside the home when Homeland Security agents initiated the raid, including a music producer, a property manager, and other staff members associated with Diddy.
He confirmed that all of them were handcuffed during the operation but clarified that no weapons or other paraphernalia were discovered on their persons.
Additionally, Gannon stated that although the AR-15s found in the home were dismantled at the time, agents did recover a loaded .45 handgun inside a guesthouse on the property, which he referred to as a “guard house” in his testimony.
According to the testimony, a total of 25 bottles of baby oil were found stored inside a closet within the home.
Additional discoveries included three cell phones concealed inside a Balenciaga rain boot, along with 18 pairs of high-heeled shoes, many of which were still in their original boxes.
The residence is believed to be one of multiple locations where Diddy allegedly hosted so-called “freak-off” parties—events described in the indictment as “elaborate and produced sex performances” that involved women being coerced into sexual acts and drug use.
“Freak-off activity is the core of this case, and freak-offs are inherently dangerous,” prosecutor Emily A. Johnson said during a hearing in September.
Authorities allege that Diddy hosted these so-called “freak-off” gatherings at various locations, including his Holmby Hills mansion, his estate on Miami’s prestigious Star Island, and multiple hotel rooms. During raids on his two properties, agents reportedly uncovered more than 1,000 bottles of baby oil along with several firearms.
Shortly after his arrest, Diddy attempted to use his Miami home as collateral in a failed bid for a $50 million bail arrangement.
The rapper appeared before a judge in a Manhattan courtroom following his detainment, offering to post a $50 million bond in an effort to secure his release.
However, the judge denied his bail request, ruling that he must remain in custody until his trial. The court sided with prosecutors, who argued that Diddy posed too great a risk to be released, despite his legal team presenting a substantial bail proposal.
As part of his bail proposal, Diddy included his Miami mansion on exclusive Star Island, valuing it at $48 million, along with his mother’s Miami home, which accounted for the remaining $2 million needed for the total offer.
He also pledged to restrict his travel to Miami and New York City, stating that his private jet—currently up for sale—would remain parked in Los Angeles to minimize flight risk.
Additionally, it was revealed that Diddy had paid off the remaining $18 million mortgage on his Miami estate in anticipation of the bail hearing.
Diddy’s primary Los Angeles residence—a sprawling estate—was listed for sale just a week before his arrest, with an asking price of $61.5 million.
Property records show that, despite the ongoing trial, the home remains on the market at the same price.
Singer and Beauty Boss Rihanna Unloads One of Her Beverly Hills Homes for $10.3M
That was fast!
Rihanna, the one-name songbird and founder of the wildly successful company Fenty Beauty, has sold her Tudor home in Beverly Hills, CA, for $10,295,000 in just over a month’s time.
And, according to a report from Dirt, RiRi sold this property to the Hollywood agent Tracey Jacobs. (She repped Johnny Depp for years.)
The Barbadian star had listed this home for just under $10.5 million in late May. She had paid $10 million for the place in 2021.
Still, it’s unlikely the billionaire businesswoman, whose given name is Robyn Rihanna Fenty, is bothered by the discounted sale. Here’s a look inside the 1930s home.
In addition to the four-bedroom, five-bath main house, there’s a pool, patio, and basketball half-court. The property sits behind gates at the end of a long driveway.
The Tudor measures 5,100 square feet and is warm and inviting, with a fireplace and vaulted ceiling in the living room and a large island and breakfast nook in the slate-blue kitchen. The primary bedroom is upstairs and comes with a fireplace, private balcony, and dreamy spa bath.
Mature trees dot the half-acre lot, which also includes a vegetable garden, poolside cabana, and fire pit. There’s also a guesthouse, which includes a living room, kitchenette, bedroom, and office.
Rihanna still owns a property next door, which she purchased in 2020 for $13.7 million. The megawatt entrepreneur, who performed in the Super Bowl halftime show in February, has three children with ASAP Rocky.
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Outside, stately trees, lush lawns, and a vegetable garden await, along with a pool and patio spaces. There’s even a half-basketball court for pickup games.
Rihanna’s talent knows few bounds as she’s branched out widely from her early days as a pop artist. The billionaire Barbadian is the founder of the makeup brand Fenty Beauty, and she’s the force behind the fashion house with the same name, which is under the luxury conglomerate LVMH.
As the headliner of the Super Bowl LVII halftime show, the megawatt star blew the roof off the place.
Rosie O’Donnell Finally Sells New York Penthouse at $1 Million Loss—After Quitting U.S. and Moving to Ireland
Rosie O’Donnell has finally managed to find a buyer for her New York City penthouse after two years—but will take a brutal $1.1 million hit on the property if the deal goes through.
O’Donnell, 63, who recently revealed that she has relocated to Ireland in the wake of President Donald Trump‘s election win, purchased the spacious abode back in 2017, when she paid $8 million.
However, in May 2023, she put the dwelling back on the market, with a slightly increased price of $8.3 million, only for it to remain unsold for close to two years, during which time it was delisted and discounted several times.
Most recently, the four-bedroom, three-bathroom penthouse was on the market for $6.9 million, with listing agency The Corcoran Group indicating that it is now “in contract,” although it does not note whether the buyer offered up the full asking price.
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Charles Rutenberg Realtor Lawrence Herstel
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As first reported by the New York Post, even if the buyer did agree to pay the most recent listing price, O’Donnell will still take a $1.1 million loss on the home—which is one of many properties that she has sold off in recent years.
Now, O’Donnell has left the U.S. behind altogether, revealing in mid-March that she has quit her home country and moved to Europe, noting that she will not return to the States until it is “safe for all citizens.”
While she has not revealed where in Ireland she has chosen to settle down with her youngest child, Dakota “Clay” O’Donnell, 12, the comedian has proven that she has a penchant for luxury—at least as far as her property purchases are concerned.
And her soon-to-be former New York apartment is no different.
The expansive home sits high atop New York City and boasts access to a private, rooftop terrace and features a glass-enclosed dining room and a sauna.
The spacious great room offers a wood-burning fireplace made of honed, black granite and imported, wide-plank oak floors.
An adjacent wet bar features a light-up, onyx-stone surface and a professionally installed sound system.
The gourmet chef’s kitchen has Corian countertops, an eat-in island, and high-end appliances, including a 70-bottle wine fridge.
Designed for entertaining, the cook space has two dishwashers, two ovens, and two integrated sinks. There’s also a pantry and bar area with a refrigerator, wine cooler, and microwave.
A primary suite provides western views and a marble bathroom with a walk-in steam shower, soaking tub, and radiant floors.
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The “Guggenheim-inspired,” spiral staircase leads from the 33rd floor to the 32nd floor, where two more bedrooms are situated. This level even has its own separate guest entry for added privacy.
$2,599,000 : 10850 Spring St, Largo, FL 33774
4 bed
3.5 bath
3,558 sqft
2.12 sqft lot
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Rare! Estate property with two expansive acres on the intracoastal waterway! This 4 bedroom, 4.5 bath pool home is situated along the waterfront. Once you drive up the tree-lined, private road to this property you are greeted with a beautiful fountain and koi pond.
The first floor features a kitchen with wood cabinetry with custom glass inserts, stone countertops and stainless steel appliances. The kitchen features an island and a cozy breakfast nook The living room features a vaulted wooden ceiling with access to a covered porch that overlooks this gorgeous property. This level also includes a dining room, formal living area and 3 more bedrooms each with en-suite baths. The second floor boasts a large primary bedroom with a generous bath and separate tub and shower.
This level has a private balcony overlooking the pool and the beautiful westerly views. The composite dock includes power and water with a lift and a wet slip. Bring your boats, paddle boards, jet skis, kayaks and fishing rods! The 3 car garage includes an air conditioned workroom. Golf cart to the beach and fine dining including waterfront restaurants!
This unique property has R-R Zoning, therefore, horses and other farm animals are permitted. There are so many possibilities here–must see to appreciate all the offerings of this estate!
