Inside Tom Brady’s $26M homes and $140M real estate side hustle

In addition to being a football great, Tom Brady is something of a real estate tycoon.

The $26 million portfolio of the 45-year-old quarterback for the Tampa Bay Buccaneers includes properties in Florida, Montana, and New York. In addition, he has sold homes for more than $140 million, earning almost $30 million in profit from only real estate transactions. 

However, his real estate holdings are already dwindling after he filed for divorce from Brazilian supermodel Gisele Bündchen, 42, with whom he has two children, Benjamin, 13, and Vivian, 10.

Along with his 49-year-old ex-actress and model Bridget Moynahan, he also has a 15-year-old son named John Edward Thomas Moynahan.

They seem to be considering splitting their multimillion-dollar business as their marriage approaches its conclusion. It’s unclear what the split will include, such who gets what.

The 43-year-old Tampa Bay Buccaneers quarterback has a $26 million portfolio, with homes in Boston, New York, Florida and even Montana.

Other features include an elevator, a service landing, a staff entryway, a trash enclosure, a motor court, a pool, a hot tub — plus an outdoor dining space and an expansive lawn.

Sources previously told The Post the construction would have emulated their one-time LA home, which they custom-built with a budget of $20 million. 

Bündchen is also an ambassador for the United Nations Environment Programme — and her passion for conservation is reflected in their homes’ designs. The couple is expected to use environmentally friendly materials and solar panels in the design, as they have in their other custom-built properties, according to Architectural Digest. 

31The couple will knock down a 5,172-square-foot, five-bedroom, five-bathroom abode on a two-acre lot and custom-build a new one, Page Six reported.

On one side of the lot is the crystal blue Biscayne Bay; on the other side is an expansive golf course. Brady was already seen sailing into the property on a 40-foot yacht in December. The lot on the Southwest corner of the island is next door to his pal, Jeffrey Soffer. Other neighbors include Jared Kushner and Ivanka Trump.

“I was a native Californian for a long time in my life and went away from it for about 25 years. You won’t catch me dead living in the Northeast anymore . . . I’m loving the warm weather, and it’s been a great feeling,” Brady previously told reporters. 

Before buying his Miami house, Brady rented Derek Jeter's house in Davis Islands, Tampa.31Before buying his Miami house, Brady rented Derek Jeter’s house in Davis Islands, Tampa. The rental reportedly cost $75,000 a month.realtor.com31“I was a native Californian for a long time in my life and went away from it for about 25 years. You won’t catch me dead living in the Northeast anymore,” Brady told reporters in December.realtor.com31“I’m loving the warm weather, and it’s been a great feeling,” Brady told reporters in December.realtor.com

Before buying his Miami house, he rented Derek Jeter’s house in Davis Islands, Tampa, which is only 20 minutes from the Buccaneers’ Raymond James Stadium. Brady didn’t seem to mind the $75,000 a month price tag, but the waterside mansion wasn’t private enough for the superstar couple. 

“I forgot people could drive up to your house . . . In the backyard there’s a lot of boats that have pulled up and people at the front,” he complained to Howard Stern last year.

It was falsely rumored in October that they would move to Clearwater, Florida, after moving out of Jeter’s house, the New York Post debunked last year.

After moving out of the home, the couple rented another Davis Island estate, which is now listed for sale following their divorce announcement.

Tribeca, New York City

70 Vestry St. | $3.6 million

“Tom and Gisele still love New York but they are downsizing because they are spending so much time in Tampa,” an inside source told the New York Post's Jennifer Gould in December. 31“Tom and Gisele still love New York, but they are downsizing because they are spending so much time in Tampa,” an inside source told the New York Post’s Jennifer Gould in December.realtor.com

Brady and Bündchen downsized their Manhattan abode late last year, trading their north-facing 6,500-square-foot 12th floor condo for a south-facing 12th floor 5,300-square-foot condo, according to property records.

The new, smaller condo was only $3.6 million compared to the $36.8 million their larger condo went for. Both condos are on the 12th floor, in part, because 12 is Brady’s “lucky number” from his days with the Patriots, the New York Post’s Jennifer Gould previously reported. 

The new, smaller condo was only $3.6 million compared to the $36.8 million their larger condo went for. 31The new, smaller condo was only $3.6 million compared to the $36.8 million their larger condo went for.realtor.com

Their new condo has four bedrooms and 4,331 square feet overlooking the Hudson River. The private terrace is over 1,000 square feet and includes an outdoor kitchen.

The unit has high ceilings, a private elevator, a foyer, a gallery, a great room with a fireplace, a dining room and a family room. There is an eat-in kitchen with oak paneling, marble counters, two dishwashers and wine storage. The master bedroom has river views and two walk-in closets, according to the listing.

Brookline, Massachusetts

112 Woodland Road | Net gain: $8 million

Brady sold his custom-built mansion outside Boston on Christmas Eve for a rumored $32.5 million.31Brady sold his custom-built mansion outside Boston on Christmas Eve for a rumored $32.5 million.realtor.comBrady and Bündchen purchased the estate for $4.5 million in 2013.31Brady and Bündchen purchased the estate for $4.5 million in 2013.realtor.comThe couple spent an unknown amount on the custom build, but their other custom-built houses, which used the same architect and interior designer, is said to have had a budget of $20 million.31The couple spent an unknown amount on the custom build, but their other custom-built houses, which used the same architect and interior designer, is said to have had a budget of $20 million.realtor.com

Brady ‘s custom-built mansion outside Boston was for sale until Christmas Eve, when it sold for a rumored $32.5 million, according to the Boston Globe. 

Brady and Bündchen purchased the Brookline estate for $4.5 million in 2013, according to the Boston Business Journal.

The couple spent an unknown amount on the custom build, but their other custom-built house in Los Angeles, which used the same architect and interior designer, had a budget of $20 million.

The five-acre estate offers a 20-car circular stone driveway, an organic herb and vegetable garden, a pool, a patio and a 2,400-square-foot guest house with a yoga studio.
31The five-acre estate offers a 20-car circular stone driveway, an organic herb and vegetable garden, a pool, a patio and a 2,400-square-foot guest house with a yoga studio.realtor.comThe 9,716-square-foot house has five bedrooms, a foyer, a living and dining room, a home office with fireplace, an eat-in chef's kitchen and a family room. 31The 9,716-square-foot house has five bedrooms, a foyer, a living and dining room, a home office with fireplace, an eat-in chef’s kitchen and a family room.realtor.comBrady originally asked almost $40 million for the estate when he listed it in August after he left the Boston Patriots for the Tampa Bay Buccaneers.  31Brady originally asked almost $40 million for the estate when he listed it in August after he left the Boston Patriots for the Tampa Bay Buccaneers.realtor.com

The 9,716-square-foot house has five bedrooms, a foyer, a living and dining room, a home office with a fireplace, an eat-in chef’s kitchen and a family room. The five-acre estate offers a 20-car circular stone driveway, an organic herb and vegetable garden, a pool, a patio and a 2,400-square-foot guest house with a yoga studio, according to Architectural Digest.

Brady originally asked almost $40 million for the Massachusetts estate when he listed it in August after leaving the Boston Patriots for the Tampa Bay Buccaneers.  

“I knew it was just our time, our time was coming to an end” in Boston, Brady told Howard Stern in an interview in April.

One Madison Condominium, New York City

23 East 22nd St. | Net gain: $2.2 million

They purchased the New York pied-a-terre in 2014 for $11.7 million. 31They purchased the New York pied-a-terre in 2014 for $11.7 million.realtor.comThe couple sold this three-bedroom, three-and-a-half bathroom condo in 2018 for almost $13.9 million.31The couple sold this three-bedroom, three-and-a-half bathroom condo in 2018 for almost $13.9 million.realtor.comThe 3,310-square-foot home has two private elevators that open into an art gallery. Inside, the condo has an open living and dining room, a kitchen with a large wine cooler and a media room. 31The 3,310-square-foot home has two private elevators that open into an art gallery. Inside, the condo has an open living and dining room, a kitchen with a large wine cooler and a media room.realtor.com

The couple sold this three-bedroom, three-and-a-half bathroom condominium in 2018 for almost $13.9 million, according to property records, after first listing it for $17.3 million in 2016. They purchased the 48th-floor pied-à-terre in 2014 for $11.7 million, The New York Post previously reported.

The 3,310-square-foot home has two private elevators that open into an art gallery. Inside, the condo has an open living and dining room, a kitchen with a large wine cooler and a media room. The master bedroom has a walk-in closet and a private bathroom, floor plans show. 

The 60-story tower overlooks Madison Square Park. Built in 2009, the building’s luxury amenities include a marble indoor pool, a steam room, a gym, a lounge, a parlor and a screening room with butler service, according to StreetEasy.

Brentwood, Los Angeles

Chalon Road | Net gain: $8 million

Dr. Dre purchased this custom-built house from Tom Brady for $40 million. 31Dr. Dre purchased this custom-built house from Tom Brady for $40 million.

Less than a decade after they bought and custom-built their first property together — for $31.75 million — Brady and Bündchen sold their honeymoon home for $40 million in 2014.

The five-bedroom, nine-bathroom limestone house is surrounded by an actual moat filled with koi fish. 

The home has a winding driveway, a pond, a driveway of reclaimed cobblestones, a pool, an oak-plank deck and a slate gray roof. The property also has a terraced garden with plums, guava, carrots and other produce, plus a chicken coop with hens that lay fresh eggs, according to Architectural Digest. 

The couple employed their frequent collaborators, architect Richard Landry and interior designer Joan Behnke, to design the home after they purchased the property in 2008‚ with a $20 million construction budget, according to the Hollywood Reporter.

“Gisele and I have eight sisters between us, and there are lots of kids. We built this house as a sanctuary for our family — a place where we can enjoy being together,” Brady told Architectural Digest in 2017. Brady said they wanted a “comfortable house, not a style statement.” 

They sold the 18,000-square-foot palace to Dr. Dre, an American rapper known for his popular “Beats by Dre” headphones, according to the Los Angeles Times.

Boston, Massachusetts

310 Beacon St. | Net loss: $700,000

In his first real estate deal ever, the rookie investor might have actually lost a few dollars.31In his first real estate deal ever, the rookie investor might have actually lost a few dollars.realtor.comBrady reportedly spent $17.9 million purchasing and renovating the property, only to sell the individual condo units for a combined $17.2 million in the next five years -- for a light net loss of $700,000.31Brady reportedly spent $17.9 million purchasing and renovating the property, only to sell the individual condo units for a combined $17.2 million in the next five years — for a light net loss of $700,000.realtor.comBrady purchased the property in 2006 for $6.24 million, and spent $11.5 million converting it from nine condos into four.31Brady purchased the property in 2006 for $6.24 million, and spent $11.5 million converting it from nine condos into four.realtor.com

Everybody loses sometimes — even Tom Brady.

In his first real estate deal ever, the rookie investor might have actually lost a few dollars. He reportedly spent $17.9 million purchasing and renovating a Boston property, only to sell the individual condo units for a combined $17.2 million in the next five years — for a small net loss of $700,000.

He purchased the building in 2006 for $6.24 million and spent $11.5 million converting it from nine condos into four, according to the Boston Globe archives. He also expanded the garage — which was originally a three-stall stable — and replaced the penthouse with a slightly smaller one. The previous owner had installed one as an addition, but it wasn’t compliant with town permits, according to a history of the property. 

The limestone and granite house was originally built in 1903 for a sugar manufacturer, Joshua Bailey Richmond.31The limestone and granite house was originally built in 1903 for a sugar manufacturer, Joshua Bailey Richmond.realtor.comThe historic building originally had six fireplaces, a limestone gate, a butler's pantry, a parlor, a library, a sewing room and a billiard room. 31The historic building originally had six fireplaces, a limestone gate, a butler’s pantry, a parlor, a library, a sewing room and a billiard room.realtor.com

He sold the three non-penthouse apartments for $7.95 million, according to the Globe, and sold the penthouse for $9.3 million in 2011 — almost a million less than his original $10.9 million asking price in 2009 — the year he married Bündchen.  

The limestone and granite house was originally built in 1903 for sugar manufacturer Joshua Bailey Richmond, designed by architects Peabody and Stearns and built by the McNeil Brothers builders. It had six fireplaces, a limestone gate, a butler’s pantry, a parlor, a library, a sewing room and a billiard room. The basement had a servants’ kitchen, dining room, laundry room, wine closet, wood room and livery room, according to floor plans. It was converted into nine apartments in 1944 by liquor dealer Fred Arata.

Back Bay, Boston

314 Commonwealth Ave. | Net gain: $1.2 million

The u201cBurrage Houseu201d is a historic castle-like residence built in 1899 for businessman and lawyer Alfred Burrage.31The Burrage House is a historic castle-like residence built in 1899 for businessman and lawyer Alfred Burrage.realtor.comUnits in the building have unspeakably opulent crown moldings, chandeliers and carved mahogany paneling.31Units in the building have unspeakably opulent crown moldings, chandeliers and carved mahogany paneling.realtor.com

Brady bought this 3,412-square-foot, three-bedroom, three-and-a-half bathroom condo for $4.1 million in 2004 and sold it for $5.3 million in February 2008.

The Gilded Age-designed condo had three fireplaces, a foyer, a dining room, a library, a living room, a family room, a kitchen, a bar and a suite for each bedroom, according to floor plans. 

This image is of a similar unit in the Burrage House. Brady's Gilded Age-designed condo had three fireplaces, a foyer, a dining room, a library, a living room, a family room, a kitchen, a bar and a suite for each bedroom.31This image is of a similar unit in the Burrage House. Brady’s Gilded Age-designed condo had three fireplaces, a foyer, a dining room, a library, a living room, a family room, a kitchen, a bar and a suite for each bedroom.realtor.comThis image is of another unit in the Burrage House. Brady bought his 3,412-square-foot, three-bedroom, three-and-a-half bathroom condo for $4.1 million in 2004.31This image is of a similar unit in the Burrage House. Brady bought his 3,412-square-foot, three-bedroom, three-and-a-half bathroom condo for $4.1 million in 2004.realtor.com31This image is of a similar condominium in the Burrage House. Brady sold his ritzy pad for $5.3 million in February 2008.realtor.com

Units in the building have unspeakably opulent crown moldings, chandeliers and carved mahogany paneling, according to a report by Realtor.com. 

The Burrage House is a historic castle-like residence built in 1899 for businessman and lawyer Alfred Burrage. It has since been converted into four condominiums, according to the report by Realtor.com.

Don’t forget! Their old Tribeca condo

The couple sold their large Tribeca condo on January 4 for $36.8 million, netting an $11.3 million profit from their initial $25.5 million investment in the five-bedroom, five-and-a-half bathroom property in 2018.31The couple sold their large Tribeca condo on January 4 for $36.8 million, netting an $11.3 million profit from their initial $25.5 million investment in the five-bedroom, five-and-a-half bathroom property in 2018.realtor.com

If you’re keeping score, don’t forget that the superstar couple also made a killing when they sold their north-facing 6,539-square-foot condo in Manhattan, which brought in $36.8 million, netting an $11.3 million profit from their initial investment in the property.

The 14-floor Robert A.M. Stern-designed building has 46 units. Amenities include an 82-foot lap pool, hot and cold plunge pools, a steam room, a sauna, a fitness center — all perfect for an athlete — plus a private courtyard, a squash court, a library and a billiards room.

“Tom and Gisele still love New York, but they are downsizing because they are spending so much time in Tampa,” an inside source told the Post’s Jennifer Gould in December.

Both condos are on the 12th floor in part because 12 is Brady’s “Lucky Number” from his days with the Patriots. 31Both condos are on the 12th floor, in part, because 12 is Brady’s “lucky number” from his days with the Patriots.realtor.comAmenities include an 82-foot lap pool, hot and cold plunge pools, a steam room, a sauna, a fitness center — all perfect for an athlete — plus a private courtyard, a squash court, a library, a billiards room.31Amenities include an 82-foot lap pool, hot and cold plunge pools, a steam room, a sauna