Tom Brady’s property moves from Boston to Miami: A look at the real estate decisions behind the seven-time champion’s next chapter

Tom Brady no longer owns property in Massachusetts. The Brookline mansion he built with Gisele Bündchen sold on Christmas Eve 2020, and his biggest real estate project now sits on Indian Creek Island in Miami. The lot cost $17 million in 2020. In January 2025, Bloomberg reported that the newly finished house had drawn bids above $150 million, though no sale has been confirmed. Between those two addresses sits a story about timing, patience and how a quarterback learned to treat housing as a business.How Tom Brady's property base shifted from Boston to MiamiThe move started well before the quarterback left New England. Brady and Bündchen listed 112 Woodland Road in August 2019 at $39.5 million, then cut the price to $33.9 million two months later. Brady joined the Tampa Bay Buccaneers in March 2020, and the house was still there. It came off the market as COVID-19 hurt luxury sales, then returned quietly as an off-market listing.The deal closed on December 24, 2020. The deed showed a price of $1 and named a trustee as the buyer, who may not have been the final owner. Boston real estate circles believed the property was offered at $32.5 million. Nobody involved has confirmed a number.The Miami purchase landed in the same stretch. Forbes reported that the couple paid $17 million late in 2020 for a tear-down property on Indian Creek Island. Their Manhattan apartment also sold for nearly $37 million around then. Within months, three big holdings became one big plan.A Tampa contract explains why Brady wanted to be in Florida. It does not explain why he picked Miami, which sits across the state. That choice reads like a decision about life after football, not just the next season.Why the Brookline mansion took so long to sellThe house was not a small ask. It was built in 2015 on about five acres beside The Country Club, and it covers 12,112 square feet. Buyers at that price are rare, and the pool shrinks further when a pandemic keeps people at home.Neighbors faced the same wall. Paul Fireman's mansion down the street sold for $23 million in 2020, after it was listed at $90 million in 2016. Against that backdrop, Brady's sale looks less like a failure and more like a reasonable exit. If the reported $32.5 million is right, he came away about 18 percent below his first ask.The private route also made sense. Off-market sales keep prices out of public view, and that protects a seller who has already cut once. Brady lost some money on paper but avoided a public markdown fight, which is a trade many owners at this level choose.What Tom Brady built on Indian Creek IslandIndian Creek is a man-made island with about 40 residences, a country club and its own police department. It is known as the Billionaire Bunker, and Jeff Bezos has bought two homes there.Brady did not keep the original house. The two-acre lot now holds a two-story home with a security building, gym, cabana, pool and sport court, according to property documents. The address is 26 Indian Creek Island Road. Reports differ on timing. Bloomberg called the house newly finished in early 2025, while other outlets date completion to early 2026, so the build clearly ran long.The money behind it is partly visible. The Real Deal reportedly found a $35 million construction loan from Citizens Bank in July 2024. That is a normal way to fund a custom build, even for someone with Brady's income.He also spread his base. He owns a 14,000-square-foot estate in Brentwood, California, that he was renovating, and he set up office space for his family business in Bay Harbor, close to Indian Creek.Is the $150 million Miami house really for sale?Not officially. Bloomberg reported that the property was being shown to a small group of buyers, with no public listing. The $150 million figure came from bids, not a closed deal. Later coverage in 2026 still describes it as a reported price, and I found no confirmed sale or listing.If a deal did close near that number, it would top the $107 million Ken Griffin paid for a Coconut Grove estate in 2022 and set a Miami record. The gap with Brady's costs is also worth noting. A $17 million lot plus a multi-year build does not equal profit. Construction, financing and carrying costs eat into any headline price.What stands out is the pattern. Brady sold high-profile homes quietly, held land through a long build, and tested the market without a listing. Whether he sells or stays, the Miami house is now his main real estate story.Get the latest Sports News and Live updates. Download the TOI app.