Real estate in Greater Boston isn't just about triple-deckers and brownstones. Sometimes, it is about a five-acre plot of land carved out of a historic college.
When people search for the tom brady house brookline ma, they usually expect a flashy, glass-walled skyscraper or a gaudy McMansion. But honestly? The place is surprisingly understated. Well, as understated as a 12,112-square-foot compound can be. Built in 2015, this house was meant to be the "forever home" for the Brady-Bündchen clan before the TB12 brand—and Tom's career—shifted toward the Florida sunshine.
The story behind 112 Woodland Road
You can’t talk about this house without talking about the location. It sits right against the 9th hole of The Country Club. No, not a country club. The Country Club. It’s the oldest in the U.S. and famously difficult to get into. Rumor has it the committee wasn't exactly thrilled about a superstar couple moving in next door because of the paparazzi. Eventually, they let him in.
Tom and Gisele didn't just buy a house; they built one from the ground up. They bought the land from Pine Manor College in 2013 for about $4.5 million. It was a bold move. They hired Richard Landry, the "architect to the stars," and interior designer Joan Behnke to create what would become an eco-conscious fortress.
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What's actually inside the tom brady house brookline ma?
If you've seen Gisele’s "73 Questions" video with Vogue, you’ve seen the kitchen. It’s basically the heart of the home. It has high-beamed ceilings and a massive marble island.
- The Kitchen: This isn't just for show. Their personal chef, Allen Campbell, used this space to prep those famous plant-based, nightshade-free meals.
- The Sanctuary: Gisele’s 2,400-square-foot detached guest house. It looks like a barn but functions as a Zen yoga studio and spa.
- The Lower Level: This is where the "work" happened. There is a full gym (obviously), a massage room, a sauna, and a wine cellar that probably holds some very expensive vintages.
The house has five bedrooms, but the master suite is the real standout. It has a massive walk-in closet that looks more like a high-end boutique and a fireplace that makes New England winters feel actually tolerable.
Why it took forever to sell
Brady listed the house in 2019 for $39.5 million. It sat. And sat. People thought the price was too high, even for the GOAT. Then the pandemic hit, and the market for $40 million homes basically froze.
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He eventually dropped the price to $33.9 million. There was even a weird incident where a 34-year-old man broke into the house and was found sitting on a sofa in the basement. Not exactly the "private" vibe you want when selling a mansion.
Finally, in January 2021, it sold. The final price? Reportedly around $32.5 million. The buyer was hidden behind a trust—James Kittler, a trustee for JDJ Family Office Services. To this day, the actual owner's identity is one of the best-kept secrets in Brookline real estate.
A legacy of "The Billionaire Whisperer"
Richard Landry, the architect, is known for making massive homes feel like actual homes. He used reclaimed wood, brick, and stone to make the tom brady house brookline ma feel like it had been there for a hundred years instead of being a new build.
There are solar panels on the roof. The garden is organic. They even had a gray-water system for irrigation. It’s a very "Gisele" approach to luxury—expensive but sustainable.
What you can learn from the Brady estate
If you’re looking at this property for inspiration, focus on the "zones." The house is divided perfectly between high-energy areas (the gym and kids' playroom) and "soft" areas (the library and the barn).
If you are ever driving through the Chestnut Hill area of Brookline, don't expect to see much. The driveway is long, the trees are thick, and the security is tight. It remains a quiet piece of New England history, even if the man who built it is now busy with broadcasting and Florida real estate.
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Next Steps for Real Estate Enthusiasts:
- Research Local Zoning: If you're looking for privacy like the Brady house, check for properties bordering protected land or golf courses.
- Invest in "The Barn" Concept: Adding a detached workspace or studio can increase property value more than a standard basement renovation.
- Eco-Upgrades: Look into gray-water systems and reclaimed materials—they are the current "gold standard" for high-end luxury resale.