If you’ve listened to The Howard Stern Show for more than five minutes over the last thirty years, you know Baba Booey’s home life is basically a secondary character on the air. We’ve heard about the home theater. We’ve heard about the "man cave" logic. We’ve definitely heard about the guest room situation. But the Gary Dell'Abate house isn't just a punchline for Howard’s riffs; it’s a legitimate piece of high-end Connecticut real estate that reflects a career spent at the top of the satellite radio food chain.
It’s in Greenwich. Obviously.
Specifically, Gary and his wife Mary built this custom colonial in the Riverside neighborhood back in the mid-2000s. It wasn't some snap purchase. They bought the land, cleared it, and spent a significant amount of time—and likely a fair amount of stress—crafting a 5,000-plus square foot sanctuary that could withstand the constant scrutiny of a boss who famously hates leaving his own house.
The Custom Build That Stern Made Famous
Most people assume celebrities buy turnkey mansions. Gary didn't. He went the custom route. The Gary Dell'Abate house sits on about 0.6 acres, which, in Greenwich terms, is a solid "village" sized lot. It’s not a sprawling 50-acre horse farm, but it’s tucked away in a quiet cul-de-sac where the property values stay remarkably insulated from the whims of the general market.
Building a house from scratch is a nightmare. Doing it while your boss mocks your choice of stools and home theater equipment on a global platform is a different level of psychological warfare.
The architecture is classic New England Colonial. We're talking cedar shingles, white trim, and that sturdy, symmetrical look that screams "executive lives here." Inside, it’s a five-bedroom, seven-bathroom setup. That’s a lot of plumbing. Honestly, for a family of four, it was designed for hosting, which is ironic considering how much grief Gary gets for his social habits.
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The floor plan is open but traditional. You’ve got the formal living and dining rooms that probably get used three times a year, and then the "real" living spaces where the Dell'Abate family actually hangs out. It’s got that quintessential high-end kitchen—granite counters, professional-grade stainless steel appliances, and a massive island.
Why the "Man Cave" Became a National Talking Point
We have to talk about the basement. You can’t discuss the Gary Dell'Abate house without mentioning the media room. This is the room that launched a thousand bits.
Gary is a massive pop culture nerd. Music, movies, memorabilia—it’s his thing. When he built the house, he dedicated a significant portion of the lower level to a state-of-the-art home theater. Howard Stern famously ridiculed the "stools" Gary initially chose for the bar area and the overall layout of the room.
But here’s the reality: it’s a killer setup.
The room features tiered seating, a massive projection screen, and a dedicated area for his legendary 10,000+ physical media collection. While everyone else moved to streaming, Gary kept the vinyl and the discs. It’s a physical archive of entertainment history. The basement also includes a home office, which became Gary’s primary workspace during the 2020 lockdowns when the Stern Show went fully remote. Seeing the "real" house behind him on Zoom calls finally gave fans a glimpse into the actual proportions of the place. It’s spacious. It’s clean. It’s... surprisingly normal.
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The Greenwich Market and Property Value
Greenwich real estate is a beast. You aren't just paying for the wood and nails; you're paying for the 06878 zip code. The Gary Dell'Abate house was valued in the neighborhood of $3 million to $3.5 million for a long stretch, though market fluctuations in Fairfield County can be wild.
Why Riverside?
It’s the "approachable" part of Greenwich. It’s coastal, it’s got great schools, and it’s a slightly easier commute into Manhattan than the back-country estates. For a guy who had to be in the studio at 4:00 AM for decades, those saved minutes on the Merritt Parkway or I-95 were probably worth their weight in gold.
- Lot Size: 0.60 acres.
- Total Square Footage: Approximately 5,900 sq ft (including the finished basement).
- Bedrooms: 5.
- Bathrooms: 4 full, 3 half.
- Year Built: 2007.
The property taxes in Greenwich are notoriously high, but for someone in Gary’s position—as the long-time producer of the most successful radio show in history—it’s the price of entry. The neighborhood is filled with hedge fund managers and CEOs who likely have no idea their neighbor is a guy who once threw a disastrous ceremonial first pitch at a Mets game.
Moving On: The 2021 Listing
In 2021, news broke that Gary was listing the house for $3.195 million. This sparked a frenzy of "Is Gary retiring?" rumors. He wasn't. Like many empty nesters, Gary and Mary simply didn't need 6,000 square feet of house anymore. Their sons, Jackson and Lucas, were grown.
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The listing photos revealed a house that was remarkably well-maintained. No weird celebrity quirks. No indoor grottoes or tiger enclosures. It looked like a very high-end Pottery Barn catalog. The interiors featured soft neutrals, hardwood floors throughout, and a lot of natural light.
The backyard is a private oasis. It’s got a stone patio, an outdoor fireplace, and plenty of room for "boff" to come over for a BBQ (even though Howard never would). It’s fenced and lined with mature trees, providing the kind of privacy you need when your life is an open book on the airwaves.
What People Get Wrong About Celebrity Homes
Usually, when we talk about a "celebrity house," we expect something gaudy. We expect the "MTV Cribs" aesthetic. The Gary Dell'Abate house is the opposite. It’s a "grown-up" house. It reflects someone who has worked the same job for nearly 40 years and wanted a stable, comfortable place to raise a family.
There’s a misconception that Gary lives in some sort of wacky radio-themed museum. He doesn't. Aside from the basement, the house is sophisticated. It’s the kind of home that appeals to a wide range of buyers, which is exactly why it sold relatively quickly once it hit the market.
Actionable Insights for Real Estate Enthusiasts
If you’re looking at the Gary Dell'Abate house as a benchmark for Fairfield County real estate, there are a few takeaways. First, the value of "custom" is often in the lifestyle it provides the owner, not necessarily a 1:1 return on investment. Gary built the house he wanted, and while it sold for a premium, the real "profit" was fifteen years of a home tailored to his family's needs.
- Location vs. Acreage: In towns like Greenwich, the specific neighborhood (like Riverside) often matters more for resale than having a massive, unmanageable yard.
- The Finished Basement: A high-end media room or "flex space" is a major selling point in the Northeast, where winters are long and people spend a lot of time indoors.
- Maintenance Matters: The fact that the house looked pristine in listing photos suggests that consistent upkeep is the best way to protect a multi-million dollar investment.
Ultimately, Gary’s move away from this long-time family home marks the end of an era for Stern Show fans. We spent years "living" in that house through the stories told on air. While he’s moved on to the next chapter—presumably something a bit more manageable but still high-end—the Riverside house remains the definitive "Baba Booey" estate. It’s a testament to the "Everyman" of the show actually making it big and building a piece of the American Dream in one of the wealthiest towns in the country.
To understand the value of homes in this tier, keep an eye on the "Active" vs. "Closed" listings in the Riverside 06878 area. Markets like these are leading indicators for the luxury suburban sector. If you're tracking celebrity real estate, the Dell'Abate sale proves that even for the most famous names, "classic and clean" wins over "flashy and weird" every single time when it's time to sign the closing papers.