Steve Cherundolo Puts His 1930s LA Home on the Market for $5 Million

When I first read that Steve Cherundolo has put his Little Holmby storybook cottage back on the market — barely three years after buying it — I didn’t see a flip. I saw a life pivot.

He’s stepping down as LAFC head coach at the end of the 2025 season and moving back to Germany for family reasons, and that context makes this listing feel like more than a property transaction.

You should know the basics up front: he paid about $4.295 million in 2022 and is asking just under $5 million now — roughly a $700K difference. That price and the timing read differently when you remember this isn’t a cash-out after a quick remodel; it’s tied to a career and a family decision.
He told the Los Angeles Times the move is a family choice, not a retreat — that quote matters because it frames the sale as thoughtful, not forced.

If you follow Cherundolo’s story at all — from his long career at Hannover 96 to becoming LAFC’s trophy-winning coach — this house becomes a chapter symbol. For fans, it’s sentimental; for buyers, it’s a chance to own a well-kept, recently remodeled home with provenance.

That dual audience is exactly why the listing has been positioned with Sotheby’s and seasoned agents: this isn’t a fast flip, it’s a carefully placed handoff.

So when you read the marketing copy or scroll the photos, look beyond finishes. Ask yourself: are you buying the layout and the garden, or are you buying the story?

If you were in the market in Little Holmby, how would Cherundolo’s backstory affect the offer you’d make?

Step Inside Cherundolo’s Storybook Cottage

When I walked through the details of this home, the first thing that stood out was its “storybook” character. Robb Report nailed it when they called it charming — and I get why. Built in the early 1930s, the house looks like something you’d expect in an old Hollywood movie rather than on a modern L.A. street.

As you step in, you’re not just seeing walls and floors; you’re stepping into an atmosphere. Beveled windows, arched doorways, and polished dark hardwood floors give it that warm, lived-in feel. The living room, with its fireplace and wine bar tucked into the corner, is the kind of space you and I could imagine hosting friends in, not just showing off in a brochure.

And that’s what I find interesting: this isn’t a sterile luxury listing. It’s got quirks and details that make you pause. When you look at the photos, ask yourself — could you see yourself actually living here, not just scrolling past?

Kitchen Goals and the Primary Suite

If you’re like me, you probably zoom straight to the kitchen when checking a home listing. Mansion Global’s write-up pointed out how this one has been remodeled with custom cabinetry, marble countertops, and a La Cornue range. That’s not just for looks — that’s serious cooking credibility.

Imagine sitting at the breakfast nook in the morning, coffee in hand, sun filtering in through the banquette corner. These are the small moments you buy a house for.

Upstairs, the primary suite feels like a proper retreat: balcony, walk-in closet, and a bathroom with dual vanities plus a glass-walled shower. Mansion Global described it as “spacious,” but what struck me is how it blends practical storage with quiet luxury. If you’re making a $5M decision, those everyday comforts matter just as much as square footage.

It actually reminded me of how Nick and Vanessa Lachey upgraded Naomi Osaka’s former L.A. home with a chef-style setup — that one sold for $8 million.

Little Holmby and the $5M Question

Now let’s talk about where this house sits — because neighborhood context is everything. Little Holmby, tucked near Westwood, isn’t as flashy as Beverly Hills, but that’s exactly its charm. You get tree-lined streets, architect-designed homes, and a sense of history that newer neighborhoods can’t fake.

Here’s the math that matters: Cherundolo bought this home in 2022 for about $4.295M. Today it’s listed just under $5M. That’s a $700K jump in barely three years. If you’re looking at this as a buyer, you’d ask — is the market supporting that?

In Holmby, the answer leans yes. Prices here don’t just reflect square footage; they reflect scarcity. Properties like this rarely hit the market.

I always tell buyers: don’t just compare on price-per-square-foot. Ask, what’s the lifestyle premium of this ZIP code? Because in neighborhoods like Holmby, that premium is exactly what you’re paying for.

We’ve seen similar agent strategies before — like when Rudy Giuliani put his Upper East Side penthouse on the market for $4.95 million, timing and narrative played just as big a role as the property itself.

The Realtors Behind the Listing

Every high-end sale has a strategy, and here it’s clear. The home is listed with Enzo Ricciardelli and Shen Schulz at Sotheby’s International Realty. If you know the L.A. luxury market, you know Sotheby’s brings credibility and access to the right kind of buyers — not just MLS exposure.

When I see their names, I read it as a sign that this sale is positioned for lifestyle buyers, not bargain hunters. Think families who want that European-style home with garden space, or professionals who care about design pedigree.

If you were in Cherundolo’s shoes, you’d want agents who understand how to sell not just a house, but a story. And that’s exactly what they’re doing here.

What’s your take — would you pay extra for a home with history and a story attached, or do you look only at the specs? Drop your thoughts below.

What This Home Represents for Cherundolo?

For me, this is the section that gives the listing its weight. This isn’t just about four bedrooms and a remodeled kitchen. It’s about a man who spent 15 years in Germany, came to Los Angeles for a coaching chapter, and is now turning the page again.

Cherundolo told the Los Angeles Times, “It’s all opportunity and positive about the next chapter.” That mindset shows up in this sale too. For you, as a reader or potential buyer, it’s a reminder that homes aren’t just investments — they’re milestones.

I can’t help but think: when someone like Cherundolo sells, he’s not just moving out of a house, he’s closing a chapter of his family’s story. And if you’re the one walking in next, you’re writing the sequel.

By the way, if you enjoy following these behind-the-scenes real estate stories, I often share quick updates and market insights on WhatsApp — it’s a nice way to catch the headlines before they make it here.

Quick Facts for Fast Readers

I know not everyone wants to dig through paragraphs to find the essentials. So let me break it down for you:

• Price: $4.995M
• Bought in: 2022 for $4.295M
• Location: Little Holmby, Westwood, Los Angeles
• Size: ~2,800 sq ft | 4 bed | 4 bath
• Lot: Just under 0.25 acre
• Architect: Percy Parke Lewis (1930s)
• Features: Guest suite above garage, remodeled kitchen w/ La Cornue range, library, herb + fruit garden, wine bar, private deck
• Agents: Enzo Ricciardelli & Shen Schulz, Sotheby’s International Realty

This is your quick reference. If you skim, you still get the full picture.

If you like fast rundowns like this, check out how Julianne Hough’s Hollywood Hills place moved for $6.35 million— the details tell the real story behind the price tag.

Why This Sale Matters Beyond the Walls

Let me be real with you: not every celebrity listing deserves attention. But this one? It’s a little different.

For MLS fans, it’s the symbolic end of an era. For luxury buyers, it’s a rare chance to step into a preserved piece of Holmby history. And for Cherundolo himself, it’s simply a family decision — a reminder that even the most decorated pros make moves not for fame or money, but for loved ones.

That’s why I see this home as more than a real estate headline. It’s part of a story about change, ambition, and timing. And if you’re in the market, it’s a reminder: the best homes often come with the best stories.

If stories like this interest you, explore more celebrity real estate moves on Build Like New
— there’s always another fascinating chapter waiting.

Disclaimer: All property details are based on publicly available listing information at the time of writing and may change without notice. Readers should verify specifics like price, size, and features directly with the listing agents. This article is for informational purposes only, not a substitute for professional real estate advice.