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

I didn’t see a flip when I initially saw that Steve Cherundolo had relisted his Little Holmby storybook cottage, just three years after purchasing it. I witnessed a turning point in life.

This listing feels more than just a real estate deal because he will be leaving his position as LAFC head coach at the end of the 2025 season and returning to Germany for family reasons.

You should be aware of the fundamentals right away: he paid around $4.295 million in 2022 and is now requesting just under $5 million, which is a difference of nearly $700K. When you keep in mind that this isn’t a cash-out after a fast remodel, but rather a decision related to a family and a career, the price and timing make more sense.His statement to the Los Angeles Times that the relocation is a family decision rather than a retreat is significant because it presents the transaction as deliberate rather than coerced.

This mansion becomes a chapter symbol if you follow Cherundolo’s story from his lengthy career at Hannover 96 to his appointment as LAFC’s trophy-winning coach. Fans find it emotive, while buyers see it as an opportunity to purchase a recently remodeled, well-maintained home with provenance.

This is a well-planned handoff, not a quick flip, which is precisely why the listing has been positioned with Sotheby’s and seasoned brokers.

Therefore, look past finishes when you read the marketing language or glance through the images. Consider whether you are purchasing the story or just the design and the garden.

How might Cherundolo’s past impact the offer you would make if you were in the market in Little Holmby?

Step Inside Cherundolo s Storybook Cottage

The home’s fairytale charm was the first thing that caught my attention as I looked over its intricacies.I understand why Robb Report was right when they described it as delightful. Constructed in the early 1930s, the mansion appears more like it belongs in an old Hollywood film than it does on a street in contemporary Los Angeles.

When you enter, you’re entering an atmosphere rather than just seeing walls and floors. It has a cozy, lived-in vibe thanks to the polished dark hardwood floors, arched doors, and beveled windows. You and I could see ourselves entertaining guests in the living area, which has a fireplace and a wine bar nestled away in a corner, rather than merely flaunting it in a brochure.

The fact that this isn’t a sterile luxury listing is what interests me. There are peculiarities and subtleties that cause you to pause. Consider whether you could image yourself living here rather than just scrolling by when you look at the pictures.

Kitchen Goals and the Primary Suite

When looking at a house listing, if you’re like me, you most likely go right to the kitchen.This one has been remodeled with custom cabinetry, marble worktops, and a La Cornue range, as noted in the article by Mansion Globals. That’s serious cooking credibility, not just for show.

Picture yourself enjoying coffee in the morning when the sun peeks through the banquette corner at the breakfast nook. It’s for these little moments that you purchase a home.

The main suite upstairs has a walk-in closet, a balcony, and a bathroom with two sinks and a shower with glass walls, making it feel like a true haven. It is huge, according to Mansion Global, but what really caught my attention was the way it combines calm elegance with useful storage. Square footage is important, but so are the commonplace luxuries when spending $5 million.

In fact, it brought to mind how Nick and Vanessa Lachey added a chef-style setup to Naomi Osaka’s old L.A. house, which sold for $8 million.

Little Holmby and the $5M Question

Since neighborhood context is crucial, let’s now discuss where this house is located. Located close to Westwood, Little Holmby isn’t as ostentatious as Beverly Hills, but that’s part of its allure. You get streets lined with trees, houses created by architects, and a feeling of antiquity that is impossible to replicate in more recent communities.

The important math is as follows: Cherundolo paid roughly $4.295 million for this house in 2022. It is advertised for slightly under $5 million now. In just three years, that is a $700K increase. If you were a buyer, you would wonder if the market would support that.

The answer in Holmby is probably yes. Here, prices represent scarcity as much as square footage. Rarely do properties like this come up for sale.

I usually advise customers to look at more than simply price per square foot when making comparisons. Find out what this ZIP code’s lifestyle premium is. Because that premium is precisely what you’re paying for in communities like Holmby.

Similar agent tactics have been observed in the past; for example, when Rudy Giuliani listed his Upper East Side penthouse for $4.95 million, timing and storyline were just as important as the actual property.

The Realtors Behind the Listing

Every high-end sale has a plan, and this one is obvious. Shen Schulz and Enzo Ricciardelli of Sotheby’s International Realty are listing the house. If you are familiar with the luxury market in Los Angeles, you are aware that Sotheby’s offers more than simply MLS exposure; it also provides credibility and access to the proper kind of purchasers.

I see their names as an indication that this sale is geared toward lifestyle consumers rather than those looking for a deal. Consider professionals who value design heritage or families who desire a home in the European style with a garden.

You would want agents that know how to sell more than simply a house if you were Cherundolo. And that s exactly what they re doing here.

What do you think? Do you just look at the specifications, or would you pay more for a house with a narrative and history? Leave your comments below.

What This Home Represents for Cherundolo?

This portion, in my opinion, is what gives the listing its weight. This goes beyond a refurbished kitchen and four bedrooms. It tells the story of a man who moved to Los Angeles for a new chapter after living in Germany for 15 years, and is now starting over.

The Los Angeles Times was informed by Cherundolo, Everything is optimistic for the upcoming chapter and full of opportunities. That mindset shows up in this sale too. As a reader or prospective buyer, it serves as a reminder that homes are milestones rather than merely investments.

When someone like Cherundolo sells, I can’t help but think that he’s closing a chapter in his family’s history, not merely moving out of a house. 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 understand that not everyone likes to go through pages in search of the most important information. So allow me to explain it to 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 millionthe 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 onBuild Like Newthere 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.

Contents Table

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

  • Step Inside Cherundolo s Storybook Cottage

  • Kitchen Goals and the Primary Suite

  • Little Holmby and the $5M Question

  • The Realtors Behind the Listing

  • What This Home Represents for Cherundolo?

  • Quick Facts for Fast Readers

  • Why This Sale Matters Beyond the Walls

• Step Inside Cherundolo s Storybook Cottage

• Kitchen Goals and the Primary Suite

• Little Holmby and the $5M Question

• The Realtors Behind the Listing

• What This Home Represents for Cherundolo?

• Quick Facts for Fast Readers

• Why This Sale Matters Beyond the Walls