Developed on a 2.19-acre Hillsborough lot with sweeping views, the nearly 16,000-square-foot, six-bedroom home and guest house at 165 Woodridge Road hit the market priced at $35 million in June of last year, prior to the contemporary estate’s completion.

Reduced to $32 million in November and then to $27.8 million this past February, the “exquisite new haven…in the heart of Hillsborough” has just been listed anew for $23.5 million, a sale at which would be 33 percent below its original list price and expectations but would be “at asking” according to all industry stats, aggregate reports and “surging market” scores.

If you think you know the market for contemporary Hillsborough homes and estates, now’s the time to tell.

15 thoughts on “Massive New Hillsborough Spec Home Relisted for 33 Percent Less”
  1. Tech people like Burlingame / Hillsborough because they are the first (closest to SF) fancy suburbs of the Peninsula (sorry, Millbrae). You can raise your kids in a nice, safe setting and not have to haul up 101/280 for too long. Getting to Palo Alto or Cupertino is easy. It’s a good location. Burlingame if you’re an eng director or hit a small IPO, Hillsborough if you hit it really big or are C-Suite.

    This is a nice house. The problem with this place is that it is too big and has no yard. 16K feet is too much. An 8K square foot house with a sizable vegetable garden/greenhouse (everyone’s favorite flex these days), a yard, a pool, and a 1K sf ADU for $15M would have been a better plan in my opinion.

  2. This is an unserious listing targeting overseas buyers. The listing website is full of typos, nobody is reading it. Built as an “asset” to park money.

    1. Makes sense. I should have caught that. Any of these spec $20M+ houses on the Peninsula are probably that.

      1. I started a TL;DR on what I found wrong but figured I might as well scrap it for the above. Though I’ll keep that one little detail where there’s apparently two washing machines side by side, no dryer. Go figure.

  3. I guess it depends what you’re looking for in a house. Most people, I assume, would like to see their families once in a while. I agree, it’s a place to park money, not to live in.

  4. With so many of these houses I’m reminded of the old Wall Street saying: Bears make money and bulls make money, pigs make something else. (I cleaned it up for public consumption.)

  5. i like it. it’s generous without being cavernous. good if you have adult children who travel also. money parked doesn’t mean they can’t still work with that equity. and it’s one of those towns where local police look after their residents (instead of policing them, like newer developments). if someone wants to pay the property taxes to have a $20M pied-a-tier, let ’em.

  6. Artistically, it’s almost comically bland. The Marriott comment was on the money. But this is kind of sad. Zero warmth or character, just a lot of windows. For this budget, there are so, so many great architects who could deliver an amazing product. I could probably find a dozen houses in LA right now in the same price range that would make you go ‘wow’ and be jealous that you can’t live there. This is just, “uh, yeah, I like it, I could live there.” Maybe it would be fun to remodel it to give it character.

    1. i like white walls because they frame/display one’s art collection better. i like my wall art lively and colorful and beige walls (or whatever’s not white) reduce the pop of the art.

  7. They do get points for the body-contour reclining tile in the master shower. (assuming it fits one’s body)

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