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[ARTICLE · art-16633] src=nytimes.com pub= topic=artificial-intelligence verified=true sentiment=· neutral

I Tried to Sell My House with a Chatbot

A technology journalist gambled his family's life savings on an experiment to sell their Hudson Valley home using only artificial intelligence, bypassing human real estate agents entirely. The AI-generated listing language and communications were so convincing that a prospective buyer's agent called to confirm the seller was not a licensed Realtor. The five-day test pitted chatbots against the complex, high-stakes world of residential real estate.

read1 min publishedMay 28, 2026

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SKIP ADVERTISEMENT Over five frantic days, I gambled my family’s life savings on a hunch that A.I. could outperform a real estate agent.

I was sitting in my car when I got a phone call that was potentially worth more than half a million dollars. It was a real estate agent whose client was considering making an offer on my house. She wanted to clarify a few details, including: Had I really handled the whole listing privately? She couldn’t quite believe that I was an amateur.

“So — you’re not a Realtor?” she asked.

“No,” I said. “It’s the first house I’ve ever sold.”

“I’ve been in this job for, well, more than a day, and I was sure you were a Realtor,” she said. “Everything — the language you used, the organization, the emails.”

But none of that was me. It was all A.I.

A few days earlier, I had pressed go on an experiment involving my family’s single largest financial asset. Could I sell our home without a human real estate agent, relying almost entirely on a couple of chatbots?

As a technology journalist, I had watched artificial intelligence transform medicine, business and even warfare. But I didn’t know how it would function in the far more intricate world of Hudson Valley real estate.

“Can we really do that?” my wife asked. “We don’t know anything.”

“Just trust me” was the best I could come up with. “A.I. can handle it.”

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