AI-Powered Home Search Engine Gives Greenwich Shoppers an Edge

By Joelle Andersen

It’s not easy to buy a home in Greenwich. Tomo wants to fix that.

First, you have to understand what you want in a home, then you need to prioritize the home features that matter most to you and figure out whether you can check all the boxes within your budget. Then you have to find a realtor and prepare an offer you feel confident about.


With all the information to sort through on top of the complexity of the homebuying process, it’s no wonder why three out of four home buyers regret their decision. They feel like they spent too much or acted too quickly, and the reality is that a lot of people just don’t get the right place for them.

Stamford-based real estate company,, aims to change that. Co-founded by two former Zillow execs, Tomo started out by offering faster, more convenient mortgages. But they recently set their sights on building a breakthrough home search engine.

“We focused 100% on what a new home buyer might need, from when they’re finding a place to making an offer,” said Tomo CEO and New Canaan resident, Greg Schwartz.

Tomo’s new search engine leverages OpenAI’s ChatGPT to allow you to search for a home in the way they would speak to a friend, and then curates listings that match the parameters.

For example, you can highlight things that really matter to you, like a high-end kitchen or views of the water. You can even drop a little emoji if there’s something you’re really hoping for—like a saltwater pool or a roof deck 🙂

Joelle Andersen has worn many hats in her professional career, which included stints at companies such as Time Inc., CNN and Zillow. She loves real estate and is always looking for that perfect investment property. A self-proclaimed interior designer, she lives in a suburb of New York with her architect husband, two cats and four children.