In 2022, she bought a three-bedroom home in Williamsburg, Brooklyn, for $3.25 million, entirely on her own. AdvertisementOne of the bedrooms in Chestler's Williamsburg condo. Courtesy of Jessica ChestlerWhen you're buying a home with someone else, there's obviously a lot more to consider, especially if you're not married. AdvertisementThere's always that uncertainty: What if the person you're buying with doesn't like it or wants a different lifestyle? There's a certain trepidation — whether you're a woman or a man — when you're single and unsure about your future, which can make people hesitant to buy a home.

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Persons: Jessica Chestler, Chestler, Douglas Elliman, I've, It's, Ben Jacobs Organizations: National Association of Realtors, Michelin, bodega Locations: Williamsburg , Brooklyn, New York, Florida, Jessica Chestler New York, Williamsburg, Brooklyn, Manhattan, London