On Season 6, episode #225 of Boroughs and Burbs, we explore one of the most coveted segments of the market, waterfront living, with a side-by-side look at Long Island vs. coastal Connecticut. Joined by Maria Babaev and Tom Tripodi of Douglas Elliman, we break down the key differences in lifestyle, pricing, inventory, and buyer demand across both shorelines. From sandy beaches and Hamptons estates to Connecticut’s quieter harbors and commuter-friendly towns, our guests share where value is emerging and what today’s buyers are prioritizing. We also tackle insurance, flood zones, and long-term investment considerations. If you’re considering a move to the water, this episode offers a clear-eyed comparison to help you choose the right coast.

Ask this episode

“What did the council decide on item 42?” — answered with the speaker and the moment.

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