Sunday, October 18, 2026

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WestportNow Teardown of the Day: 7 Whippoorwill Lane

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An application for a permit to demolish the house at Westport’s 7 Whippoorwill Lane, off Cross Highway, is in process. Built in 1956, the one-story ranch has 1.392 square feet and is situated on a 1.01-acre property. Pictured is owner Lorraine De Carlo who lived in the house for about 30 years. “It’‘s one of the oldest houses left on this street,” she said. “It was built by my former husband’s father, John Giglio, in the 1950s.”  She said because the property goes all the way back to Woody Lane, the builder of the replacement house plans to make the driveway entrance on that street so it will have a Woody Lane address. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

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