Sunday, October 18, 2026

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WestportNow Teardown of the Day: 14 Windy Hill Road

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An application for a permit to demolish the house at Westport’s 14 Windy Hill Road, off Roseville Road, is in process. Built in 1964, the one-story raised ranch has 1,432-square feet, is situated on a 1.16-acre property and, according to Town Assessor records, last changed ownership in June, 1997 for $400,000. Because the house was built more than 50 years ago, the application will be reviewed by the Westport Historic District Commission. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

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