Sunday, October 18, 2026

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Teardowns

WestportNow Teardown of the Day: 15 Webb Road

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An application for a permit to demolish the house at Westport’s 15 Webb Road, off Whitney Street, is in process. Built in 1952, the one-story ranch has 1,407 square feet and is situated on a .40-acre property.  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

WestportNow Teardown of the Day: 11 Silver Brook Road

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An application for a permit to demolish the house at Westport’s 11 Silver Brook Road, off Easton Road, is in process. Built in 1958, the 1-1/2 story conventional has 2,532 square feet and is situated on a one-acre property.  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

WestportNow Teardown of the Day: 40 Bauer Place Ext.

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An application for a permit to demolish the house at Westport’s 40 Bauer Place Extension, off Old Road, is in process. Built in 1954, the 1-1/4 story cape has 1,357 square feet and is situated on a .30-acre property.  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

WestportNow Teardown of the Day: 43 Westfair Drive

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An application for a permit to demolish the house at Westport’s 43 Westfair Drive, off Post Road East, is in process. Built in 1953, the 1-1/2 story cape has 999 square feet, is situated on a .29-acre property and changed ownership last month at $465,000. 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

Going Down: 4 Keller Lane

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The house at Westport’s 4 Keller Lane, off Turkey Hill Road North, was demolished today. Built in 1954, the one-story ranch had 1,101 square feet, was situated on a .26-acre property and changed ownership in June for $462,500.  It was the WestportNow Teardown of the Day on May 23, 2012. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 4 Peach Lot Place

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An application for a permit to demolish the house at Westport’s 4 Peach Lot Place, off North Avenue, is in process. The property changed ownership last month for $945,000. Built in 1963, the one-story split has 1,722 square feet and is situated on a 1.01-acre property. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 10 Windy Hill Road

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An application for a permit to demolish the house at Westport’s 10 Windy Hill Road, off Roseville Road, is in process. Built in 1952, the two-story custom cape has 4,684 square feet and is situated on a one-acre cul-de-sac property.  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

WestportNow Teardown of the Day: 61 Old Road

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An application for a permit to demolish the house and detached garage at Westport’s 61 Old Road, off Maple Avenue North, is in process. Built in 1945, the one-story ranch has 714-square feet and the garage has 528-square feet. Both are on a .61-acre property which changed ownership last month for $550,000. 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

WestportNow Teardown of the Day: 8 Hunting Lane

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An application for a permit to demolish the house at Westport’s 8 Hunting Lane, off Bulkley Avenue North, is in process. Built in 1949, the 1-1/2-story cape has 1,183 square feet and is situated on a .25-acre property. 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

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