Sunday, October 18, 2026

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Teardowns

WestportNow Teardown of the Day: 14 Covlee Drive

14 Covlee Drive, Westport, CT 06880
Westport building officials received an application for a permit to demolish the home at 14 Covlee Drive near Saugatuck Shores. The one-story ranch house, constructed in 1952, has 1,634 square feet and is located on a 0.31-acre property. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 21-23 Sylvan Road North

21-23 Sylvan Road North, Westport, CT 06880
An application for a permit to demolish the house and other structures at 21-23 Sylvan Road North has been filed with the Building Department. Known as the Brosnahan-Bernhard Estate, the 2¾-story colonial revival has 7,822 square feet, was built in 1921-1922, and is located on a 12.3-acre property. Because the house is older than 60 years and is on the list of the historic resource inventory, the application will be reviewed by the Historic District Commission. According to the HDC, the house was originally built for George C. Engel of New York City. In 1945, it was sold to the Bernhard family. The current owner is listed on the demolition application as Jane Bernhard et al trustees. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 57 Center St.

57 Center Street, Westport, CT 06880
Westport building officials received an application for a permit to demolish the home at 57 Center St. in the Greens Farms area. Built in 1900, the 1-3/4 story colonial-style clapboard house has 1,891 square feet and is located on a 0.55-acre property. The Historic District Commission must review the application because the house is more than 60 years old. The HDC can vote to delay demolition for 90 days. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 4 Bradley Lane

4 Bradley Lane, Westport CT
Westport building officials have received an application for a permit to demolish the house at 4 Bradley Lane off Sunrise Road in the Saugatuck area. Built in 1920, the house sits on a .18-acre property. It is part of the consolidation and redevelopment of properties located at 19 Indian Hill Road, 3 Bradley Lane and 85 Saugatuck Ave. to create a multi-family development including affordable housing. The Historic District Commission reviewed the application last week and voted not to delay the demolition. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 1 Red Coat Road

1 Red Coat Road, Westport, CT 06880
Westport building officials received an application for a permit to demolish the home at 1 Red Coat Road. The colonial-style,, 1900-home is located on a one-acre property and changed hands in March for $585,000. The Historic District Commission must review the application because the house is more than 60 years old. The HDC can vote to delay demolition for 90 days. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 3 Canning Lane

3 Canning Lane, Westport CT 06851
Westport building officials received an application for a permit to demolish the home at 3 Canning Lane off Turkey Hill Road South. The split-level house built in 1963 has 1,186 square feet and is located on a .51-acre property. It changed hands this month for $750,000. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com

WestportNow Teardown of the Day: 20 Woodside Ave.

10 Woodside Avenue, Westport CT 06880
An almost 200-year-old piece of Westport’s heritage is facing demolition. Westport building officials have received an application for a permit to demolish the home at 20 Woodside Ave. in the Old Hill area. Built in 1810, the 2,288-square-foot house is located on a .6-acre lot. The Historic District Commission must review the application because the house is more than 60 years old. The HDC can vote to delay demolition for 90 days. (CLICK TO ENLARGE) Dave Matlow for WestportNow.com