Some of Westport’s greatest concentrations of mid-20th century houses can be found in the eastern end of town, near the Southport line.
“Then & Now” curator and pre-demolition archivist Dave Matlow returned there recently, to document 4 more examples of new construction replacing teardowns. The images are part of a project he worked on from 2004 to 2020.
A reminder: This is a community blog. Our neighbors live here. Some built those new structures; others are the second (or beyond) owners.
If you comment, please be kind. Taste is subjective. Wherever we live, everyone has loves their home.
One home on Woodhill Road, February 2019 …
… and August 2026.
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A second home on Woodhill Road, October 2011 …
,,, and August 2026.
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Elizabeth Drive, September 2007 …
… and September 2026.
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Westfair Drive, October 2015 …
… and Westfair Drive, August 2026. (All photos/Dave Matlow)
(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)
