“Then & Now”: #8

Today’s edition of Westport homes — teardowns, and their replacements, courtesy of photographer Dave Matlow’s archives and follow-up — takes us to the Compo and Old Mill Beach neighborhoods.

Those areas have seen more changes than many in town. Among them:

Sterling Drive, July 2011 …

… and April 2026.

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Sherwood Drive, August 2014 …

… and April 2026.

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Buena Vista Drive, December 2018 …

… and April 2026.

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Soundview Drive, March 2016 …

… and April 2026.

(“06880” regularly covers Westport real estate, history … and much more. If you enjoy features like this, please click here to support our work.)

3 responses to ““Then & Now”: #8

  1. Russell Gontar

    That new one on buena vista drive…mmm, that’s a real beauty. Are architects taught how to build these bloated, heinous, energy sucking eyesores, or are they just naturally talented?

  2. Michael Brunetti

    Uhmmm. I think we get it.

  3. Rosalie J wolf

    all these are fascinating and should be assembled in a book. In most recent set, and perhaps earlier ones, and based solely on the photos, it is not clear which is more attractive: older or newer versions of same property (!)…beauty is in the eye of the beholder

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