“Then & Now”: #27

Westway is a street off Greens Farms Road. (It’s also where former FBI director James Comey and his family lived, from 2010 to 2017.)

Though part of the oldest neighborhood in Westport, it’s not immune to the wrecking ball.

This week, “Then & Now” curator and pre-demolition archivist Dave Matlow offers 3 examples from Westway Road. The fourth is from nearby Woodhill Road. They’re part of the 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.

February 2014 …

… and August 2026.

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January 2006 …

… and August 2008.

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May 2018 …

… and August 2026. 

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Woodhill Road, January 2009 …

… and August 2026.

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5 responses to ““Then & Now”: #27

  1. Kitty Gravestty

    FYI: Westway is a public road that connects Greens Farms Road to Harbor Road at the Southport Harbor. Woodhill is private.

  2. the smaller homes would seem to keep the family closer together and interacting

    • and fighting over the toilet 🪠🪠

    • Michael Brunetti

      And just think of how very much closer they would be and how much more interacting there would be if they lived the way previous generations lived…in one room log cabins. Just think of it! Think of the savings on utility bills, furniture, home decor…what a wonderful world it would be.

  3. Westway Road has served as a heavily traveled Waze cut-through for years, with a steady flow of traffic throughout the day. Many out-of-town drivers treat it more like a racetrack than a residential street. It is far from a private road.

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