There is no shortage of photos of now-demolished Westport ones — and the new ones that have replaced them.
Today, photographer Dave Matlow’s series takes us to 3 properties in the Old Hill neighborhood, and one off Compo Road South.

Old Hill Farms Road, October 2011 …

… and March 2026.
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Park Lane, June 2007 …

… and March 2026,
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Broadview Road, February 2010 …

… and March 2026.
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Partrick Road, April 2013 …

… and March 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.)

Was the first house pictured a historic house, or a newer build meant to look like one? If it was a historic house, demolishing it was a crime (figuratively speaking).
Five front peaks on the last one. These front loaded multi peaked homes look bloated and ridiculous.
Gotta agree Russell. I see IKEA and allen wrenches.
Westport isn’t New England, and certainly could never touch Medfield.
Well, at least since the new house now takes up a massive footprint compared to the demolished structure it should only take about 15 minutes to mow what little lawn they have left.
Thank you David. This is a very interesting series
I guess the question for folks is whether they want stricter land use regulations and protections for historic structures – even if it reduces the value of their own property. The answer for most people is “no.” In which case – don’t complain. It’s not “land use regs for thee but not for me.”
The other thing I’d say is there’s lots of great architecture – old and, yes, occasionally, new – in town. Can’t we highlight that? I’m sick of seeing cheap SIR McMansions everywhere IRL. Why also in cyberspace?
The picture of the last home from March 2026 is the ugliest home I have ever seen in my life!!!