Tag Archives: Dave Matlow

Then & Now: #31

Posted on September 21, 2026 | 3 comments

Every week, “Then & Now” curator and pre-demolition archivist Dave Matlow provides images of now-demolished homes, and the structures that replace them.

They’re 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.

Wakenor Road, December 2017 …

,,, and September 2026.

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Woodcock Lane, October 2013 …

… and September 2026.

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Turtleback Lane, October 2013 …

 

… and September 2026.

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Tupelo Road, April 2005 …

… and September 2026.

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

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Posted in Looking back, Real estate

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“Then & Now”: #30

Posted on September 14, 2026 | 5 comments

Week #30 of our series brings 4 more examples of a variety of architectural styles that have met the wrecking ball — and the style that supplants them.

“Then & Now” curator and pre-demolition archivist Dave Matlow provides these images. They’re 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.

Wedgewood Road, September 2012 …

… and September 2026.

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Valley Road, March 2010 …

… and September 2026.

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Wakenor Road, June 2020 …

… and September 2026.

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Wake Robin Road, February 2014 …

… and September 2026.

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

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Posted in Looking back, Real estate

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“Then & Now”: #23

Posted on July 27, 2026 | 13 comments

Last week’s feature on torn-down older homes — and the new ones that replace them — highlighted North Bulkley Avenue.

This week, Dave Matlow — the series curator, and a pre-demolition archivist between 2004 and 2020 — takes us up and down Old Road.

That’s the equally historic (and “old,” for sure) street that intersects Bulkley North halfway down. Old Road begins on Maple Avenue North.

A reminder: “Then & Now” highlights homes of yesterday and today. Our neighbors live in houses old and new. 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.

January 2019 …

… and July 2026.

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March 2015 …

 

… and July 2026.

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February 2018 …

… and July 2026.

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November 2012 …

 

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

 

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Then & Now: #21

Posted on July 13, 2026 | 12 comments

We enter our 6th month documenting the changing streetscape of Westport.

As the teardowns — and new construction — keep coming,”06880″ photographer Dave Matlow documents it all.

Brookside Drive, March 2019 …

… and July 2026.

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Clinton Avenue, March 2014 …

… and July 2026.

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Twin Falls Lane, August 2007 …

… and July 2026.

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Northgate, October 2020 …

… and July 2026.

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

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“Then & Now”: #14

Posted on May 25, 2026 | 11 comments

Most of Dave Matlow’s “before” photos, in this continuing series — showing homes in their pre-teardown state — are of those that were in good condition.

Ttoday’s images show 2 that were not.

Here is the latest collection of houses that no longer exist, and what replaced them.

Mortar Rock Road, June 2018 …

… and May 2026.

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Gault Park Drive, March 2008 …

… and May 2026.

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Gorham Avenue, March 2007 …

… and May 2026.

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Mansfield Place, May 2007 …

… and May 2026.

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

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“Then & Now”: #10

Posted on April 27, 2026 | 4 comments

This week’s edition of yesterday and today — Dave Matlow’s photos of Westport homes pre-teardown, and their replacements — continues in the North Avenue/ Long Lots Road neighborhood.

Plunkett Place, March 2005 …

… and April 2026,

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Burr Farms Road, January 2020 …

… and April 2026.

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Adams Farm Road, September 2006 …

… and April 2026.

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Fresenius Road, August 2018 …

… and April 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.)

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“Then & Now”: #9

Posted on April 20, 2026 | 3 comments

Several side streets on a small stretch off North Avenue have seen big changes in the past 2 decades.

Today’s edition of “Then & Now” — photographer Dave Matlow’s series of teardowns, and the homes that replaced them — concentrates on those roads, a few yards from Bedford Middle School.

Melon Patch Lane, March 2015 …

… and April 2026.

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Peach Lot Place, October 2012 …

… and April 2026.

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Pleasant Valley Lane, June 2006 …

… and April 2026.

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Reimer Road, January 2010 …

… 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.)

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“Then & Now”: Part 5

Posted on March 23, 2026 | 12 comments

Dave Matlow’s series of photos of demolished homes — and their replacements — continue today, north of Main Street.

Here are 4 more, from his archives and today.

Fillow Street, September 2020 …

… and March 2026.

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Oak Street, April 2015 …

… and March 2026.

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Woods Grove, May 2005 …

… and March 2026.

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Richmondville Avenue, November 2006 …

… and March 2026.

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

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Homes Of “06880”: Then & Now, Part 2

Posted on March 2, 2026 | 10 comments

Readers reacted quickly to last week’s initial installment of “06880”‘s new series: “Homes of ‘06880’: Then & Now.”

They appreciated seeing photographer Dave Matlow’s archival images of homes he photographed for WestportNow’s “Teardown of the Day” — juxtaposed with their current-day replacements.

Dave is taking new shots, from the same distance and angle. Here are 4 more houses that are now gone, along with the new ones.

Darbrook Road, March 2005 …

… and February 2026.

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Deerwood Road, September 2020 …

… and February 2026.

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Burnham Hill, July 2011 …

… and February 2026.

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Blue Ribbon Drive, July 2011 …

… and February 2026.

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

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Homes Of “06880”: Then And Now

Posted on February 24, 2026 | 15 comments

One of the most popular features on the old WestportNow.com site was “Teardown of the Day.”

For nearly 2 decades local photographer Dave Matlow snapped images of area homes, just before they were knocked down.

He meticulously archived them.

Now he’s taken the project one step further.

Dave is photographing their replacements — from the same distance and angle.

Taken together, they show the changing face of Westport: the types of architecture we’ve lost, and what’s replaced them.

“Homes of ‘06880’: Then and Now” will be a regular feature here.

Thanks, Dave, for your diligence in documenting Westport — then and now.

Juniper Road, November 2014 …

… and February 2026.

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Hillspoint Road, 2005 …

… and Hillspoint Road, February 2026.

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Caccamo Lane, January 2012 …

and February 2026

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Colonial Road, September 2012 …

… and February 2026.

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

15 Comments

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