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E.T. Bedford’s Horse Track

The Bedfords — for a century one of Westport’s foremost families — have been in the news a lot this year.

Ruth Bedford — who died at 99 in June of 2014 — left $40 million to the Westport Family YMCA, Norwalk Hospital, and Foxcroft School in Virginia. That’s $40 million each.

And the Bedford estate — at 66 Beachside Avenue — is now slated for demolition. So is the family’s 2-story house at 225 Green’s Farms Road, opposite the Nyala Farms office complex.

Alert “06880” reader Neil Brickley has long been interested in the Bedfords. Growing up in Westport, he often heard of their wealth and generosity.

Neil is an engineer. He loves examining aerial photos of old Westport to figure out what went where — before, say, I-95 came through. Comments on “06880” about the Bedfords’ land-holdings piqued his interest.

He was particularly intrigued by this 1934 aerial shot, showing a horse track smack in the middle of Green’s Farms.

To get oriented: Green’s Farms Elementary School is in the upper right corner. At the upper left, Hillspoint Road runs into the Post Road (McDonald’s would be there today.) Center Street and Prospect Road meet Greens Farms Road at the bottom of the photo.

Neil found that the track encompasses over 10 acres.

However, he was thrown off by a photo in Woody Klein’s history of Westport. A caption of Edward T. Bedford — Ruth’s grandfather, and a director of Standard Oil, the founder of the Westport Y and namesake of Bedford Middle School — is shown riding his horse, Diplomat, over a track “on the spacious grounds of his home on Beachside Avenue.”

Edward T. Bedford

Neil saw no signs of the track on the aerial photos of Beachside. It’s hard to envision now — with I-95 in the way — but Bedford’s property extended northward, from Beachside Avenue to Nyala Farm and on into the West Parish area.

In fact, there’s a Bedford Drive off West Parish that could have been the south entrance to the track.

The track was called “Winfromere” — believed to be a reference to the term “win from here.” Today, Wynfromere Lane is just north of Bedford Drive.

Neil then found “taking maps” for the Sherwood Island Connector. To build it, they took the property that included the  Wynfromere horse track. The owner was indeed Frederick T. Bedford.

Neil was surprised to see enormous on/off cloverleaf entrances and exits proposed from Greens Farms Road — called “Shore Road” on the taking maps — to the connector. Bedford owned a large swath of land from the railroad tracks up to Hillandale Road. Neil surmises it went only that far because he had previously given the portion at the Post Road for the state police barracks (now Walgreens).

Neil noted the enormous amount of property owned by the Bedfords on Beachside Avenue too, as well as in the Morningside-Clapboard Hill area.

Now, about that story that E.T. Bedford also had a landing strip on his Beachside estate…

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