Allen Edmonds Windsor Derby Leather

Our take on the Allen Edmonds Windsor Derby Leather

The Allen Edmonds Windsor is a men's plain-toe derby in premium leather with a leather lining and a double-layer vegetable-tanned leather sole. It is a dress shoe built for stability, and the sole can be resoled and the shoe recrafted by Allen Edmonds. The best new price is $450 at Nordstrom as of November 4, 2026, and only one store lists it new, so there is little price competition to shop around for.

Allen Edmonds Windsor Derby Leather prices at every store

Allen Edmonds Windsor Derby Leather price history

Lowest price we've seen: $269.00 on Nov 4 at Allen Edmonds. Tracked across 6 stores since Nov 4.

Questions and answers

Is the Windsor derby worth $450?

If you want a resoleable leather dress shoe you will wear for years, yes. At $450 from a single store, you are paying for construction and recrafting rather than a discount.

How does the Windsor compare with the Park Avenue?

The Park Avenue is a closed-lacing oxford with a cap toe, so it is more formal. The Windsor is an open-lacing plain-toe derby, which is slightly less dressy and easier to get on.

Can the sole be replaced?

Yes. The vegetable-tanned leather sole is resolable, and Allen Edmonds can recraft the shoe. That extends its life well beyond a cemented sole.

How should I care for the leather sole?

Keep the shoe dry, avoid heavy rain, and let it rest a day between wears. Use shoe trees and polish the upper regularly; a cobbler can add a thin protective sole if you walk outdoors a lot.

Does it fit true to size?

Most buyers take their usual dress-shoe size, but the fit runs somewhat narrow. Try it on with the socks you plan to wear, or size up in width if you have a wide foot.

When is the best time to buy?

Allen Edmonds and department stores discount most around seasonal sales and the holidays. As of November 4, 2026, the only new listing is $450 at Nordstrom.

Where is the Allen Edmonds Windsor Derby Leather cheapest?

At Nordstrom, for $450.00, as of our latest check.

What do buyers say about the Allen Edmonds Windsor Derby Leather?

Rated 4.3 out of 5 from 185 ratings.

Where can I buy the Allen Edmonds Windsor Derby Leather?

6 stores we checked sell it, including Nordstrom, Allen Edmonds, Bloomingdale's, Editorialist, Lyst.

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