Conroy Wingtip Boot

in Cognac


Timeless style built for a lifetime of wear

The Conroy is a wingtip boot made from a handsome top-grain leather and finished with intricate brogue details. Slim proportions make it a great addition to any, whether it’s a tailored suit or a pair of your best denim.

Crosby Square has been a trusted name in premium footwear since 1932. Each shoe is artisan-crafted for superior comfort, durability, and classic good looks.


  • Uppers made from smooth top-grain leather
  • Full brogue details
  • Lace-up front with durable metal eyelets
  • Wingtip toe with medallion detail
  • Lined with soft leather throughout upper and insole
  • Goodyear welt construction is fully resoleable
  • Leather outsole capped with rubber for non-slip durability
  • Stacked leather heel
  • Handmade in Spain


  • Upper: Top-grain leather
  • Outsole: Leather with rubber
  • Lining: Leather
  • Construction: Goodyear welt


  • We recommend ordering one half size smaller than your regular size
  • Crosby Square shoes tend run about one half size large. We recommend ordering one half size smaller than your favorite running shoe. For example, if your best fitting sneaker or running shoe is size 12, order a size 11.5
  • It’s also important to note these boots will start out quite stiff, but as they age they will gradually mold to the shape of your feet, especially in the toe box, to become more form fitting over time

Final Sale

This item is not eligible for return or exchange

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