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Welcome to the Windsorsmith Men's Shoes and Boots Collection. Explore our classic and timeless range of premium leather shoes, including black men's leather shoes, men's leather boots and leather slides. From dress shoes to Chelsea boots, Derby shoes to Oxford lace-up shoes, we offer a variety of styles to suit every occasion. Embrace sophistication with our selection of brown shoes and tan shoes, perfect for any occasion. Complete your ensemble with our smart casual sneakers, canvas slip-ons and loafers. Upgrade your footwear game with Windsorsmith.

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  1. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  2. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  3. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  4. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
  5. OSBORNE BLACK LEATHER SHOES

    OSBORNE BLACK LEATHER SHOES

    $179.95
  6. THEO BLACK LEATHER

    THEO BLACK LEATHER

    $119.95
  7. ROCKET BLACK LEATHER SHOES

    ROCKET BLACK LEATHER SHOES

    $149.95
  8. SAUL BLACK LEATHER SHOES

    SAUL BLACK LEATHER SHOES

    $159.95
  9. LUCA BLACK LEATHER SHOES

    LUCA BLACK LEATHER SHOES

    $169.95
  10. NOAH BLACK LEATHER SHOES

    NOAH BLACK LEATHER SHOES

    $169.95
  11. NOAH BROWN LEATHER SHOES

    NOAH BROWN LEATHER SHOES

    $169.95
  12. Men's black lace-up dress shoe for grooms and groomsmen.

    HARRY BLACK LEATHER SHOES

    $189.95
  13. Men's Tan Cognac Dress Shoes - side view. Windsor Smith

    HARRY COGNAC LEATHER SHOES

    $189.95
  14. Men's brown derby brogue shoes on side view - Edward by Windsor Smith

    EDWARD COGNAC SHOES

    $199.95
  15. DEREK BLACK LEATHER SHOES

    DEREK BLACK LEATHER SHOES

    $189.95
  16. DEREK CAMEL LEATHER SHOES

    DEREK CAMEL LEATHER SHOES

    $189.95
  17. JAGGER BLACK LEATHER SHOES

    JAGGER BLACK LEATHER SHOES

    $119.95
  18. JAKE BLACK LEATHER SHOES

    JAKE BLACK LEATHER SHOES

    $119.95
  19. WASSP NAVY SUEDE LOAFERS

    WASSP NAVY SUEDE LOAFERS

    $189.95
  20. WASSP TOBACCO SUEDE LOAFERS

    WASSP TOBACCO SUEDE LOAFERS

    $189.95
  21. URGE BLACK LEATHER BOOTS

    URGE BLACK LEATHER BOOTS

    $219.95
  22. URGE COGNAC LEATHER BOOTS

    URGE COGNAC LEATHER BOOTS

    $219.95
  23. TRECKKER TAN LEATHER BOOTS

    TRECKKER TAN LEATHER BOOTS

    $219.95
  24. TRECKKER GREY LEATHER BOOTS

    TRECKKER GREY LEATHER BOOTS

    $219.95
  25. WILL BLUE LEATHER SHOES

    WILL BLUE LEATHER SHOES

    $199.95
  26. WILL KHAKI LEATHER SHOES

    WILL KHAKI LEATHER SHOES

    $199.95
  27. BOSTON MARON SUEDE SHOES

    BOSTON MARON SUEDE SHOES

    $159.95
  28. BOSTON TRUE NAVY SUEDE SHOES

    BOSTON TRUE NAVY SUEDE SHOES

    $159.95
  29. BRONX NAVY CANVAS SHOES

    BRONX NAVY CANVAS SHOES

    $99.95
  30. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    $159.95
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