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Welcome to the latest additions in Windsorsmith men's footwear collection. Explore our fresh collection of black leather boots, brown leather boots and tan leather boots, in a range of styles from timeless Chelsea boots, Derby boots and Chukka boots. Discover our range of casual shoes, dress shoes, black leather shoes, brown leather shoes, leather sandals, slides and suede shoes to enhance your style.

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  1. BEAU DARK BROWN LEATHER BOOTS

    BEAU DARK BROWN LEATHER BOOTS

    $199.95
  2. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

    $199.95
  3. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    $199.95
  4. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    $199.95
  5. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    $199.95
  6. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

    $199.95
  7. ABEL BLACK LEATHER BOOTS

    ABEL BLACK LEATHER BOOTS

    $199.95
  8. ABEL DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

    $199.95
  9. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    $199.95
  10. ARLO BLACK LEATHER BOOTS

    ARLO BLACK LEATHER BOOTS

    $199.95
  11. ARLO DARK BROWN LEATHER BOOTS

    ARLO DARK BROWN LEATHER BOOTS

    $199.95
  12. ARLO TAN LEATHER BOOTS

    ARLO TAN LEATHER BOOTS

    $199.95
  13. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

    $159.95
  14. GIO T.MORRO LEATHER SHOES

    GIO T.MORRO LEATHER SHOES

    $169.95
  15. GIO BROWN LEATHER SHOES

    GIO BROWN LEATHER SHOES

    $169.95
  16. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

    $169.95
  17. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    $179.95
  18. KAISON BLACK SHOES

    KAISON BLACK SHOES

    $179.95
  19. KAISON TOBACCO LEATHER SHOES

    KAISON TOBACCO LEATHER SHOES

    $179.95
  20. KADEN BLACK SHOES

    KADEN BLACK SHOES

    $179.95
  21. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    $179.95
  22. ALDER BLACK LEATHER SHOES

    ALDER BLACK LEATHER SHOES

    $159.95
  23. ALDER T.MORRO LEATHER SHOES

    ALDER T.MORRO LEATHER SHOES

    $169.95
  24. ALDER BROWN LEATHER SHOES

    ALDER BROWN LEATHER SHOES

    $169.95
  25. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    $169.95
  26. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    $169.95
  27. ASH BLACK LEATHER SHOES

    ASH BLACK LEATHER SHOES

    $159.95
  28. ASH T.MORRO LEATHER SHOES

    ASH T.MORRO LEATHER SHOES

    $169.95
  29. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  30. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
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