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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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60 Items

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  1. BRONSON WHEAT SUEDE SHOES

    BRONSON WHEAT SUEDE SHOES

    $159.95
  2. GRAYSON DARK STONE SUEDE BOOTS

    GRAYSON DARK STONE SUEDE BOOTS

    $199.95
  3. GRAYSON BLACK OIL SUEDE BOOTS

    GRAYSON BLACK OIL SUEDE BOOTS

    $199.95
  4. GRAYSON BROWN OIL SUEDE BOOTS

    GRAYSON BROWN OIL SUEDE BOOTS

    $199.95
  5. WILLEM MARRON LEATHER BOOTS

    WILLEM MARRON LEATHER BOOTS

    $219.95
  6. WILLEM BROWN OIL SUEDE BOOTS

    WILLEM BROWN OIL SUEDE BOOTS

    $219.95
  7. WILLEM BLACK LEATHER BOOTS

    WILLEM BLACK LEATHER BOOTS

    $219.95
  8. GARNER BLACK OIL SUEDE BOOTS

    GARNER BLACK OIL SUEDE BOOTS

    $199.95
  9. GARNER BROWN OIL SUEDE BOOTS

    GARNER BROWN OIL SUEDE BOOTS

    $199.95
  10. GARNER DARK STONE SUEDE BOOTS

    GARNER DARK STONE SUEDE BOOTS

    $199.95
  11. WALKER MARRON LEATHER BOOTS

    WALKER MARRON LEATHER BOOTS

    $219.95
  12. WALKER BROWN OIL SUEDE BOOTS

    WALKER BROWN OIL SUEDE BOOTS

    $219.95
  13. WALKER BLACK LEATHER CHELSEA BOOTS

    WALKER BLACK LEATHER CHELSEA BOOTS

    $219.95
  14. EDWIN TOBACCO SUEDE SNEAKERS

    EDWIN TOBACCO SUEDE SNEAKERS

    $179.95
  15. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    $179.95
  16. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    $179.95
  17. REY TEAK SUEDE SANDALS

    REY TEAK SUEDE SANDALS

    $149.95
  18. JACE TAUPE SUEDE BOOTS

    JACE TAUPE SUEDE BOOTS

    $199.95
  19. JACE BLACK LEATHER BOOTS

    JACE BLACK LEATHER BOOTS

    $199.95
  20. JACE TAN WASHED SUEDE BOOTS

    JACE TAN WASHED SUEDE BOOTS

    $199.95
  21. JACE TOBACCO LEATHER BOOTS

    JACE TOBACCO LEATHER BOOTS

    $199.95
  22. JENSEN TAUPE SUEDE BOOTS

    JENSEN TAUPE SUEDE BOOTS

    $199.95
  23. JENSEN BLACK LEATHER BOOTS

    JENSEN BLACK LEATHER BOOTS

    $199.95
  24. JENSEN TOBACCO LEATHER BOOTS

    JENSEN TOBACCO LEATHER BOOTS

    $199.95
  25. JULIUS BLACK LEATHER BOOTS

    JULIUS BLACK LEATHER BOOTS

    $199.95
  26. JULIUS TOBACCO LEATHER BOOTS

    JULIUS TOBACCO LEATHER BOOTS

    $199.95
  27. AUSTIN T.MORRO LEATHER BOOTS

    AUSTIN T.MORRO LEATHER BOOTS

    $199.95
  28. AUSTIN BLACK LEATHER BOOTS

    AUSTIN BLACK LEATHER BOOTS

    $199.95
  29. FABIAN BLACK LEATHER BOOTS

    FABIAN BLACK LEATHER BOOTS

    $199.95
  30. FABIAN BROWN LEATHER BOOTS

    FABIAN BROWN LEATHER BOOTS

    $199.95
  31. BEAU DARK BROWN LEATHER BOOTS

    BEAU DARK BROWN LEATHER BOOTS

    $199.95
  32. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

    $199.95
  33. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    $199.95
  34. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    $199.95
  35. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    $199.95
  36. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

    $199.95
  37. ABEL BLACK LEATHER BOOTS

    ABEL BLACK LEATHER BOOTS

    $199.95
  38. ABEL DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

    $199.95
  39. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    $199.95
  40. ARLO BLACK LEATHER BOOTS

    ARLO BLACK LEATHER BOOTS

    $199.95
  41. ARLO DARK BROWN LEATHER BOOTS

    ARLO DARK BROWN LEATHER BOOTS

    $199.95
  42. ARLO TAN LEATHER BOOTS

    ARLO TAN LEATHER BOOTS

    $199.95
  43. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

    $159.95
  44. GIO T.MORRO LEATHER SHOES

    GIO T.MORRO LEATHER SHOES

    $169.95
  45. GIO BROWN LEATHER SHOES

    GIO BROWN LEATHER SHOES

    $169.95
  46. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

    $169.95
  47. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    $179.95
  48. KAISON BLACK SHOES

    KAISON BLACK SHOES

    $179.95
  49. KAISON TOBACCO LEATHER SHOES

    KAISON TOBACCO LEATHER SHOES

    $179.95
  50. KADEN BLACK SHOES

    KADEN BLACK SHOES

    $179.95
  51. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    $179.95
  52. ALDER BLACK LEATHER SHOES

    ALDER BLACK LEATHER SHOES

    $159.95
  53. ALDER T.MORRO LEATHER SHOES

    ALDER T.MORRO LEATHER SHOES

    $169.95
  54. ALDER BROWN LEATHER SHOES

    ALDER BROWN LEATHER SHOES

    $169.95
  55. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    $169.95
  56. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    $169.95
  57. ASH BLACK LEATHER SHOES

    ASH BLACK LEATHER SHOES

    $159.95
  58. ASH T.MORRO LEATHER SHOES

    ASH T.MORRO LEATHER SHOES

    $169.95
  59. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  60. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
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