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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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59 Items

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  1. SAXON BROWN OIL SUEDE BOOTS

    SAXON BROWN OIL SUEDE BOOTS

    $169.95
  2. SAXON BLACK OIL SUEDE BOOTS

    SAXON BLACK OIL SUEDE BOOTS

    $169.95
  3. HUNTER BLACK LEATHER BOOTS

    HUNTER BLACK LEATHER BOOTS

    $229.95
  4. BEAU DARK BROWN LEATHER BOOTS

    BEAU DARK BROWN LEATHER BOOTS

    $199.95
  5. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

    $199.95
  6. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    $199.95
  7. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    $199.95
  8. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    $199.95
  9. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

    $199.95
  10. ABEL BLACK LEATHER BOOTS

    ABEL BLACK LEATHER BOOTS

    $199.95
  11. ABEL DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

    $199.95
  12. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    $199.95
  13. ARLO BLACK LEATHER BOOTS

    ARLO BLACK LEATHER BOOTS

    $199.95
  14. ARLO DARK BROWN LEATHER BOOTS

    ARLO DARK BROWN LEATHER BOOTS

    $199.95
  15. ARLO TAN LEATHER BOOTS

    ARLO TAN LEATHER BOOTS

    $199.95
  16. SEBASTIAN BLACK OIL SUEDE LEATHER BOOTS

    SEBASTIAN BLACK OIL SUEDE LEATHER BOOTS

    $169.95
  17. SEBASTIAN BROWN OIL SUEDE LEATHER BOOTS

    SEBASTIAN BROWN OIL SUEDE LEATHER BOOTS

    $169.95
  18. SEBASTIAN TAUPE OIL SUEDE LEATHER BOOTS

    SEBASTIAN TAUPE OIL SUEDE LEATHER BOOTS

    $169.95
  19. STEPHAN DARK BROWN LEATHER BOOTS

    STEPHAN DARK BROWN LEATHER BOOTS

    $199.95
  20. STEPHAN BLACK LEATHER BOOTS

    STEPHAN BLACK LEATHER BOOTS

    $199.95
  21. STEPHAN TAN LEATHER BOOTS

    STEPHAN TAN LEATHER BOOTS

    $199.95
  22. SERGIO BLACK LEATHER BOOTS

    SERGIO BLACK LEATHER BOOTS

    $199.95
  23. SERGIO DARK BROWN LEATHER BOOTS

    SERGIO DARK BROWN LEATHER BOOTS

    $199.95
  24. SERGIO TAN LEATHER BOOTS

    SERGIO TAN LEATHER BOOTS

    $199.95
  25. NIALL BLACK LEATHER BOOTS

    NIALL BLACK LEATHER BOOTS

    $199.95
  26. NIALL BROWN LEATHER BOOTS

    NIALL BROWN LEATHER BOOTS

    $199.95
  27. ORION BLACK LEATHER BOOTS

    ORION BLACK LEATHER BOOTS

    $249.95
  28. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

    $199.95
  29. DANIELE BLACK/NATURAL LEATHER BOOTS

    DANIELE BLACK/NATURAL LEATHER BOOTS

    $199.95
  30. DANIELE DARK BROWN LEATHER BOOTS

    DANIELE DARK BROWN LEATHER BOOTS

    $219.95
  31. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  32. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  33. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  34. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  35. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  36. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
  37. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  38. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  39. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  40. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
  41. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    $159.95
  42. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    $159.95
  43. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    $159.95
  44. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    $159.95
  45. BOSTON MARON SUEDE SHOES

    BOSTON MARON SUEDE SHOES

    $159.95
  46. BOSTON TRUE NAVY SUEDE SHOES

    BOSTON TRUE NAVY SUEDE SHOES

    $159.95
  47. BRONX NAVY CANVAS SHOES

    BRONX NAVY CANVAS SHOES

    $99.95
  48. CODY MARON SUEDE SHOES

    CODY MARON SUEDE SHOES

    $159.95
  49. RYAN NAVY CANVAS LOAFERS

    RYAN NAVY CANVAS LOAFERS

    $99.95
  50. RAMSEY DARK BROWN LEATHER SANDALS

    RAMSEY DARK BROWN LEATHER SANDALS

    $149.95
  51. RAMSEY BLACK LEATHER SANDALS

    RAMSEY BLACK LEATHER SANDALS

    $149.95
  52. RAVEN BLACK LEATHER SANDALS

    RAVEN BLACK LEATHER SANDALS

    $159.95
  53. RAVEN DARK BROWN LEATHER SANDALS

    RAVEN DARK BROWN LEATHER SANDALS

    $159.95
  54. REIGN BLACK LEATHER SANDALS

    REIGN BLACK LEATHER SANDALS

    $149.95
  55. REIGN DARK BROWN LEATHER SANDALS

    REIGN DARK BROWN LEATHER SANDALS

    $149.95
  56. ROWDY BLACK LEATHER SANDALS

    ROWDY BLACK LEATHER SANDALS

    $149.95
  57. ROWDY DARK BROWN LEATHER SANDALS

    ROWDY DARK BROWN LEATHER SANDALS

    $149.95
  58. RIVER BLACK LEATHER SANDALS

    RIVER BLACK LEATHER SANDALS

    $149.95
  59. RIVER DARK BROWN LEATHER SANDALS

    RIVER DARK BROWN LEATHER SANDALS

    $149.95
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