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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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55 Items

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  1. WALKER BROWN OIL SUEDE BOOTS

    WALKER BROWN OIL SUEDE BOOTS

    Original Price $219.95 Special Price $153.97 30
  2. WALKER BLACK LEATHER CHELSEA BOOTS

    WALKER BLACK LEATHER CHELSEA BOOTS

    Original Price $219.95 Special Price $153.97 30
  3. WILLEM BLACK LEATHER BOOTS

    WILLEM BLACK LEATHER BOOTS

    Original Price $219.95 Special Price $153.97 30
  4. WILLEM BROWN OIL SUEDE BOOTS

    WILLEM BROWN OIL SUEDE BOOTS

    Original Price $219.95 Special Price $153.97 30
  5. GRAYSON BROWN OIL SUEDE BOOTS

    GRAYSON BROWN OIL SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  6. GRAYSON BLACK OIL SUEDE BOOTS

    GRAYSON BLACK OIL SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  7. GARNER BLACK OIL SUEDE BOOTS

    GARNER BLACK OIL SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  8. GARNER BROWN OIL SUEDE BOOTS

    GARNER BROWN OIL SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  9. EDWIN TOBACCO SUEDE SNEAKERS

    EDWIN TOBACCO SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  10. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  11. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  12. REY TEAK SUEDE SANDALS

    REY TEAK SUEDE SANDALS

    Original Price $149.95 Special Price $104.97 30
  13. JACE TAUPE SUEDE BOOTS

    JACE TAUPE SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  14. JACE BLACK LEATHER BOOTS

    JACE BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  15. JACE TAN WASHED SUEDE BOOTS

    JACE TAN WASHED SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  16. JACE TOBACCO LEATHER BOOTS

    JACE TOBACCO LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  17. JENSEN TAUPE SUEDE BOOTS

    JENSEN TAUPE SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  18. JENSEN BLACK LEATHER BOOTS

    JENSEN BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  19. JENSEN TOBACCO LEATHER BOOTS

    JENSEN TOBACCO LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  20. JULIUS BLACK LEATHER BOOTS

    JULIUS BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  21. JULIUS TOBACCO LEATHER BOOTS

    JULIUS TOBACCO LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  22. AUSTIN T.MORRO LEATHER BOOTS

    AUSTIN T.MORRO LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  23. AUSTIN BLACK LEATHER BOOTS

    AUSTIN BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  24. FABIAN BLACK LEATHER BOOTS

    FABIAN BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  25. FABIAN BROWN LEATHER BOOTS

    FABIAN BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  26. BEAU DARK BROWN LEATHER BOOTS

    BEAU DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  27. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  28. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  29. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  30. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  31. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  32. ABEL BLACK LEATHER BOOTS

    ABEL BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  33. ABEL DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  34. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  35. ARLO BLACK LEATHER BOOTS

    ARLO BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  36. ARLO DARK BROWN LEATHER BOOTS

    ARLO DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  37. ARLO TAN LEATHER BOOTS

    ARLO TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  38. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  39. GIO T.MORRO LEATHER SHOES

    GIO T.MORRO LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  40. GIO BROWN LEATHER SHOES

    GIO BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  41. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

    Original Price $169.95 Special Price $118.97 30
  42. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    Original Price $179.95 Special Price $125.97 30
  43. KAISON BLACK SHOES

    KAISON BLACK SHOES

    Original Price $179.95 Special Price $125.97 30
  44. KAISON TOBACCO LEATHER SHOES

    KAISON TOBACCO LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  45. KADEN BLACK SHOES

    KADEN BLACK SHOES

    Original Price $179.95 Special Price $125.97 30
  46. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  47. ALDER BLACK LEATHER SHOES

    ALDER BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  48. ALDER T.MORRO LEATHER SHOES

    ALDER T.MORRO LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  49. ALDER BROWN LEATHER SHOES

    ALDER BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  50. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  51. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  52. ASH BLACK LEATHER SHOES

    ASH BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  53. ASH T.MORRO LEATHER SHOES

    ASH T.MORRO LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  54. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    Original Price $129.95 Special Price $90.97 30
  55. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    Original Price $169.95 Special Price $118.97 30
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