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Shoes

Welcome to Windsorsmith men's shoe collection. Explore classic leather dress shoes, casual leather and suede shoes, canvas shoes, boat shoes, smart casual sneakers and brogue shoes.Explore classic black leather shoes, brown leather shoes, featuring both Oxford and Derby designs. Crafted with expertise for quality and comfort, our men's leather shoes are the epitome of style. Whether you're in need of casual canvas slip-ons or smart casual sneakers, we have you covered.Experience quality and style with every step.

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62 Items

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  1. EDWIN TOBACCO SUEDE SNEAKERS

    EDWIN TOBACCO SUEDE SNEAKERS

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

    EDWIN BLACK SUEDE SNEAKERS

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

    EDWIN TAUPE SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  4. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

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

    GIO T.MORRO LEATHER SHOES

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

    GIO BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  7. KAISON BLACK SHOES

    KAISON BLACK SHOES

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

    KAISON TOBACCO LEATHER SHOES

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

    KADEN BLACK SHOES

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

    KADEN TOBACCO LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  11. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

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

    EMIL BROWN LEATHER LOAFERS

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

    ALDER BLACK LEATHER SHOES

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

    ALDER T.MORRO LEATHER SHOES

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

    ALDER BROWN LEATHER SHOES

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

    ASH BLACK LEATHER SHOES

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

    ASH T.MORRO LEATHER SHOES

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

    MAVERICK BLACK LEATHER SHOES

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

    MASSIMO BLACK LEATHER SHOES

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

    PEARSON BLACK LEATHER SHOES

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

    PITT BLACK PATENT SHOES

    Original Price $169.95 Special Price $118.97 30
  22. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  23. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  24. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    Original Price $129.95 Special Price $90.97 30
  25. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  26. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  27. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  28. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  29. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  30. THEO BLACK LEATHER SHOES

    THEO BLACK LEATHER SHOES

    Original Price $119.95 Special Price $83.97 30
  31. SAUL BLACK LEATHER SHOES

    SAUL BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  32. NOAH BLACK LEATHER SHOES

    NOAH BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  33. NOAH BROWN LEATHER SHOES

    NOAH BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  34. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  35. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  36. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  37. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  38. WILL KHAKI LEATHER SHOES

    WILL KHAKI LEATHER SHOES

    Original Price $199.95 Special Price $139.97 30
  39. BOSTON MARON SUEDE SHOES

    BOSTON MARON SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  40. BOSTON TRUE NAVY SUEDE SHOES

    BOSTON TRUE NAVY SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  41. BRONX NAVY CANVAS SHOES

    BRONX NAVY CANVAS SHOES

    Original Price $99.95 Special Price $69.97 30
  42. CODY MARON SUEDE SHOES

    CODY MARON SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  43. WILL BLUE LEATHER SHOES

    WILL BLUE LEATHER SHOES

    Original Price $199.95 Special Price $139.97 30
  44. TATE KHAKI LEATHER SHOES

    TATE KHAKI LEATHER SHOES

    Original Price $199.95 Special Price $139.97 30
  45. TATE BLUE LEATHER SHOES

    TATE BLUE LEATHER SHOES

    Original Price $199.95 Special Price $139.97 30
  46. HENDRIK TAN LEATHER SHOES

    HENDRIK TAN LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  47. HENDRIK KHAKI LEATHER SHOES

    HENDRIK KHAKI LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  48. WASSP NAVY SUEDE LOAFERS

    WASSP NAVY SUEDE LOAFERS

    Original Price $189.95 Special Price $132.97 30
  49. WASSP TOBACCO SUEDE LOAFERS

    WASSP TOBACCO SUEDE LOAFERS

    Original Price $189.95 Special Price $132.97 30
  50. 369 NAVY LEATHER LOAFERS

    369 NAVY LEATHER LOAFERS

    Original Price $179.95 Special Price $125.97 30
  51. 369 TAUPE LEATHER LOAFERS

    369 TAUPE LEATHER LOAFERS

    Original Price $179.95 Special Price $125.97 30
  52. 369 BROWN LEATHER LOAFERS

    369 BROWN LEATHER LOAFERS

    Original Price $179.95 Special Price $125.97 30
  53. CARTER TAN LEATHER SHOES

    CARTER TAN LEATHER SHOES

    Original Price $199.95 Special Price $139.97 30
  54. ART157 BLACK LEATHER SHOES

    ART157 BLACK LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  55. ART157 GREY LEATHER SHOES

    ART157 GREY LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  56. ART157 TAN LEATHER SHOES

    ART157 TAN LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  57. ROCCO NAVY SUEDE LOAFERS

    ROCCO NAVY SUEDE LOAFERS

    Original Price $149.95 Special Price $104.97 30
  58. ROCCO STEEL SUEDE LOAFERS

    ROCCO STEEL SUEDE LOAFERS

    Original Price $149.95 Special Price $104.97 30
  59. STANLEY BLACK CANVAS SHOES

    STANLEY BLACK CANVAS SHOES

    Original Price $89.95 Special Price $62.97 30
  60. STANLEY ASH CANVAS SHOES

    STANLEY ASH CANVAS SHOES

    Original Price $89.95 Special Price $62.97 30
  61. STANLEY NATURAL CANVAS SHOES

    STANLEY NATURAL CANVAS SHOES

    Original Price $89.95 Special Price $62.97 30
  62. RYAN NAVY CANVAS LOAFERS

    RYAN NAVY CANVAS LOAFERS

    Original Price $99.95 Special Price $69.97 30
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