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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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57 Items

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  1. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  2. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  3. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  4. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  5. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
  6. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
  7. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  8. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  9. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  10. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  11. THEO BLACK LEATHER

    THEO BLACK LEATHER

    $119.95
  12. OSBORNE BLACK LEATHER SHOES

    OSBORNE BLACK LEATHER SHOES

    $179.95
  13. SAUL BLACK LEATHER SHOES

    SAUL BLACK LEATHER SHOES

    $159.95
  14. ROCKET BLACK LEATHER SHOES

    ROCKET BLACK LEATHER SHOES

    $149.95
  15. JAGGER BLACK LEATHER SHOES

    JAGGER BLACK LEATHER SHOES

    $119.95
  16. JAKE BLACK LEATHER SHOES

    JAKE BLACK LEATHER SHOES

    $119.95
  17. Men's brown derby brogue shoes on side view - Edward by Windsor Smith

    EDWARD COGNAC SHOES

    $199.95
  18. Men's black lace-up dress shoe for grooms and groomsmen.

    HARRY BLACK LEATHER SHOES

    $189.95
  19. Men's Tan Cognac Dress Shoes - side view. Windsor Smith

    HARRY COGNAC LEATHER SHOES

    $189.95
  20. DEREK BLACK LEATHER SHOES

    DEREK BLACK LEATHER SHOES

    $189.95
  21. DEREK CAMEL LEATHER SHOES

    DEREK CAMEL LEATHER SHOES

    $189.95
  22. LUCA BLACK LEATHER SHOES

    LUCA BLACK LEATHER SHOES

    $169.95
  23. NOAH BLACK LEATHER SHOES

    NOAH BLACK LEATHER SHOES

    $169.95
  24. NOAH BROWN LEATHER SHOES

    NOAH BROWN LEATHER SHOES

    $169.95
  25. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    $159.95
  26. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    $159.95
  27. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    $159.95
  28. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    $159.95
  29. WILL KHAKI LEATHER SHOES

    WILL KHAKI LEATHER SHOES

    $199.95
  30. BOSTON MARON SUEDE SHOES

    BOSTON MARON SUEDE SHOES

    $159.95
  31. BOSTON TRUE NAVY SUEDE SHOES

    BOSTON TRUE NAVY SUEDE SHOES

    $159.95
  32. BRONX NAVY CANVAS SHOES

    BRONX NAVY CANVAS SHOES

    $99.95
  33. CODY MARON SUEDE SHOES

    CODY MARON SUEDE SHOES

    $159.95
  34. WILL BLUE LEATHER SHOES

    WILL BLUE LEATHER SHOES

    $199.95
  35. TATE KHAKI LEATHER SHOES

    TATE KHAKI LEATHER SHOES

    $199.95
  36. TATE BLUE LEATHER SHOES

    TATE BLUE LEATHER SHOES

    $199.95
  37. CEDRIC NAVY CANVAS SHOES

    CEDRIC NAVY CANVAS SHOES

    $199.95
  38. CEDRIC KHAKI CANVAS SHOES

    CEDRIC KHAKI CANVAS SHOES

    $199.95
  39. HENDRIK TAN LEATHER SHOES

    HENDRIK TAN LEATHER SHOES

    $189.95
  40. HENDRIK KHAKI LEATHER SHOES

    HENDRIK KHAKI LEATHER SHOES

    $189.95
  41. WASSP NAVY SUEDE LOAFERS

    WASSP NAVY SUEDE LOAFERS

    $189.95
  42. WASSP TOBACCO SUEDE LOAFERS

    WASSP TOBACCO SUEDE LOAFERS

    $189.95
  43. 369 NAVY LEATHER LOAFERS

    369 NAVY LEATHER LOAFERS

    $179.95
  44. 369 TAUPE LEATHER LOAFERS

    369 TAUPE LEATHER LOAFERS

    $179.95
  45. 369 BROWN LEATHER LOAFERS

    369 BROWN LEATHER LOAFERS

    $179.95
  46. CARTER TAN LEATHER SHOES

    CARTER TAN LEATHER SHOES

    $199.95
  47. ART157 BLACK LEATHER SHOES

    ART157 BLACK LEATHER SHOES

    $189.95
  48. ART157 GREY LEATHER SHOES

    ART157 GREY LEATHER SHOES

    $189.95
  49. ART157 TAN LEATHER SHOES

    ART157 TAN LEATHER SHOES

    $189.95
  50. ROCCO NAVY SUEDE LOAFERS

    ROCCO NAVY SUEDE LOAFERS

    $149.95
  51. ROCCO STEEL SUEDE LOAFERS

    ROCCO STEEL SUEDE LOAFERS

    $149.95
  52. SCOTT NAVY SUEDE SHOES

    SCOTT NAVY SUEDE SHOES

    $119.95
  53. SCOTT FAWN SUEDE SHOES

    SCOTT FAWN SUEDE SHOES

    $119.95
  54. STANLEY BLACK CANVAS SHOES

    STANLEY BLACK CANVAS SHOES

    $89.95
  55. STANLEY ASH CANVAS SHOES

    STANLEY ASH CANVAS SHOES

    $89.95
  56. STANLEY NATURAL CANVAS SHOES

    STANLEY NATURAL CANVAS SHOES

    $89.95
  57. RYAN NAVY CANVAS LOAFERS

    RYAN NAVY CANVAS LOAFERS

    $99.95
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