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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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  1. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  2. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  3. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  4. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  5. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  6. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
  7. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  8. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  9. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  10. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
  11. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    $159.95
  12. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    $159.95
  13. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    $159.95
  14. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    $159.95
  15. BOSTON MARON SUEDE SHOES

    BOSTON MARON SUEDE SHOES

    $159.95
  16. BOSTON TRUE NAVY SUEDE SHOES

    BOSTON TRUE NAVY SUEDE SHOES

    $159.95
  17. BRONX NAVY CANVAS SHOES

    BRONX NAVY CANVAS SHOES

    $99.95
  18. CODY MARON SUEDE SHOES

    CODY MARON SUEDE SHOES

    $159.95
  19. RYAN NAVY CANVAS LOAFERS

    RYAN NAVY CANVAS LOAFERS

    $99.95
  20. RAMSEY DARK BROWN LEATHER SANDALS

    RAMSEY DARK BROWN LEATHER SANDALS

    $149.95
  21. RAMSEY BLACK LEATHER SANDALS

    RAMSEY BLACK LEATHER SANDALS

    $149.95
  22. RAVEN BLACK LEATHER SANDALS

    RAVEN BLACK LEATHER SANDALS

    $159.95
  23. RAVEN DARK BROWN LEATHER SANDALS

    RAVEN DARK BROWN LEATHER SANDALS

    $159.95
  24. REIGN BLACK LEATHER SANDALS

    REIGN BLACK LEATHER SANDALS

    $149.95
  25. REIGN DARK BROWN LEATHER SANDALS

    REIGN DARK BROWN LEATHER SANDALS

    $149.95
  26. ROWDY BLACK LEATHER SANDALS

    ROWDY BLACK LEATHER SANDALS

    $149.95
  27. ROWDY DARK BROWN LEATHER SANDALS

    ROWDY DARK BROWN LEATHER SANDALS

    $149.95
  28. RIVER BLACK LEATHER SANDALS

    RIVER BLACK LEATHER SANDALS

    $149.95
  29. RIVER DARK BROWN LEATHER SANDALS

    RIVER DARK BROWN LEATHER SANDALS

    $149.95
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