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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. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

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

    ABEL BLACK LEATHER BOOTS

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

    ABEL DARK BROWN LEATHER BOOTS

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

    ABEL TAN LEATHER BOOTS

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

    ARLO BLACK LEATHER BOOTS

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

    ARLO DARK BROWN LEATHER BOOTS

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

    ARLO TAN LEATHER BOOTS

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

    GIO BLACK LEATHER SHOES

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

    GIO T.MORRO LEATHER SHOES

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

    GIO BROWN LEATHER SHOES

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

    KAISON BLACK SHOES

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

    KAISON TOBACCO LEATHER SHOES

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

    KADEN BLACK SHOES

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

    KADEN TOBACCO LEATHER SHOES

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

    ALDER BLACK LEATHER SHOES

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

    ALDER T.MORRO LEATHER SHOES

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

    ALDER BROWN LEATHER SHOES

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

    MASSIMO BLACK LEATHER SHOES

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

    MAVERICK BLACK LEATHER SHOES

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

    ASH BLACK LEATHER SHOES

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

    ASH T.MORRO LEATHER SHOES

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

    PEARSON BLACK LEATHER SHOES

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

    PITT BLACK PATENT SHOES

    Original Price $169.95 Special Price $118.97 30
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