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Welcome to the Windsorsmith Men's Shoes and Boots Collection. Explore our classic and timeless range of premium leather shoes, including black men's leather shoes, men's leather boots and leather slides. From dress shoes to Chelsea boots, Derby shoes to Oxford lace-up shoes, we offer a variety of styles to suit every occasion. Embrace sophistication with our selection of brown shoes and tan shoes, perfect for any occasion. Complete your ensemble with our smart casual sneakers, canvas slip-ons and loafers. Upgrade your footwear game with Windsorsmith.

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  1. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    $179.95
  2. KAISON BLACK SHOES

    KAISON BLACK SHOES

    $179.95
  3. KAISON TOBACCO LEATHER SHOES

    KAISON TOBACCO LEATHER SHOES

    $179.95
  4. KADEN BLACK SHOES

    KADEN BLACK SHOES

    $179.95
  5. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    $179.95
  6. ALDER BLACK LEATHER SHOES

    ALDER BLACK LEATHER SHOES

    $159.95
  7. ALDER T.MORRO LEATHER SHOES

    ALDER T.MORRO LEATHER SHOES

    $169.95
  8. ALDER BROWN LEATHER SHOES

    ALDER BROWN LEATHER SHOES

    $169.95
  9. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    $169.95
  10. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    $169.95
  11. ASH BLACK LEATHER SHOES

    ASH BLACK LEATHER SHOES

    $159.95
  12. ASH T.MORRO LEATHER SHOES

    ASH T.MORRO LEATHER SHOES

    $169.95
  13. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  14. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  15. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  16. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  17. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  18. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
  19. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  20. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  21. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  22. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
  23. NOAH BLACK LEATHER SHOES

    NOAH BLACK LEATHER SHOES

    $169.95
  24. NOAH BROWN LEATHER SHOES

    NOAH BROWN LEATHER SHOES

    $169.95
  25. THEO BLACK LEATHER SHOES

    THEO BLACK LEATHER SHOES

    $119.95
  26. SAUL BLACK LEATHER SHOES

    SAUL BLACK LEATHER SHOES

    $159.95
  27. WASSP NAVY SUEDE LOAFERS

    WASSP NAVY SUEDE LOAFERS

    $189.95
  28. WASSP TOBACCO SUEDE LOAFERS

    WASSP TOBACCO SUEDE LOAFERS

    $189.95
  29. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    $179.95
  30. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    $179.95
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