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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. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    $199.95
  2. ORION BLACK LEATHER BOOTS

    ORION BLACK LEATHER BOOTS

    $249.95
  3. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

    $199.95
  4. DANIELE BLACK/NATURAL SOLE BOOTS

    DANIELE BLACK/NATURAL SOLE BOOTS

    $199.95
  5. DANIELE DARK BROWN LEATHER BOOTS

    DANIELE DARK BROWN LEATHER BOOTS

    $219.95
  6. STEPHAN BLACK LEATHER BOOTS

    STEPHAN BLACK LEATHER BOOTS

    $199.95
  7. STEPHAN DARK BROWN LEATHER BOOTS

    STEPHAN DARK BROWN LEATHER BOOTS

    $199.95
  8. STEPHAN TAN LEATHER BOOTS

    STEPHAN TAN LEATHER BOOTS

    $199.95
  9. SERGIO BLACK LEATHER BOOTS

    SERGIO BLACK LEATHER BOOTS

    $199.95
  10. SERGIO DARK BROWN LEATHER BOOTS

    SERGIO DARK BROWN LEATHER BOOTS

    $199.95
  11. SERGIO TAN LEATHER BOOTS

    SERGIO TAN LEATHER BOOTS

    $199.95
  12. NIALL BLACK LEATHER BOOTS

    NIALL BLACK LEATHER BOOTS

    $199.95
  13. NIALL BROWN LEATHER BOOTS

    NIALL BROWN LEATHER BOOTS

    $199.95
  14. MATTEO BLACK LEATHER BOOTS

    MATTEO BLACK LEATHER BOOTS

    $199.95
  15. MATTEO BROWN LEATHER BOOTS

    MATTEO BROWN LEATHER BOOTS

    $199.95
  16. Men's Black wedding dress boot

    STOCKMAN BLACK LEATHER BOOTS

    $229.95
  17. Men's Brown Dress Boot Wedding Groomsmen

    STOCKMAN T.MORRO LEATHER BOOTS

    $229.95
  18. FEVERR BLACK LEATHER BOOTS

    FEVERR BLACK LEATHER BOOTS

    $229.95
  19. FEVERR COGNAC LEATHER BOOTS

    FEVERR COGNAC LEATHER BOOTS

    $229.95
  20. AIDAN BLACK LEATHER BOOTS

    AIDAN BLACK LEATHER BOOTS

    $229.95
  21. AIDAN DARK BROWN LEATHER BOOTS

    AIDAN DARK BROWN LEATHER BOOTS

    $229.95
  22. JUSTIN COGNAC LEATHER BOOTS

    JUSTIN COGNAC LEATHER BOOTS

    $229.95
  23. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

    $159.95
  24. GIO T.MORRO LEATHER SHOES

    GIO T.MORRO LEATHER SHOES

    $169.95
  25. GIO BROWN LEATHER SHOES

    GIO BROWN LEATHER SHOES

    $169.95
  26. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    $179.95
  27. KAISON BLACK SHOES

    KAISON BLACK SHOES

    $179.95
  28. KAISON TOBACCO LEATHER SHOES

    KAISON TOBACCO LEATHER SHOES

    $179.95
  29. KADEN BLACK SHOES

    KADEN BLACK SHOES

    $179.95
  30. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    $179.95
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