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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 DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

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

    ABEL TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  3. ORION BLACK LEATHER BOOTS

    ORION BLACK LEATHER BOOTS

    Original Price $249.95 Special Price $174.97 30
  4. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  5. DANIELE BLACK/NATURAL SOLE BOOTS

    DANIELE BLACK/NATURAL SOLE BOOTS

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

    DANIELE DARK BROWN LEATHER BOOTS

    Original Price $219.95 Special Price $153.97 30
  7. STEPHAN BLACK LEATHER BOOTS

    STEPHAN BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  8. STEPHAN DARK BROWN LEATHER BOOTS

    STEPHAN DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  9. STEPHAN TAN LEATHER BOOTS

    STEPHAN TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  10. SERGIO BLACK LEATHER BOOTS

    SERGIO BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  11. SERGIO DARK BROWN LEATHER BOOTS

    SERGIO DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  12. SERGIO TAN LEATHER BOOTS

    SERGIO TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  13. NIALL BLACK LEATHER BOOTS

    NIALL BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  14. NIALL BROWN LEATHER BOOTS

    NIALL BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  15. MATTEO BLACK LEATHER BOOTS

    MATTEO BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  16. MATTEO BROWN LEATHER BOOTS

    MATTEO BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  17. Men's Black wedding dress boot

    STOCKMAN BLACK LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  18. Men's Brown Dress Boot Wedding Groomsmen

    STOCKMAN T.MORRO LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  19. FEVERR BLACK LEATHER BOOTS

    FEVERR BLACK LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  20. AIDAN BLACK LEATHER BOOTS

    AIDAN BLACK LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  21. AIDAN DARK BROWN LEATHER BOOTS

    AIDAN DARK BROWN LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  22. JUSTIN COGNAC LEATHER BOOTS

    JUSTIN COGNAC LEATHER BOOTS

    Original Price $229.95 Special Price $160.97 30
  23. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

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

    GIO T.MORRO LEATHER SHOES

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

    GIO BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  26. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

    Original Price $169.95 Special Price $118.97 30
  27. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    Original Price $179.95 Special Price $125.97 30
  28. KAISON BLACK SHOES

    KAISON BLACK SHOES

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

    KAISON TOBACCO LEATHER SHOES

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

    KADEN BLACK SHOES

    Original Price $179.95 Special Price $125.97 30
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