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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. JACE TAUPE SUEDE BOOTS

    JACE TAUPE SUEDE BOOTS

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

    JACE BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  3. JACE TAN WASHED SUEDE BOOTS

    JACE TAN WASHED SUEDE BOOTS

    Original Price $199.95 Special Price $139.97 30
  4. JACE TOBACCO LEATHER BOOTS

    JACE TOBACCO LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  5. SAXON BROWN OIL SUEDE BOOTS

    SAXON BROWN OIL SUEDE BOOTS

    Original Price $169.95 Special Price $118.97 30
  6. SAXON BLACK OIL SUEDE BOOTS

    SAXON BLACK OIL SUEDE BOOTS

    Original Price $169.95 Special Price $118.97 30
  7. SEBASTIAN BLACK OIL SUEDE LEATHER BOOTS

    SEBASTIAN BLACK OIL SUEDE LEATHER BOOTS

    Original Price $169.95 Special Price $118.97 30
  8. SEBASTIAN TAUPE OIL SUEDE LEATHER BOOTS

    SEBASTIAN TAUPE OIL SUEDE LEATHER BOOTS

    Original Price $169.95 Special Price $118.97 30
  9. SEBASTIAN BROWN OIL SUEDE BOOTS

    SEBASTIAN BROWN OIL SUEDE BOOTS

    Original Price $169.95 Special Price $118.97 30
  10. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

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

    BEAU DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  12. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  13. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  14. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  15. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

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

    ARLO BLACK LEATHER BOOTS

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

    ARLO DARK BROWN LEATHER BOOTS

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

    ARLO TAN LEATHER BOOTS

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

    ABEL BLACK LEATHER BOOTS

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

    ABEL DARK BROWN LEATHER BOOTS

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

    ABEL TAN LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
  22. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

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

    DANIELE DARK BROWN LEATHER BOOTS

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

    STEPHAN BLACK LEATHER BOOTS

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

    STEPHAN DARK BROWN LEATHER BOOTS

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

    STEPHAN TAN LEATHER BOOTS

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

    SERGIO BLACK LEATHER BOOTS

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

    SERGIO DARK BROWN LEATHER BOOTS

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

    SERGIO TAN LEATHER BOOTS

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

    MATTEO BLACK LEATHER BOOTS

    Original Price $199.95 Special Price $139.97 30
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