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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. WALKER BROWN OIL SUEDE BOOTS

    WALKER BROWN OIL SUEDE BOOTS

    $219.95
  2. WALKER BLACK LEATHER CHELSEA BOOTS

    WALKER BLACK LEATHER CHELSEA BOOTS

    $219.95
  3. WILLEM BLACK LEATHER BOOTS

    WILLEM BLACK LEATHER BOOTS

    $219.95
  4. WILLEM BROWN OIL SUEDE BOOTS

    WILLEM BROWN OIL SUEDE BOOTS

    $219.95
  5. GRAYSON BROWN OIL SUEDE BOOTS

    GRAYSON BROWN OIL SUEDE BOOTS

    $199.95
  6. GRAYSON BLACK OIL SUEDE BOOTS

    GRAYSON BLACK OIL SUEDE BOOTS

    $199.95
  7. GARNER BLACK OIL SUEDE BOOTS

    GARNER BLACK OIL SUEDE BOOTS

    $199.95
  8. GARNER BROWN OIL SUEDE BOOTS

    GARNER BROWN OIL SUEDE BOOTS

    $199.95
  9. EDWIN TOBACCO SUEDE SNEAKERS

    EDWIN TOBACCO SUEDE SNEAKERS

    $179.95
  10. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    $179.95
  11. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    $179.95
  12. REY TEAK SUEDE SANDALS

    REY TEAK SUEDE SANDALS

    $149.95
  13. JACE TAUPE SUEDE BOOTS

    JACE TAUPE SUEDE BOOTS

    $199.95
  14. JACE BLACK LEATHER BOOTS

    JACE BLACK LEATHER BOOTS

    $199.95
  15. JACE TAN WASHED SUEDE BOOTS

    JACE TAN WASHED SUEDE BOOTS

    $199.95
  16. JACE TOBACCO LEATHER BOOTS

    JACE TOBACCO LEATHER BOOTS

    $199.95
  17. JENSEN TAUPE SUEDE BOOTS

    JENSEN TAUPE SUEDE BOOTS

    $199.95
  18. JENSEN BLACK LEATHER BOOTS

    JENSEN BLACK LEATHER BOOTS

    $199.95
  19. JENSEN TOBACCO LEATHER BOOTS

    JENSEN TOBACCO LEATHER BOOTS

    $199.95
  20. JULIUS BLACK LEATHER BOOTS

    JULIUS BLACK LEATHER BOOTS

    $199.95
  21. JULIUS TOBACCO LEATHER BOOTS

    JULIUS TOBACCO LEATHER BOOTS

    $199.95
  22. AUSTIN T.MORRO LEATHER BOOTS

    AUSTIN T.MORRO LEATHER BOOTS

    $199.95
  23. AUSTIN BLACK LEATHER BOOTS

    AUSTIN BLACK LEATHER BOOTS

    $199.95
  24. FABIAN BLACK LEATHER BOOTS

    FABIAN BLACK LEATHER BOOTS

    $199.95
  25. FABIAN BROWN LEATHER BOOTS

    FABIAN BROWN LEATHER BOOTS

    $199.95
  26. BEAU DARK BROWN LEATHER BOOTS

    BEAU DARK BROWN LEATHER BOOTS

    $199.95
  27. BEAU BLACK LEATHER BOOTS

    BEAU BLACK LEATHER BOOTS

    $199.95
  28. BECKETT BLACK LEATHER BOOTS

    BECKETT BLACK LEATHER BOOTS

    $199.95
  29. BECKETT DARK BROWN LEATHER BOOTS

    BECKETT DARK BROWN LEATHER BOOTS

    $199.95
  30. ANSEL BLACK LEATHER BOOTS

    ANSEL BLACK LEATHER BOOTS

    $199.95
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