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Casual Boots

Welcome to Windsorsmith men's Casual Boots collection. Browse our selection of versatile leather boots, including Chelsea boots, Derby boots and Chukka boots. Browse our range of classic black leather boots, timeless tan leather boots or step into our elegant brown leather boots. Whether you're dressing up or down, our boots offer the perfect blend of style and functionality for any occasion.

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  1. ANSEL DARK BROWN LEATHER BOOTS

    ANSEL DARK BROWN LEATHER BOOTS

    $199.95
  2. ABEL BLACK LEATHER BOOTS

    ABEL BLACK LEATHER BOOTS

    $199.95
  3. ABEL DARK BROWN LEATHER BOOTS

    ABEL DARK BROWN LEATHER BOOTS

    $199.95
  4. ABEL TAN LEATHER BOOTS

    ABEL TAN LEATHER BOOTS

    $199.95
  5. AIDAN BLACK LEATHER BOOTS

    AIDAN BLACK LEATHER BOOTS

    $229.95
  6. AIDAN DARK BROWN LEATHER BOOTS

    AIDAN DARK BROWN LEATHER BOOTS

    $229.95
  7. JUSTIN COGNAC LEATHER BOOTS

    JUSTIN COGNAC LEATHER BOOTS

    $229.95
  8. TRECKKER TAN LEATHER BOOTS

    TRECKKER TAN LEATHER BOOTS

    $219.95
  9. TRECKKER GREY LEATHER BOOTS

    TRECKKER GREY LEATHER BOOTS

    $219.95
  10. URGE COGNAC LEATHER BOOTS

    URGE COGNAC LEATHER BOOTS

    $219.95
  11. URGE BLACK LEATHER BOOTS

    URGE BLACK LEATHER BOOTS

    $219.95
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