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Dress Shoes

Explore the Windsor Smith Men’s Dress Shoes collection. From classic Oxfords and Derbies to rich brown and black leather styles, our shoes offer timeless design and polished sophistication for the office, formal events, or any occasion that calls for sharp style.

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24 Items

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  1. LAURENT DARK CHOC SUEDE SHOES

    LAURENT DARK CHOC SUEDE SHOES

    $199.95
  2. LAURENT SMOKE STONE SHOES

    LAURENT SMOKE STONE SHOES

    $199.95
  3. LAURENT BLACK SHOES

    LAURENT BLACK SHOES

    $199.95
  4. LEONARDO BLACK LEATHER SHOES

    LEONARDO BLACK LEATHER SHOES

    $199.95
  5. LEONARDO DARK CHOC SUEDE SHOES

    LEONARDO DARK CHOC SUEDE SHOES

    $199.95
  6. LEONARDO SMOKE STONE LEATHER SHOES

    LEONARDO SMOKE STONE LEATHER SHOES

    $199.95
  7. GIO BLACK LEATHER SHOES

    GIO BLACK LEATHER SHOES

    $159.95
  8. GIO T.MORRO LEATHER SHOES

    GIO T.MORRO LEATHER SHOES

    $169.95
  9. GIO BROWN LEATHER SHOES

    GIO BROWN LEATHER SHOES

    $169.95
  10. EMIL BLACK LEATHER LOAFERS

    EMIL BLACK LEATHER LOAFERS

    $169.95
  11. EMIL BROWN LEATHER LOAFERS

    EMIL BROWN LEATHER LOAFERS

    $179.95
  12. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    $169.95
  13. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    $169.95
  14. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  15. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  16. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  17. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  18. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  19. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
  20. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    $169.95
  21. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    $179.95
  22. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    $169.95
  23. THEO BLACK LEATHER SHOES

    THEO BLACK LEATHER SHOES

    $119.95
  24. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    $129.95
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