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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. MATTEO BLACK LEATHER BOOTS

    MATTEO BLACK LEATHER BOOTS

    $199.95
  2. MATTEO BROWN LEATHER BOOTS

    MATTEO BROWN LEATHER BOOTS

    $199.95
  3. GEORGE BLACK LEATHER BOOTS

    GEORGE BLACK LEATHER BOOTS

    $199.95
  4. GEORGE BROWN LEATHER BOOTS

    GEORGE BROWN LEATHER BOOTS

    $199.95
  5. Men's Black wedding dress boot

    STOCKMAN BLACK LEATHER BOOTS

    $229.95
  6. Men's Brown Dress Boot Wedding Groomsmen

    STOCKMAN T.MORRO LEATHER BOOTS

    $229.95
  7. Men's dress shoes

    MARI BLACK LEATHER BOOTS

    $189.95
  8. CORNELL BLACK LEATHER BOOTS

    CORNELL BLACK LEATHER BOOTS

    $189.95
  9. CORNELL BROWN LEATHER BOOTS

    CORNELL BROWN LEATHER BOOTS

    $189.95
  10. SAMUEL MARON SUEDE BOOTS

    SAMUEL MARON SUEDE BOOTS

    $179.95
  11. FEVERR BLACK LEATHER BOOTS

    FEVERR BLACK LEATHER BOOTS

    $229.95
  12. FEVERR COGNAC LEATHER BOOTS

    FEVERR COGNAC LEATHER BOOTS

    $229.95
  13. AIDAN BLACK LEATHER BOOTS

    AIDAN BLACK LEATHER BOOTS

    $229.95
  14. AIDAN DARK BROWN LEATHER BOOTS

    AIDAN DARK BROWN LEATHER BOOTS

    $229.95
  15. JUSTIN COGNAC LEATHER BOOTS

    JUSTIN COGNAC LEATHER BOOTS

    $229.95
  16. KRAB BLACK LEATHER BOOTS

    KRAB BLACK LEATHER BOOTS

    $189.95
  17. KRAB BROWN LEATHER BOOTS

    KRAB BROWN LEATHER BOOTS

    $189.95
  18. MYLES BLACK LEATHER BOOTS

    MYLES BLACK LEATHER BOOTS

    $199.95
  19. MYLES BROWN LEATHER BOOTS

    MYLES BROWN LEATHER BOOTS

    $199.95
  20. HOBB BLACK LEATHER BOOTS

    HOBB BLACK LEATHER BOOTS

    $189.95
  21. HOBB BROWN LEATHER BOOTS

    HOBB BROWN LEATHER BOOTS

    $189.95
  22. TOORAK SUEDE BLACK BOOTS

    TOORAK SUEDE BLACK BOOTS

    $179.95
  23. TOORAK SUEDE NAVY SUEDE BOOTS

    TOORAK SUEDE NAVY SUEDE BOOTS

    $179.95
  24. TOORAK SUEDE MARON BOOTS

    TOORAK SUEDE MARON BOOTS

    $179.95
  25. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    $179.95
  26. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    $129.95
  27. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    $189.95
  28. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    $169.95
  29. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    $169.95
  30. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    $179.95
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