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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. BARRET SAHARA SUEDE BOATSHOES

    BARRET SAHARA SUEDE BOATSHOES

    $159.95
  2. BARRET CEDAR BOATSHOES

    BARRET CEDAR BOATSHOES

    $179.95
  3. BARRET TOBACCO SUEDE BOATSHOES

    BARRET TOBACCO SUEDE BOATSHOES

    $159.95
  4. BARRET DARK STONE SUEDE BOATSHOES

    BARRET DARK STONE SUEDE BOATSHOES

    $159.95
  5. REY S DARK BROWN SANDALS

    REY S DARK BROWN SANDALS

    $159.95
  6. ELROY DARK INK SNEAKERS

    ELROY DARK INK SNEAKERS

    $179.95
  7. ELROY CEDAR CASUAL SNEAKERS

    ELROY CEDAR CASUAL SNEAKERS

    $179.95
  8. BRONSON DARK STONE SUEDE SHOES

    BRONSON DARK STONE SUEDE SHOES

    $159.95
  9. BRONSON WHEAT SUEDE SHOES

    BRONSON WHEAT SUEDE SHOES

    $159.95
  10. KIERAN BLACK LEATHER BOOTS

    KIERAN BLACK LEATHER BOOTS

    $249.95
  11. WESTON MARRON LEATHER BOOTS

    WESTON MARRON LEATHER BOOTS

    $219.95
  12. WESTON BLACK LEATHER BOOTS

    WESTON BLACK LEATHER BOOTS

    $219.95
  13. GRAYSON DARK STONE SUEDE BOOTS

    GRAYSON DARK STONE SUEDE BOOTS

    $199.95
  14. GRAYSON BLACK OIL SUEDE BOOTS

    GRAYSON BLACK OIL SUEDE BOOTS

    $199.95
  15. GRAYSON BROWN OIL SUEDE BOOTS

    GRAYSON BROWN OIL SUEDE BOOTS

    $199.95
  16. WILLEM BLACK LEATHER BOOTS

    WILLEM BLACK LEATHER BOOTS

    $219.95
  17. WILLEM MARRON LEATHER BOOTS

    WILLEM MARRON LEATHER BOOTS

    $219.95
  18. WILLEM BROWN OIL SUEDE BOOTS

    WILLEM BROWN OIL SUEDE BOOTS

    $219.95
  19. GARNER BLACK OIL SUEDE BOOTS

    GARNER BLACK OIL SUEDE BOOTS

    $199.95
  20. GARNER BROWN OIL SUEDE BOOTS

    GARNER BROWN OIL SUEDE BOOTS

    $199.95
  21. GARNER DARK STONE SUEDE BOOTS

    GARNER DARK STONE SUEDE BOOTS

    $199.95
  22. WALKER MARRON LEATHER BOOTS

    WALKER MARRON LEATHER BOOTS

    $219.95
  23. WALKER BROWN OIL SUEDE BOOTS

    WALKER BROWN OIL SUEDE BOOTS

    $219.95
  24. WALKER BLACK LEATHER CHELSEA BOOTS

    WALKER BLACK LEATHER CHELSEA BOOTS

    $219.95
  25. AUSTIN BLACK LEATHER BOOTS

    AUSTIN BLACK LEATHER BOOTS

    $199.95
  26. AUSTIN T.MORRO LEATHER BOOTS

    AUSTIN T.MORRO LEATHER BOOTS

    $199.95
  27. FABIAN BLACK LEATHER BOOTS

    FABIAN BLACK LEATHER BOOTS

    $199.95
  28. FABIAN BROWN LEATHER BOOTS

    FABIAN BROWN LEATHER BOOTS

    $199.95
  29. JENSEN TAUPE SUEDE BOOTS

    JENSEN TAUPE SUEDE BOOTS

    $199.95
  30. JENSEN BLACK LEATHER BOOTS

    JENSEN BLACK LEATHER BOOTS

    $199.95
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