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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. KADEN TOBACCO LEATHER SHOES

    KADEN TOBACCO LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  2. ALDER BLACK LEATHER SHOES

    ALDER BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  3. ALDER T.MORRO LEATHER SHOES

    ALDER T.MORRO LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  4. ALDER BROWN LEATHER SHOES

    ALDER BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  5. MAVERICK BLACK LEATHER SHOES

    MAVERICK BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  6. MASSIMO BLACK LEATHER SHOES

    MASSIMO BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  7. ASH BLACK LEATHER SHOES

    ASH BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  8. ASH T.MORRO LEATHER SHOES

    ASH T.MORRO LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  9. PEARSON BLACK LEATHER SHOES

    PEARSON BLACK LEATHER SHOES

    Original Price $129.95 Special Price $90.97 30
  10. PITT BLACK PATENT SHOES

    PITT BLACK PATENT SHOES

    Original Price $169.95 Special Price $118.97 30
  11. DENZEL BLACK LEATHER SHOES

    DENZEL BLACK LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  12. DENZEL BROWN LEATHER SHOES

    DENZEL BROWN LEATHER SHOES

    Original Price $189.95 Special Price $132.97 30
  13. DAMIR BLACK LEATHER SHOES

    DAMIR BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  14. DAMIR BROWN LEATHER SHOES

    DAMIR BROWN LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  15. DIEGO BLACK LEATHER SHOES

    DIEGO BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  16. DAVIDE BLACK LEATHER SHOES

    DAVIDE BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  17. DAVIDE BROWN LEATHER SHOES

    DAVIDE BROWN LEATHER SHOES

    Original Price $179.95 Special Price $125.97 30
  18. FRANCIS BLACK LEATHER SHOES

    FRANCIS BLACK LEATHER SHOES

    Original Price $129.95 Special Price $90.97 30
  19. NOAH BLACK LEATHER SHOES

    NOAH BLACK LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  20. NOAH BROWN LEATHER SHOES

    NOAH BROWN LEATHER SHOES

    Original Price $169.95 Special Price $118.97 30
  21. THEO BLACK LEATHER SHOES

    THEO BLACK LEATHER SHOES

    Original Price $119.95 Special Price $83.97 30
  22. SAUL BLACK LEATHER SHOES

    SAUL BLACK LEATHER SHOES

    Original Price $159.95 Special Price $111.97 30
  23. WASSP NAVY SUEDE LOAFERS

    WASSP NAVY SUEDE LOAFERS

    Original Price $189.95 Special Price $132.97 30
  24. WASSP TOBACCO SUEDE LOAFERS

    WASSP TOBACCO SUEDE LOAFERS

    Original Price $189.95 Special Price $132.97 30
  25. EDWIN BLACK SUEDE SNEAKERS

    EDWIN BLACK SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  26. EDWIN TAUPE SUEDE SNEAKERS

    EDWIN TAUPE SUEDE SNEAKERS

    Original Price $179.95 Special Price $125.97 30
  27. CARLO SMOKE LEATHER / SUEDE SHOES

    CARLO SMOKE LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  28. CARLO INK LEATHER / SUEDE SHOES

    CARLO INK LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  29. CARLO BLACK LEATHER / SUEDE SHOES

    CARLO BLACK LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
  30. CARLO TOBACCO LEATHER / SUEDE SHOES

    CARLO TOBACCO LEATHER / SUEDE SHOES

    Original Price $159.95 Special Price $111.97 30
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