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Dress Boots

Discover the Windsorsmith Men’s Dress Boots collection, where timeless style meets sophistication. From classic black, brown, and tan leather to Chelsea, Derby, and lace-up styles, our boots are designed to complete your formal look with effortless style.

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  1. KIERAN BLACK LEATHER BOOTS

    KIERAN BLACK LEATHER BOOTS

    $249.95
  2. AUSTIN BLACK LEATHER BOOTS

    AUSTIN BLACK LEATHER BOOTS

    $199.95
  3. AUSTIN T.MORRO LEATHER BOOTS

    AUSTIN T.MORRO LEATHER BOOTS

    $199.95
  4. FABIAN BLACK LEATHER BOOTS

    FABIAN BLACK LEATHER BOOTS

    $199.95
  5. FABIAN BROWN LEATHER BOOTS

    FABIAN BROWN LEATHER BOOTS

    $199.95
  6. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

    $199.95
  7. DANIELE DARK BROWN LEATHER BOOTS

    DANIELE DARK BROWN LEATHER BOOTS

    $219.95
  8. MATTEO BLACK LEATHER BOOTS

    MATTEO BLACK LEATHER BOOTS

    $199.95
  9. MATTEO BROWN LEATHER BOOTS

    MATTEO BROWN LEATHER BOOTS

    $199.95
  10. Men's Black wedding dress boot

    STOCKMAN BLACK LEATHER BOOTS

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

    STOCKMAN T.MORRO LEATHER BOOTS

    $229.95
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