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Dress Boots

Welcome to Windsorsmith men's Dress Boots collection, where timeless style meets sophistication. Explore our range of classic black leather boots, brown leather boots and tan leather boots in a range of styles, from timeless Chelsea boots, lace-up boots and versatile Derby boots. Elevate your formal attire with our impeccable Dress boots.

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15 Items

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  1. MYLES BLACK LEATHER BOOTS

    MYLES BLACK LEATHER BOOTS

    $199.95
  2. MYLES BROWN LEATHER BOOTS

    MYLES BROWN LEATHER BOOTS

    $199.95
  3. ORION BLACK LEATHER BOOTS

    ORION BLACK LEATHER BOOTS

    $249.95
  4. DANIELE BLACK/NATURAL LEATHER BOOTS

    DANIELE BLACK/NATURAL LEATHER BOOTS

    $199.95
  5. DANIELE BLACK LEATHER BOOTS

    DANIELE BLACK LEATHER BOOTS

    $199.95
  6. DANIELE DARK BROWN LEATHER BOOTS

    DANIELE DARK BROWN LEATHER BOOTS

    $219.95
  7. NIALL BLACK LEATHER BOOTS

    NIALL BLACK LEATHER BOOTS

    $199.95
  8. NIALL BROWN LEATHER BOOTS

    NIALL BROWN LEATHER BOOTS

    $199.95
  9. MATTEO BLACK LEATHER BOOTS

    MATTEO BLACK LEATHER BOOTS

    $199.95
  10. MATTEO BROWN LEATHER BOOTS

    MATTEO BROWN LEATHER BOOTS

    $199.95
  11. GEORGE BLACK LEATHER BOOTS

    GEORGE BLACK LEATHER BOOTS

    $199.95
  12. GEORGE BROWN LEATHER BOOTS

    GEORGE BROWN LEATHER BOOTS

    $199.95
  13. Men's Black wedding dress boot

    STOCKMAN BLACK LEATHER BOOTS

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

    STOCKMAN T.MORRO LEATHER BOOTS

    $229.95
  15. Men's dress shoes

    MARI BLACK LEATHER BOOTS

    $189.95
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