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To Boot New York

Leather Single Monkstraps

$299.99  ($435.00)   Save 31%

Handmade in Italy, these exclusive To Boot New York shoes have a single monkstrap design for visual delight. A solid structure gives them an old-world appearance that handsomely complements classic trousers. The subtly textured Saffiano pair are set atop sleek rubber soles for a streamlined finish to any elevated look.

Harry Rosen Exclusive


  • Single monkstrap fastener
  • Made in Italy
  • Style & Measurements

  • Select your North American size
  • Fits true-to-size
  • Fabric & Materials

  • Calfskin upper
  • Leather lining
  • Rubber sole
  • Textured finish
  • Black
  • Style #20030586

    In order to ensure timely delivery, your parcel may ship via FedEx during the Canada Post labour disruptions.


    • FREE Expedited for orders over $100, otherwise $8. Ships to most locations in 2-4 business days

    • FREE In-Store Pickup. Ready in 0-5 business days

    • $20 ExpressPost. Ships to most locations in 1-2 business days


    Sartoria Recognition Program tier members Silver and above receive free shipping.



    If your purchase doesn’t live up to reasonable expectations, we invite you to return it. Whether we need to replace it or refund your money, we will do whatever is required for your utmost satisfaction.

    All clients receive Complimentary Returns on orders over $100 before tax. Sartoria Recognition Program tier members Gold and above receive free returns on all orders.


    Click here for our full shipping and return policies.