Handcrafted in Spain using traditional Goodyear welt construction, the Cicero Ave. Single Monk No. 5744EX represents a commitment to quality that extends from first wear to years down the road. This construction method creates a water-resistant seal while allowing for multiple resoles, ensuring your investment delivers lasting value.

Premium Materials, Refined Finish

The uppers feature Italian calf leather treated with a brown Papiro hand patina—a dark intensity finish that creates depth and character. Each shoe carries subtle variations in tone, making your pair distinctly yours. The square nickel buckle provides both function and a polished accent, while brown calf leather lining delivers comfort against your skin.

Built for Real-World Performance

We’ve paired the refined upper with a black rubber “Rocky” sole that handles wet pavement and uneven surfaces without compromising the shoe’s sleek profile. The black city welt frames the construction detail, adding a finishing touch that speaks to the craftsmanship involved. This isn’t a dress shoe that forces you to tiptoe around puddles—it’s designed to move with you through your actual day.

Details That Matter

Goodyear welt construction means the sole attaches to the upper through a welt—a strip of leather that runs along the perimeter. This technique, refined over centuries, creates a shoe that molds to your foot over time while maintaining its structural integrity. When the sole eventually wears down, a cobbler can replace it without disturbing the upper, extending the life of the shoe significantly.

The monk strap design originated in the 15th century, created by monks seeking an alternative to laced footwear. Today, the single monk strap offers versatility that bridges formal and business casual settings. Pair these with tailored trousers for client meetings or dark denim for dinner—the Cicero Ave. adapts to your wardrobe needs.

Make It Yours

This design is fully customizable. Adjust the patina intensity, swap the buckle style, or select different leather options to create a shoe that matches your specific requirements. Our team works with you to refine each detail, ensuring the final product meets your standards.

The Cicero Ave. Single Monk No. 5744EX delivers professional polish without sacrificing practicality—built to last, designed to perform.