The Grand Ave. Loafer No. 5990 RTW

  • Uppers: Black Luxe Calf
  • Lining: Brown Calf Leather
  • Sole: Dark Red Hand-Painted Leather
  • Outsole: Black
  • City Welt
  • Last: The 312 – Featuring a Rounded Toe for a Traditional English Style
  • Blake Stitch Construction

Handcrafted in Spain

  • Lace-ups, boots, and sneakers tend to fit true to size.
  • Loafers, Belgian slippers, boat shoes, and drivers tend to run a 1/2 size small.
  • If you are between sizes, order the larger size and request our custom insoles
  • Don’t forget to try the FeetSizer App!

More Information Available Here

$389.00

Dry Alive Custom Cut Insoles

Step into a loafer built on a century of Spanish craftsmanship. The Grand Ave. No. 5990 pairs classic English styling with handmade precision, giving you a shoe that works as hard as it looks sharp.

The uppers are cut from black Luxe calf leather, prized for its fine grain and natural sheen. This is a material that only improves with wear, developing a richer patina the more you use it. Inside, a brown calf leather lining keeps every step comfortable, wicking moisture and molding to your foot over time so the fit gets better, not worse.

Flip the shoe over and you’ll find one of its standout details: a dark red, hand-painted leather sole. Each sole is finished by hand, so no two pairs are exactly alike. It’s a small touch that signals real craftsmanship the moment you take the loafer off. The black outsole underneath adds durability for everyday wear without sacrificing that refined look.

Built on the 312 last, the No. 5990 features a rounded toe that nods to traditional English shoemaking. It’s a shape that flatters most foot types and pairs as easily with tailored trousers as it does with dark denim.

Construction matters as much as materials, which is why this loafer uses Blake stitch construction. This method creates a slim, flexible profile that moves naturally with your foot, unlike bulkier welted alternatives. You get a shoe that feels closer to a second skin than a stiff dress shoe, without giving up structure or support.

A city welt finishes the design, adding a clean, tailored edge around the sole that ties the whole shoe together visually.

Every pair is handcrafted in Spain, where skilled artisans still rely on traditional techniques passed down through generations. That means hours of hand-finishing go into every loafer before it reaches your door.

The result is a shoe built for anyone who wants their footwear to reflect real attention to detail. The Grand Ave. No. 5990 belongs in rotation for client meetings, dinner out, or any occasion where your shoes do some of the talking.

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