Cole Haan City Leather Derby Oxford Shoes

Cole Haan (City Line) · Clothing & Accessories > Men's Shoes > Oxfords & Derbies

Cole Haan City Leather Derby Oxford Shoes

Era / Decade

Late 1990s to Early 2000s (indicated by the vintage burgundy red and gold interior 'Cole Haan City' woven footbed tag style)

Material

Genuine nubuck leather upper, leather lining, durable lugged synthetic/rubber outsole

Condition

Very Good condition. Light surface scuffing on the nubuck finish consistent with gentle wear; footbeds and inner linings show minimal signs of use; soles display minor heel/tread wear.

Demand Level

Moderate. Classic men's dress-casual footwear maintains consistent baseline demand, though older non-GrandOS Cole Haan models sell at entry-to-mid range prices.

Resale Value

Estimated Resale Value

$25 - $45

Estimated Retail Value

$160 - $200

Comparable Sales

Similar vintage Cole Haan leather/nubuck derby shoes typically sell between $25 and $40 on eBay and Poshmark depending on size and exact tread wear.

Description

Men's vintage Cole Haan City series leather derby lace-up shoes in dark espresso brown/charcoal nubuck leather. Features a classic four-eyelet lace-up front, softly squared toe silhouette, contrast welt stitching, and a durable treaded rubber outsole for traction and comfort. Fully lined in tan leather with signature burgundy and gold woven heel labels.

Key Features

High-quality soft nubuck leather upper, timeless smart-casual derby style, sturdy treaded outsoles for versatile wear, classic Cole Haan vintage branding.

Authenticity Indicators

High confidence. Authentic Cole Haan woven fabric tags on the footbed, quality leather assembly, clean stitching along the welt and quarters.

Flaws to Note

Minor surface scuffs and slight nap wear on the nubuck upper. Laces appear functional but show light wear. Would benefit from a light brushing with a nubuck/suede brush prior to listing.

Selling Guide

Where to Sell

eBay (best audience for pre-owned vintage men's dress shoes), Poshmark, Mercari.

Selling Tips

Clean the uppers gently with a suede/nubuck brush to refresh the texture. Insert shoe trees to fill out the toe box when photographing. Clearly photograph the soles, inner heel logos, and size/model stamp inside the ankle area. Include key search keywords: Vintage, Derby, Oxford, Nubuck, Dress Shoes, Smart Casual, Gorpcore/Classic Style.

Appraised on 7/25/2026
Cole Haan City Leather Derby Oxford Shoes - Cole Haan (City Line) | Thrift Scanner