Elegant yet sophisticated, The Sperry Top-Sider Winsor is a penny loafer that won't kill your ankles. Genuine hand-sewn construction yields a very wearable, comfortable shoe. A full great leather sock lining allows for sockless wear and a memory foam cushioned bed will have you looking forward to putting them on in the morning. A flexible rubber outsole will move with you instead of staying stiff, with non marking, slip resistant rubber. Get your shiny penny's ready, the Sperry Top-Sider Winsor is here to stay.
Enter one or more email addresses, separated by a comma,
or enter addresses from your email address book!
I would like to add a personalized message!
Receive $10 Rewards Certificate with every 200 points earned! Use your points to pay for future orders, or donate them to charity. Enrollment is quick, easy, and FREE!
Our spring collection features unique, distinctive pieces infused with comfort.