$298.99
Regular price
WHAT DOES THE SLASH-THROUGH PRICE MEAN?
The slash-through price near the selling price on our site is provided to us by the retailer selling the
item and represents the price at which the retailer previously sold the item or, in some instances, is
based
on the price at which an item or comparable item may, in general and as reasonably determined by the
retailer, be sold at retail stores, including specialty or department stores and other non-discount
sellers.
You may wish to use the slash-through price as a guide in your evaluation of prices on our site. Because
the
retailer’s merchandise is sold over the Internet on a national basis, the slash-through price may not
always
represent the prevailing price in any particular location or at any particular time.
Sale price
0% off
Preserved in like-new condition. Item may have been used as a display product and has no noticeable marks or wear to hardware.
Pristine
Preserved in almost-new condition. Item has few or no noticeable marks or wear to hardware.
Very Good
Item may have some hardly noticeable marks or wear to hardware.
Good
Item may have some noticeable marks or wear to hardware.
Fair
Item may have multiple, noticeable marks or wear to hardware.
Authenticity Ensured
Merchandise is shipped and sold by the brand or store directly or from trusted independent sellers. In all cases, we stand by the authenticity of every product sold on our site and app.
Free Shipping Details
Free Shipping will apply only to standard shipping on eligible purchases and is not available for shipments to AK or HI. Additional charges will apply for expedited delivery or oversized items. Return shipping charges will be applied where applicable. Free shipping is an exclusive benefit (the “Benefit”) and cannot be shared, transferred, or sold. Return-shipping charges will be applied where applicable. Not valid on prior orders. No cash value.
Void where prohibited by law. ShopSimon reserves the right to (i) revoke or prohibit your use of the Benefit for any reason, at any time, in our sole discretion, without notice, including when we suspect fraud or misuse; and/or (ii) terminate or modify the Benefit at any time without notice to you. The Benefit and the ShopSimon loyalty program are subject to the complete Terms of Service. For California residents, the value of the Benefit is reasonably related to the value of the personal information you provide; for more information, please see the Notice of Financial Incentives in the Privacy Policy.
FREE SHIPPING & EASY RETURNS
Usually ships within 1-2 business days
Details
The Windsor Cap-Toe Brogue Oxford is where timeless sophistication meets artisanal craftsmanship. Defined by its quarter broguing and a hand-burnished finish, this classic silhouette is a nod to enduring elegance. Built on the Kingsley last, it merges tradition and modernity, delivering a shoe that exudes refinement with every step.
https://shop.simon.com/products/windsor-brogue-cap-toe-28613521915964Windsor Brogue Cap-Toe298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d_large.jpg?v=1753816006USDInStockmen/shoes/dressAV UniversalDress ShoesDressy For HimFinal FewMenMen's Dress ShoesMen's ShoesMen's Shoes & AccessoriesNew Arrivals Under $500New Brand EditProductsShoesThe Windsor Cap-Toe Brogue Oxford is where timeless sophistication meets artisanal craftsmanship. Defined by its quarter broguing and a hand-burnished finish, this classic silhouette is a nod to enduring elegance. Built on the Kingsley last, it merges tradition and modernity, delivering a shoe that exudes refinement with every step.4059brand-type_0brand_Anthony Veerhandling-time_2-3dproduct-condition_NewvariantID_e3304468-00b6-40a7-a3f3-56e0270b340f2025-08-21//shop.simon.com/cdn/shop/files/ac95e500ea644dcab86efa473608c01f.jpg?v=1753816005//shop.simon.com/cdn/shop/files/b5ed0a2517c94c03a53f43495e4ca8ff.jpg?v=1753816005//shop.simon.com/cdn/shop/files/414843471dc74436846dbd3c18c057ce.jpg?v=1753816005//shop.simon.com/cdn/shop/files/567fe6b252cc4a438abd22bab9fa0677.jpg?v=1753816005//shop.simon.com/cdn/shop/files/eb0aaf36085e4ca3b9fb952a2c9024d0.jpg?v=175381600543358637883452US 12 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358637883452OutOfStockUS 12vintage amber tan43358637916220US 10 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358637916220OutOfStockUS 10vintage amber tan43358637948988US 8.5 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358637948988InStockUS 8.5vintage amber tan43358637981756US 8 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358637981756OutOfStockUS 8vintage amber tan43358638014524US 9 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638014524InStockUS 9vintage amber tan43358638047292US 11.5 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638047292OutOfStockUS 11.5vintage amber tan43358638080060US 14 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638080060OutOfStockUS 14vintage amber tan43358638112828US 10.5 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638112828OutOfStockUS 10.5vintage amber tan43358638145596US 13 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638145596OutOfStockUS 13vintage amber tan43358638178364US 9.5 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638178364OutOfStockUS 9.5vintage amber tan43358638211132US 11 / vintage amber tan298.99298.99//shop.simon.com/cdn/shop/files/2805b03620354199a54e905676a3440d.jpg?v=1753816006https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638211132OutOfStockUS 11vintage amber tan43358638243900US 7.5 / black234.95234.95//shop.simon.com/cdn/shop/files/eb0aaf36085e4ca3b9fb952a2c9024d0.jpg?v=1753816005https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638243900OutOfStockUS 7.5black43358638276668US 7 / black234.95234.95//shop.simon.com/cdn/shop/files/eb0aaf36085e4ca3b9fb952a2c9024d0.jpg?v=1753816005https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638276668OutOfStockUS 7black43358638309436US 8 / black234.95234.95//shop.simon.com/cdn/shop/files/eb0aaf36085e4ca3b9fb952a2c9024d0.jpg?v=1753816005https://shop.simon.com/products/windsor-brogue-cap-toe-2?variant=43358638309436OutOfStockUS 8black
Product Info
Shopping Assistant
Things I can help you find
Not your average loading screen. We’re crafting a masterpiece of shopping delight.
Hold tight, we're untangling virtual shopping bags and decoding the latest trends.
Preparing to dazzle your wardrobe... It's not procrastination; it's fashion anticipation!
Calculating the perfect shopping spree... This may take a fashionably short moment.
In the meantime, imagine a runway walk while we fetch the latest styles for you.
Calculating the couture quotient… Your next style obsession is loading.
Just a sprinkle of tech magic before your runway-worthy styles are revealed.
Beta
Introducing our innovative beta feature: AI search assistant!
The Shopping Assistant is an AI-powered tool designed to help you find products, provide information about items and suggest recommendations based on your specific questions. This new feature delivers prompt answers to your queries in a chat interface and helps you dig deeper and explore more with suggested follow-on searches.
This software is currently in a beta phase. We will continue to improve and expand this experience based on your feedback. We appreciate your collaboration in refining this product before its official release. As we continue to develop this feature, you can expect regular updates that enhance performance and introduce new functionalities.
Join us in shaping the future of shopping!
Reset
Reset your search to start a whole new conversation?
Cancel
Search with Photo
See how it works: select a photo below to shop similar items.
Upload a photo to shop similar items.
SELECT PHOTO
TAKE PHOTO
SELECT PHOTO
There was an error uploading your photo. Please try again.