Adrian | Men's Leather Chelsea Boots Side Buckle Ankle
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Color: Brown
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This Chelsea boot ankle for men combines the classic short shaft cut with a sophisticated side buckle detail and zip closure, achieving a shoe that passes naturally between the formal and the casual. Made of polished-looking leather with contrast seams, it is the ideal choice for the man who seeks style without sacrificing comfort.
Why You'll Love It
- Side Decorative Buckle: It brings a contemporary touch to the classic Chelsea boot ankle, differentiating it with a detail of great visual impact.
- Side Zipper Closure: Allows you to put on and remove the ankle boot with ease, without losing the cleaning of lines of the design.
- Square Toe and Block Heel: They provide an elegant silhouette and a stable base, perfect for both the office and night outings.
Perfect For
Ideal to pair with dress pants or Chinese in the working environment, but equally successful with dark jeans for a dinner or an informal outing. Complete the look with a leather belt and a straight cut jacket for a cohesive and current image.
Care Instructions
- Clean with a soft slightly damp cloth to remove dust and surface dirt.
- Apply or leather wax regularly to maintain the hydration and brightness of the material.
- Store in a cloth bag or in the original box to protect the shape and finish.
- Avoid prolonged exposure to water; in case of wetting, leave to dry at room temperature away from heat sources.
Frequently Asked Questions
Are they ankle boots Chelsea or do they have side elastic panel?
The design follows the silhouette of the short shaft knot Chelsea, with side zipper closure instead of the traditional elastic panel, which makes the footwear easier and maintains a cleaner line.
Are they suitable for daily use in the office?
Yes, the combination of square toe, heel block and leather finish makes them ideal for professional environments, without giving up style outside work.
What kind of pants do they pair with?
They work very well with Chinos, dress or dark straight-cut jeans or slim. Avoid wide pants so that the ankle boot is visible.
Is the material natural or faux leather?
The exterior finish features the appearance and texture of the polished leather. See the product specification for more details on the exact composition of the material.
Size Guide
| Size | Foot Length (in) |
|---|---|
| US 6.5 (EU 39) | 9.6 |
| US 7 (EU 40) | 9.8 |
| US 8 (EU 41) | 10 |
| US 8.5 (EU 42) | 10.2 |
| US 9.5 (EU 43) | 10.4 |
| US 10 (EU 44) | 10.6 |
Not sure between two sizes? Go one size up for the most comfortable fit.
Not sure which size to choose? Tap Find my size above — answer a few quick questions and get your size in seconds.
Most pieces follow standard U.S. sizing. You'll find all measurements in our size guide. For personal help, email contact@winthroprow.com — we reply within a few hours.
Every Winthrop Row piece is selected in Boston for its fabric, fit and finish. The exact composition is listed in the description and on the care label.
- Knitwear: hand wash cold or dry clean, dry flat, fold instead of hanging.
- Coats & tailoring: dry clean, hang on a wide hanger, brush after wearing.
- Leather & suede: brush regularly, protect before wet weather, dry naturally.
- Shirts & dresses: wash cool, iron on low heat.
Free U.S. shipping on every order. Processing takes 1–3 business days, delivery 3–5 business days from our North American warehouse. You'll receive a tracking link by email.
90-day returns. Email us and we send a printable return label. Return shipping is paid by the customer — free if an item arrives damaged, defective or incorrect.







