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| Best Seller  | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more | go to store |
 | Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more | FREE shipping go to store |
| Best Seller  | Henry Country Ankle Chelsea Boot Men's Tricker's Henry Country Ankle Chelsea Boot - Brown - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Reposhing This Item I Purchased From @Cooldudz. Used 1x For A Wedding Rehearsal And Now That I Am Working From Home I Don’t Wear/Need Heels Anymore. Loved Them, Fit Well And Very Stylish. more | go to store |
 | J. Crew Shoes | J. Crew Black Pebbled Leather Ankle Boot Moto Biker 9 | Color: Black | Size: 9 Pull On Buckle Straps Pre-Owned, Overall Nice Condition. Most Wear On Bottom Of Boots. more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
 | WIDE FIT Valentina Ankle Boot - gray Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more | $99.99 $69.99 go to store |
 | WIDE FIT Valentina Ankle Boot - gray Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more | $99.99 $69.99 go to store |
 | Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more | $587.78 $479.63 FREE shipping go to store |
 | Men's Tod's Slip-on Chelsea Ankle Boots - Brown - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 4cm, Height: 14cm, Sole: 2.5cm 100% Leather, 100% Rubber, 72% Polyester, 28% Elastane. Made in Italy. more | $662.59 $572.48 FREE shipping go to store |
 | Men's Tricker's Henry Ankle Chelsea Boot - Black - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more | $796.18 $489.17 FREE shipping go to store |
 | Kate Spade New York Black Pebbled Leather High Top Heeled Ankle Boots Beautiful Flattering Elongating Piece From This Brand Features A High Quality Soft Pebbles Leather With A Double Buckle Strap Details Slip On Style Chunky 3” Heel 6” Shaft Rubber... more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | Burberry's Footwear Blends Time-Honored Craftsmanship With Modern Design. Meticulously Crafted From Supple Super Soft Pebbled Leather, These Peep-Toe Black Boots Have A Gold-Tone Front Zipper And Have 4.25 Inches Stiletto Heels With A Logo Gold Metal... more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | Coach Shoes | Coach Ann Camel Walnut Pebbled Leather Ankle Boots | Color: Brown | Size: 10 Statement Leather Booties With 3.75 Inch Heels. Versatile, Can Be Worn Casually Or Dressed Up. - Preowned In Good Condition With Minor Wear - See Photos For Any Flaws/Wear/Discolorations - Color May Differ Slightly Due To Lighting. Size Is Determined... more | go to store |
 | J.Crew Womens Emmett Black Pebbled Leather Ankle Boots Size 7 Side Zip Buckle. Almond Toe. Block Heel. Decorative Buckle. Side Zip. Very Good Preowned Condition. more | go to store |
 | J. Crew Shoes | J. Crew Black Pebbled Leather Ankle Boots | Color: Black | Size: 5.5 These Black Pebbled Leather Boots From J. Crew Have A Double Buckle And Great Shape. Perfect With Jeans, Leggings, Or Even A Skirt. more | go to store |
 | Reposhing This Item I Purchased From @Ovapparel. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | Size 6 Leather Upper & Lining Made In Brazil Only Wore A Couple Times Very Good Use Condition more | go to store |
 | J. Crew Shoes | J Crew Emmett Black Pebbled Leather Ankle Boots Size 7.5 | Color: Black | Size: 7.5 J Crew Emmett Black Pebbled Leather Ankle Boots Size 7.5 Style: 54753 Black Pebbled Leather Ankle Boots With Zipper In The Back And Leather Strap With Buckle Detail On Front. Slight Heel. Leather Lining. Good Condition, Minor Wear. Please See Photo For... more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more | go to store |
 | Madewell The Mariam Chelsea Boot In Pebbled Leather 6.5. New No Box more | go to store |
 | J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more | go to store |
 | New Without Box Size 6.5 more | go to store |
 | J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10 J. Crew Leather Chelsea Boots Pull On Ankle Boot Black Smooth Buttery Leather Size 10 In Great Condition! Finish Your Fall Look In The Smooth Leather J.Crew Chelsea Lexi Boot Featuring A Breathable Leather Lining And Lightly Cushioned, Stationed Insole... more | go to store |
 | WIDE FIT Serena Ankle Boot - navy Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more | $99.99 $69.99 go to store |
 | WIDE FIT Valentina Ankle Boot - gray Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more | $99.99 $69.99 go to store |
 | WIDE FIT Serena Ankle Boot - navy Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more | $99.99 $69.99 go to store |
 | WIDE FIT Valentina Ankle Boot - gray Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more | $99.99 $69.99 go to store |
 | WIDE FIT Serena Ankle Boot - navy Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more | $99.99 $69.99 go to store |
 | WIDE FIT Valentina Ankle Boot - gray Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more | $99.99 $69.99 go to store |
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