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| Best Seller  | 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 | $776.27 $462.04 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 | $677.28 $552.66 FREE shipping go to store |
| Best Seller  | J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5 New Without Box Size 7.5 ... more | go to store |
 | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots Sz 6.5 Kate Spade New York Brandi Tan Pebbled Leather Ankle Boots With Bow Pointed Toe- Solid Vamp- Buckle Strap Detail- Bow Tie Embellishment- Shaft Height, 10." Opening Circumference-... ... more | go to store |
 | Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6 Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... ... 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 |
 | Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5 Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned Footbed Lug Outsole Pull-On New Without Box Size 36.5 (6.5) ... more | go to store |
 | Gucci Shoes | Gucci Worsh Black Leather Chelsea Ankle Boots | Color: Black | Size: 11 Only Wore Once To Big It Comes With Original Box And Dust Bags As Well In Great Condition No Scratches Or Marks ... more | go to store |
 | Kate Spade Shoes | Kate Spade Fringe Chelsea Ankle Boots Suede Tan Size 8 | Color: Tan | Size: 8 Kate Spade Fringe Chelsea Ankle Boots Suede Tan Size 8 Gently Used With Minor Wear. Great Preowned Condition. ... more | go to store |
 | Anthropologie Ankle Boots - Leather Upper And Lining - Pull-On Style - Stacked Heels - Taupe/Tan - Size 9 Gently Pre-Owned; Some Light Scrapes To Heels As Shown. ... more | go to store |
 | New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 ... more | go to store |
 | Madewell Shoes | Madewell The Spencer Chelsea Ankle Boots | Color: Cream/Tan | Size: 9 Madewell 'The Spencer' Tan Leather Pull On Chelsea Ankle Boots Leather Upper. Leather Lining. Leather Sole With Rubber Heel. Style: C1375 Color: Tan Us Women's Size 9 Preowned. Good Used Condition With Some Signs Of Wear. Sold As Pictured. Msrp $198 T62 ... more | go to store |
 | Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... ... more | go to store |
 | Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots ... more | go to store |
 | These Are Stylish, Comfortable, And Timeless Chelsea Boots From Free People. They Are Crafted From High Quality Genuine Leather That's Slightly Aged And Distressed. Gorgeous Dark Red/Burgundy/Oxblood Color. - Elastic Side Panels For An Easy Pull-On... ... more | go to store |
 | Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5 Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. ... more | go to store |
 | Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6 Leather Chelsea Ankle Boots Sz 6 #47-823 ... more | go to store |
 | Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8 Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! ... more | go to store |
 | Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8 Madewell Spencer Chelsea Ankle Boot Sz 8. Pre-Owned Condition (Average Creasing At Toes And Wear On Inner Sole Side Of Heels-Photos 7 & 8). ... more | go to store |
 | Free People Shoes | Free People Santa Fe Chelsea Ankle Boots | Color: Green | Size: 37 Free People Santa Fe Chelsea Ankle Boots New Without Tags Size 37 Color:Dust Storm ... more | go to store |
 | Free People Shoes | Free People Atlas Chelsea Ankle Boot In Chocolate | Color: Brown | Size: 9 Free People Atlas Chelsea Ankle Boot Color: Chocolate Size: 39 Or 9 Brand New With Tags, Never Been Worn *Box Missing Lid ... more | go to store |
 | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots Size 40.5 Black Leather Matelasse Leather Double G 2 Inches Made In Italy Comes With Original Box, Tags, Dust Bags, Booklets ... more | go to store |
 | Complement Your Classic Look With The New Keith Suede Chelsea Boot From Levi’s! These Handsome Chelsea Boots Feature Soft Suede Uppers With Dual Elastic Gore For Easy On And Off And Memory Foam Footbed For Lasting Comfort. ... more | go to store |
 | Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7 Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 Small Stacked Heel, Pull Tabs, Elasticized Panels, And An Almond Toe. Gently Used With Normal Wear. Small Spot On The Left Boot Toward The Opening On The Front. Most Wear Is On The Bottom... ... more | go to store |
 | Some Wear But In Good Condition. ... more | go to store |
 | Zara Shoes | Leather Chelsea Ankle Boots Sz 9 Or Eu 42 | Color: Black | Size: 9 Leather Chelsea Ankle Boots Sz 9 Or Eu 42 #53- 896 ... more | go to store |
 | J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5 Slightly Worn J Crew Ankle Boot. True To Size. Rubber With Elastic Stretch Around Ankle. Low Heel. ... more | go to store |
 | J. Crew Shoes | J. Crew Black Chelsea Ankle Boot - Size 7.5 | Color: Black | Size: 7.5 J. Crew Black Chelsea Ankle Boot - Size 7.5 With Shoe Box ... more | go to store |
 | Floor Model And Tried On Excellent - Please See Pictures!! The Quintessential Fall Shoe. Our Chelsea Boot Is An Ultra-Versatile Silhouette Crafted From Soft Suede And Set On A Low Stacked Heel. Elastic Panels And A Back Pull Tab Ensure Ease And... ... more | go to store |
 | Reposhing This Item I Purchased From @Sydney_coop21. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box ... more | go to store |
 | Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 Like New Condition - Minor Wear On Balls From Try-Ons And Minor Markings On Insole Of Right Boot From A Sticker That Was Removed. -Almond Toe -Pull-On-Style -Elastic Gore Inset -Cushioned... ... more | go to store |
 | Burberry Shoes | Burberry Men’s Chelsea Ankle Boots Dark Brown 45 | Color: Brown | Size: 45 100% Authentic Guarantee Retail $775 New With Box ( No Dust Bag ) Store Display Slight Signs Of Store Trying On Outsoles Color: Dark Brown Eu Size 45 Insole Approx 12.25" Width Approx 4" Please See Pictures ... more | go to store |
 | Reposhing This Item I Purchased From @Desertsunstyle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box ... more | go to store |
 | Madewell Shoes | Madewell Carina Chelsea Ankle Boots 6.5 | Color: Tan | Size: 6.5 Questions? Leave A Comment Below! ... more | go to store |
 | Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6 Actual Item Shown In Pictures. Brand: Aa Copenhagen Model: Chloe Condition: New With Box Style: Modern Fashion Antiqued Ankle Boots Size: Ladies Euro 36 Measurements: Shaft Height: 6 In. Height Without Heel Heel: 1 In. Shaft Circumference: 10 In.... ... more | go to store |
 | Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7 Worn A Handful Of Times, In Fabulous Condition, Perfect For Fall ... more | go to store |
 | Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boot Tan | Color: Tan | Size: 8 Gently Used. Tan Suede Heel Height Is 2” Boot Height 3” Gg21 ... more | go to store |
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