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| Best Seller  | Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more | go to store |
| Best Seller  | Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more | FREE shipping go to store |
 | Men's Thom Browne Penny Loafer Ankle Boots - Black - Casual boots 100% Calfskin Leather, 100% Rubber. Made in Italy. more | $1,229.00 $707.90 FREE shipping go to store |
 | Men Boots Comfortable Fashion Breathable Lace Up Solid Color Outdoor Autumn Winter Wide Calf Leather Boot Description: Gender: Men Boy Upper Material:Artificial leather Sole Material: Rubber Scenes:Indoor&Outdoor Fashion Leisure Style:Comfortable... more | $51.24 $45.96 go to store |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Listed For Sale Is A Pair Of Vintage Gray Nine West Patent Leather Stiletto Ankle Boots Condition: Vintage - Excellent Type: Patent Leather Ankle Boots Brand: Nine West. The Boots Feature A Side Zipper And Pointed Toe. Total Items Listed: 1 Pair Boots.... more | go to store |
 | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots. Flaw: Leather Peeling On The Inside Please See Pictures. On The Outside No Flaws. Questions? Leave A Comment Below! more | go to store |
 | Lonesome Fringe Ankle Boot By Free People. Suede Ankle Boot With Foldover Top And Fringe Trimming. Leather Wrapped Chord Detailing Around The Ankle. Leather Tab Detailing At Each Bottom Side And Back Low Stacked Heel. Gently Worn With Only 2 Marks As... more | go to store |
 | Rare Find! Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) Made In Portugal With Real Patent Leather And Meant To Look Distressed. Wooden Sole And Chunky Metal Accents. Slight Creases Near Toes But Not Not Effect The Functionality Of The... more | go to store |
 | Relatively Lighter Wear, Pre-Owned Condition, But Not Totally Without Blemish. Color: Cream Leather Vamp Side Zipper For Ease Of On And Off Cushioned Interior Foot Bed Expandable Accent Inset For Optimal Comfort Fit Approximate Measurements 6” Shaft... more | go to store |
 | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition. 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 |
 | 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 |
 | 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 |
 | Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. 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 |
 | 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 |
 | Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels more | go to store |
 | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more | go to store |
 | Madewell Leather Chelsea Boots Embossed Snake Size 6 Excellent Used Condition, No Major Flaws Slip On Style Low Ankle Height Short Block Heel Slightly Pointed Toe Leather Upper/Lining/Sock Synthetic Sole 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 |
 | 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 |
 | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties Excellent Preowned Condition. Madewell Regan Size 9.5 Black Leather Upper And Lining Stacked Heel 2.5 " Heel Cloudlift Lite Padding Retails For $178 Style J8307 Hard To... more | go to store |
 | Suede Upper Leather Lining Needs Some Tlc But Still Lots Of Life In Them G1910 more | go to store |
 | J. Crew Shoes | ! J.Crew $238 Chelsea Leather Ankle Boots E0824 | Color: Black | Size: Various Jcrew $238 Chelsea Leather Ankle Boots Black Shoes E0824 Just Try To Complete Your Fall And Winter Outfits Without Comfortable And Stylish Boots. Style, Comfort, And Flair -- What More Could You Want In A Boot? Famous For Their Trendy Yet Functional... more | go to store |
 | So Stunning And Effortlessly Eye-Catching, These Cool Ankle Boots Are Featured In A Western-Style Silhouette And Buttery Soft Leather With Elastic Side Panels, A Minimal Wooden Block Heel, And Bold Pointy Toe. Pull On Style Pull Tabs At Heel Cushioned... more | go to store |
 | J. Crew Black Leather Slip-On Style Ankle Booties With Elastic Panels For Easy On/Off. Modern Pointed Toe With A Small Block Heel. Tag Size 9 Preowned. Some Wear On Heel Block And Some Minor Creasing Of Leather. Toe Leather Is Nicked And Markings On... 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 |
 | Madewell - The Grayson Brogue Chelsea Tan Suede Ankle Boot Size 8.5 Excellent Condition Small Scratches On Bottom Of Boot Size 8.5 Heel Height - 2.5 Western Boot Details Stacked Raw Leather Heels Pointy Toe Pull On Style 3” Shaft Height Suede Upper... more | go to store |
 | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3 more | go to store |
 | Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness Alert: We've Added An... more | go to store |
 | Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more | go to store |
 | Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more | go to store |
 | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more | go to store |
 | Free People Atlas Chelsea Ankle Boot Eu 40 In My Opinion, They Fit Like 9.5 Us Good Used Condition Minor Signs Of Wear, Wear On Bottom, Light Scuff On Side Pictured. Free People Logo Worn Off On Inside And Some Glitter Inside I Couldn't Get Out Brass... more | go to store |
 | Questions? Leave A Comment Below! more | go to store |
 | Madewell Sonia Low Chelsea Boot, Size 6.5 In Heather Natural Multi. $188 #0320x1.1.9 - Low Chelsea Boot - Snakeskin Embossed Leather - Almond Toe - 1.75" Stacked Block Heel - 3" Shaft - Cushioned Footbed - Leather Upper And Lining more | go to store |
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