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| Best Seller  | 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 |
 | Reposhing This Item I Purchased From @Deenajwhennen. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! 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 |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more | go to store |
 | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged Made Of Water-Resistant Suede With A Rugged Lug Sole, These Pull-On Chelsea Boots Are Fully Lined In Real Shearling To Up The Cozy Factor. Basically: All-Weather Boots You'll... more | go to store |
 | Madewell Ivy Chelsea Mini Dot Animal Print Ankle Boots Calf Hair Size 7 Like New 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 |
 | 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 |
 | Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9 Black Ankle Rain Boots. Some Scratching Along The Side. Narrow Sizing. more | go to store |
 | Ralph Lauren Shoes | Calvin Klein Leather & Fur Black Boot (8.5) | Color: Black | Size: 8.5 Black Side Zip Boot With Low 3.5” Heel. Wear As Shown In Pics And One Small Area Of Outer Seam Pulling As Shown In Last Pic. (Outer Layer - Not A Hole Through) - Size 8.5 - 3.5” Heel If You Have Any Additional Questions Please Do Not Hesitate To Ask! 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 |
 | Used Pair Of Madewell Nadine Ankle Chelsea Boots In Size 7.5. These Are A Spotted Calf Hair Upper. There Is A Little Wear On The Points Of The Toes. Minimal Heel Wear. Please See Photos more | go to store |
 | Some Wear But In Good Condition. more | go to store |
 | Free People James Chelsea Lug Sole Chunky Ankle Boots In Bone White Size 9 Pre-Owned (No Box) Only Worn Once Or Twice But Has Some Scuffs, Tried To Show In Pictures. more | go to store |
 | Free People Shoes | Free People Chelsea Ankle Boot Size 9 | Color: Brown/Green | Size: 9 Free People Chelsea Boot With Green Ankle Detail And Brass Grommets On The Back. Size 9 From A Pet Free And Smoke Free Home. more | go to store |
 | Kate Spade Anew York Magenta Pink Suede Ankle Boots With Block Chunky Heel. Very Nice Used Condition. Slip On Boot With Ribbing On The Side. These Are Super Cute. Size 8.5 more | go to store |
 | Free People Shoes | Free People Atlas Puffer Chelsea Ankle Boots New | Color: Black | Size: Various Nwob, No Flaws! Free People Atlas Chelsea Puffer Boot, Black These Adorable Boots Sold Out Instantly Everywhere! Multiple Sizes Avail Gleaming Studs And Scalloped Edges Contrast Against The Puffy Profile Of A So-Cool Chelsea Boot Crafted From Leather.... more | go to store |
 | Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more | go to store |
 | New Without Box more | go to store |
 | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish 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 |
 | Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10 Kate Spade New York Ankle Chelsea Boots Black & Metallic Leather & Rubber Trim Round-Toes With Glitter Accents Heels: 1.5" Size: 10 In Good Condition, Small Spots On Boots Where Glitter Is Scratched From Being In Closet. - You Can See By The Soles... more | go to store |
 | Kate Spade Shoes | Mocha Chelsea Ankle Boots | Color: Brown | Size: 8 Kate Spade Mocha Chelsea Boots. Size 8. Excellent Condition 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 |
 | Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount 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 |
 | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Slip On Stacked Block Heel Chelsea Style Ankle Length Western Leather Upper And Lining Taupe Color Size: 8.5 Condition: Good, Has Some Scuffing 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 |
 | Brand New In Box. Womens Us Size 8. Runs Big More Like 8.5. Please See Photos For Added Description more | go to store |
 | Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 more | go to store |
 | Free People Shoes | Free People Atlas Puffer Chelsea Ankle Boots New | Color: Black | Size: 8.5 Nwob, No Flaws! Free People Atlas Chelsea Puffer Boot, Black These Adorable Boots Sold Out Instantly Everywhere! Multiple Sizes Avail Gleaming Studs And Scalloped Edges Contrast Against The Puffy Profile Of A So-Cool Chelsea Boot Crafted From Leather.... more | go to store |
 | Beautiful Boots more | go to store |
 | Coach Tia Ankle Chelsea Boots, Chunky Heels, Wine Color Suede Booties, Size 8.5 Women’s. Preowned. Some Wear From Normal Use, Mainly On The Bottoms. Heel Height Approx 2.5”. Elevate Your Shoe Game With These Stylish Coach Tia Ankle Booties In A... more | go to store |
 | Excellent Preowned Condition Crafted From Hand-Finished Leather, These Sleek Chelsea Boots Offer A Cushioned Insole And A Sturdy Heel For Comfortable, Outfit-Elevating Style. Due To The Nature Of Hand-Finished Leather, Expect Slight Variation In Color... more | go to store |
 | Free People Shoes | Free People Vegan Chelsea Gray Ankle Boots | Color: Gray | Size: 8 Size 8 Block Heel In Good Condition more | go to store |
 | American Eagle Outfitters Shoes | Brown Chelsea Ankle Boots | Color: Brown | Size: 6 Brown Chelsea Booties Size 6 From American Eagle Tiny Signs Of Wear On The Heels But Good Condition Still!! more | go to store |
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