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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 |
 | 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 |
| Best Seller  | 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 |
 | Style : Traditional Classic Boho Leather Minimalist Modern Contemporary Business Casual Office Professional Color : Black Leather Condition : New With Tags Still In The Original Brand Box Packaging Nwt Sized By The Brand: Women's Size 8 Style Name By... 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 |
 | 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 |
 | Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9 Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown 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 |
 | In Good Shape Size 39 more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5 In Overall Great Condition. Smoke Free Home. Size: 5 Brown Croc Pull On Leather Casual Neutral Elastic Side Gore 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 |
 | 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 |
 | Black Leather Upper Chelsea Side Panels Ankle Height Really Great Condition Gently Worn more | go to store |
 | Some Wear But In Good Condition. more | go to store |
 | J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9 These Are In Great Condition Although They Are Used. I Did Not Find Any Scuffs Except A Few On The Heel - Please See The Last Picture. Leather. Size 9. Black. 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 |
 | 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 |
 | J Crew Womens Ankle Booties Size 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots Heel 3 Shaft Height 7.5 Around Ankle 12 Pet Free Home Smoke Free Home Offers Welcome more | go to store |
 | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... 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 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 |
 | Questions? Leave A Comment Below! New Without Box more | go to store |
 | Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu Rounded Toes ~ Ankle Height Shaft ~ Dual/Two Stretchy Gore Panels On The Sides Of The Ankle Shafts ~ Leather Panels On Toes And Heels ... With Scalloped Leather Trims Trimming The Gore/Stretch Panels ~ Woven Textile Panels On Top Of The Foot And On The... more | go to store |
 | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b Euc 1.25” Heel more | go to store |
 | Madewell Sonia Leather Snakeskin Chelsea Boots. Size 7.5 Light Wear Ships Without Original Shoe Box. more | go to store |
 | Kate Spade Sedgewick Domina Leopard Print Chelsea Ankle Rain Boots. Product Details Material Rubber With Elastic And Rubber Heel Features 1.2" Heel Pull On Back Tab Water-Resistant Size Is A Ladies 6/7 Eu 37 Great Preowned Condition With Only Some... more | go to store |
 | Madewell Shoes | Madewell Gray Suede Chelsea Ankle Boots | Color: Gray | Size: 7 Madewell Gray Suede Chelsea Ankle Boots. Made In Brazil. Preowned In Very Good Condition As Shown In The Photos. We Ship The Same Day Or The Next Business Day. Feel Free To Ask Questions. more | go to store |
 | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot Sz 41 Make Me An Offer! Special Discounts Available For Bundles Of 2 Items Or More! Questions? Leave A Comment Below! more | go to store |
 | Worn Less Than 5 Times! Just Hits My Ankle In A Weird Spot, Nothing Wrong With Them. Originally $250 Last Winter. Make An Offer! 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 |
 | Women's Anthropologie Suede Chelsea Floral Embossed Ankle Boots Booties Shoes With Pointed Toe Made In Spain Size: 39 Color: Brown Style #: 43454446 Great Condition more | go to store |
 | Designer: Gucci Size: Marked As 9 G / Converts To Us 9.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 592861 Dtn50 1000 Material: Leather Upper, Rubber Sole Unique Features: Mens Black Leather Logo Patch... more | go to store |
 | Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boot Tan | Color: Tan | Size: 7.5 Our Design Team Took Age-Old Western Boot Details, A Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforations And Cut Them Low On The Ankle To Make Your Legs Look Even Longer A Pull-On Style For In-Between Weather Extra Layer Of Padding To Make Them... more | go to store |
 | Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9 Hoss Intropia Tan Suede Ankle Boots With Back Zip Detail And Stacked Wooden Heel Pre-Owned - Fair Condition, Denim Dye Spot Transfers At The Edges On Top, Can Be Professionally Cleaned For Additional Cost, Added Vibram Sole, See Images, Ask Questions,... more | go to store |
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