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| Best Seller  | 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 |
 | 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 |
| Best Seller  | Free People Vegan Pacific Chelsea Block Heel Ankle Boots Grey And Black Size 11 Women's New Condition Classic Chelsea Style Ankle Boots Featuring A Modern Square Toe Design. Elastic Side Panels For An Easy Fit. Chunky Block Heel Creates A Cute And... more | go to store |
 | Free People Shoes | Black Free People Ankle Chelsea Boot | Color: Black | Size: 8 There Are A Euro Size 41 (Us 8) Free People Cowboy/ Chelsea Boot Style Stretchy On The Side Like A Chelsea Boot Small Heel 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 |
 | New In Box With Dustbags And Cards 100% Authentic Eu 38.5 // Us 8.5 Retails $1,275 Style 670393 17k10 1000 A Classic Shape Is Reimagined With Distinctive House Codes. Crafted From Black Leather, This Pair Of Chelsea Boots Are Enriched By The Horsebit... more | go to store |
 | Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties 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 |
 | Stunning! Brand New With Tags, Never Worn. Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware!! Sz 9 9.5 Fantastic Shoes With Stylish 'Eye' Engraving On The Soles! (See Pics). Absolutely Pristine Condition. Mint. Super Comfortable With A... more | go to store |
 | Free People Shoes | Free People Atlas Black Puffer Chelsea Ankle Boots | Color: Black | Size: 8.5 Please Read Description Above About This Brand New Puffer Boot! more | go to store |
 | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more | go to store |
 | Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... more | go to store |
 | Some Wear But In Good Condition. more | go to store |
 | Madewell Lonny Ankle Boots Booties Black Leather Chelsea. Heeled 3.5” Stacked Wood Chunky Heels. Elastic Goring On The Sides With A Decorative Strap. 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 |
 | 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 |
 | Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels more | go to store |
 | J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5 These Are Black Chelsea Ankle Boots That I Wore So Religiously That I Bought Two Pairs When They Were On Sale As Back Up. I Don’t Need Two Extra Pairs Tho So I’m Selling These Now. Have Hardly Been Worn But Were In Storage For A While And They Deserve... more | go to store |
 | Step Up Your Shoe Game With These Stylish Chelsea Ankle Boots By Madewell. Crafted With Black Leather, These Boots Feature A Round Toe Shape And A Pull-On Closure For Easy Wear. The Mid-Height Stacked Block Heel Provides Comfort And Style, Making Them... 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 |
 | Gently Used Madewell Womens 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle Black Low Cut 10.75 Inches Long 3.5 Inches Sole Width 1.5 Heel Evidence Of Use On The Sole Insole And Upper Please Review All Photos Carefully more | go to store |
 | Brand New Without The Box Please See Pictures For Details Only The Size 8 Is Left Usps Box#13 Usps Box#14 Usps Box#15 Coach Rivington Rain Bootie Black Chelsea Ankle Logo Chelsea Boot Style Gets A Weather-Ready Update In The Fresh Pull-On Design Of The... more | go to store |
 | Madewell Shoes | Madewell Grayson Black Leather Chelsea Ankle Boots 8 | Color: Black/Tan | Size: 8 Madewell Grayson Black Leather Chelsea Ankle Boots 8 Size 8. In Excellent New Condition. Black Leather. 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 |
 | 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 |
 | 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 |
 | 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 |
 | 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 |
 | Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9 Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! more | go to store |
 | J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250. Excellent Condition Minimal Wear Size 9 Original Box Included Wardrobe Staple Style Similar To Saint Laurent Ysl Wyatt Boots more | go to store |
 | Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 Retail Price $325.00 + Tax Since The '60s, Chelsea Boots Have Been Worn By Leggy Fashion Icons And Supermodels Around London's Trendy Chelsea Neighborhood (Hence The Name). This Kate... more | go to store |
 | Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10 Barely Worn Black Suede Leather Pointed Toe Chelsea Boots With Western Style Detail Around Elastic. Low 1” Heel. 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 |
 | Gucci Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A Pull-On Entry. Completed With A Detachable Ankle Strap Dotted With Sparkling Crystals Encased Within Engraved Trims,... more | go to store |
 | Madewell Chelsea Boots Rain Boots Pull On Ankle Height Lug Soles Cotton Lining Very Good Preowned Condition Sz 7 Shaft Height 5 & 5/16” Heel Height 1.25” (B17) 3923 more | go to store |
 | J. Crew Shoes | Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. | Color: Black | Size: 8.5 Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. Never Worn. New In Box. more | go to store |
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