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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 |
 | All Leather Pointed Toe Mercer Chelsea Leather Boots By Archive. Beatles Style Boots. Sz 8 Women’s. Fits 7.5-8. Excellent Condition. See Pics. more | go to store |
| Best Seller  | 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 |
 | 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 |
 | Madewell Shoes | Madewell The Spencer Chelsea Leather Ankle Boots | Color: Tan | Size: 9.5 Madewell 9.5 Spencer Short Chelsea Boot Style C1375 Mink Taupe Tan Color Stacked Heel No Original Box Slight Marks In Leather (See Photos) Excellent Used Condition 1.75" Heel Almond Toe Luxe Quality Stretch On Both Sides Offers Welcome. No Trades. more | go to store |
 | Free People Shoes | Free People James Chelsea Ankle Velvet Boots | Color: Black | Size: 37 Free People James Chelsea Crushed Velvet Chunky Sole Ankle Boot A Chunky Block Heel And Lugged Sole Classic Chelsea Boot Slim Silhouette Bootie Side Zip And Elasticized Insert Details Cushioned Footbed 3,5 “ Chunky Heel With 1” Platform Almond Toe... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Leather Black Ankle Boots 8 | Color: Black | Size: 8 Madewell The Ivy Chelsea Boot In Leather Madewell Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more | go to store |
 | J Crew Cognac Brown Leather Chelsea Boots With Stretch Panels For Easy Pull-On. Tag Size 8. Fits 7.5-8 In My Opinion. Style Eo824 Preowned. Shows Signs Of Wear Including Scuffs On Toes, Wear On Back Heels, Wear On Bottoms Of Soles, Creasing In Midfoot... 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 |
 | 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 |
 | J. Crew Shoes | Chelsea Ankle Boots In Brown Leather Size 7 | Color: Brown | Size: 7 Dark Brown Chelsea Ankle Boots. Easy Pull On And Off. Classic Boot To Complete Your Look! Euc - Worn 2-3x Some Wear On Sole. Light Creasing And Minor Rubbing At Toes, Hardly Noticeable When Worn. Genuine Leather Size 7 | Fits Like 7-7.5 Imo *1st Photo... more | go to store |
 | Madewell Shoes | Madewell | Altered Lonny Chelsea Ankle Boots | Color: Black | Size: 8.5 These Gorgeous Calfskin Leather Booties Have An Exposed Elastic Detailing, A Stacked 3.5" Heel, And Rubber Sole For Comfort. The Decorative Strap That They Came With Has Been Removed For A Cleaner, More Minimal, Less Moto Look. They Have Been Freshly... 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 |
 | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 37 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more | go to store |
 | Reach New Heights In A Pair Where Elevated Neutrals And A Wedge Heel Take Center Stage. In Great Preowned Condition. Minor Wear To The Outer Sole. One Mark At The Inner Side Gore Panel Of The Left Boot. See Photos. Suede Leather Upper Leather Lining... more | go to store |
 | The Madewell Gibson Chelsea Ankle Boot In Black Is A Sleek And Versatile Footwear Option Crafted From Leather. Featuring A Slip-On Style With A Round Toe, This Chelsea Boot Offers Both Comfort And Style. It's A Timeless And Essential Piece That Pairs... more | go to store |
 | Good Preowned Condition. Light Wear As Shown In Photos. An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With Elastic Gore Insets Cushioned Footbed... 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 |
 | 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 |
 | Excellent Used Conditions Worn Once No Notable Scuffs Or Flaws Elevate Your Style With These Stunning Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots. These Boots Feature A Unique Patchwork Design And A Sleek Black Color That Complements Any... 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 |
 | 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 |
 | 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 |
 | J. Crew Shoes | J Crew Sherpa Lined Chelsea Ankle Boot | Color: Black | Size: 8 Awesome Pair Of Barely Worn Ankle Chelsea Style Leather Boots In Excellent Pre-Owned Condition. more | go to store |
 | Coach Shoes | Coach Bowery Chelsea Ankle Boot In Camel | Color: Tan | Size: 5 The Bowery Chelsea Boot From Coach Takes A Classic Silhouette And Updates It With Modern Appeal. This Ankle Bootie Features A Sleek Almond Toe And Ombre Block Heel For An Eye-Catching Finish. Details: * Runs Large, Fits Like Size 6 * Suede Upper *... more | go to store |
 | J. Crew Shoes | Chelsea Ankle Boots | Color: Black | Size: 7 Chelsea Ankle Boots Look Like Horseback Riding Boots, Rain Boots And Doc Martens Super In Style Right Now Perfect Staple Super Comfy And Cute Size 7 J Crew Brand Only Worn A Few Times Great Condition Other Than A Little Scuffing And Loose Top Of... 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 |
 | Slight Scuffs But Have Never Been Worn. They Are Beautiful And So So Comfortable But Too Big For Me (No Need To Size Up Tts) My Loss Your Gain. Open To Offers more | go to store |
 | Madewell Size 8 Ryan Chelsea Cognac Brown Leather Ankle Boots 3.5 Inch Heel In Good Preowned Condition. Normal Wear To Leather Some Creasing, Normal Wear Heels, And Wear Curling Edges On Footbed. The Taps Have Been Replaced Look New. more | go to store |
 | Used Read Description Size: 10/11 Measurements: Details: No Rips Or Stains Condition:Good Smoke Free Home Always Open To Offers more | go to store |
 | Free People Shoes | Free People Black Chelsea Ankle Boots | Color: Black/Brown | Size: 7.5 Free People Black Chelsea Ankle Boots - Size 38 Equivalent To Size 7.5 - Good Condition! Hl 25% more | 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 |
 | Madewell Ivy Chelsea Mini Dot Animal Print Ankle Boots Calf Hair Size 7 Like New 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 |
 | Madewell Shoes | Madewell Carina Ankle Chelsea Boot Bootie | Color: Brown | Size: 7 Excellent Condition! Size 7 Cognac Color 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 |
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