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| Best Seller  | 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 |
| Best Seller  | 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 |
 | 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 |
 | J. Crew Shoes | J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 | Color: Green | Size: 7 J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 Preowned Has Some Wear See Photos Shoe3 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 Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various Madewell Sonia Ankle Low Chelsea Boots Brand New In Box Retail $188 Color: Tan And Black With Snakeskin Pattern / "Heather Natural Multi" Description: An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A... 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 |
 | Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9 Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing more | go to store |
 | 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 |
 | Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box 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 |
 | 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 |
 | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown. Womans Size 12 more | go to store |
 | Madewell Bryce Chelsea Suede Ankle Boot Low Heel Genuine Leather Suede Tan Camel Chestnut Brown Color - Neutral For Fall Pull On Style Terrific Condition Size 8.5 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 |
 | Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller... more | go to store |
 | Kate Spade New York Sedgewick Chelsea Ankle Rubber Rain Boots Shoes Size 10 Used... In Good Condition. Sign Of Normal Wear. Please See Pictures Provided. Black Bin 04 more | go to store |
 | Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5 Runs Small; Order 1/2 Size Up. Details An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. - 1 3/4" Heel (Size 8.5) - 3" Shaft - Pull-On Style With Elastic Gore Insets -... more | go to store |
 | Boho Urban Chic In These Gorgeous Free People Chelsea Boots Free People Recommends Sizing Up 1/2 Size Nwob Some Minor Try On Scuffing No Other Imperfections See Pics For Item Details more | go to store |
 | Reposhing Only Because I Ordered The Wrong Size. Not Sure What I Was Thinking. These Are A 9. (I’m An 8) They Are In Perfect Condition. Questions? Leave A Comment Below! more | go to store |
 | New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 more | go to store |
 | Reposhing This Item I Purchased From @Mltldl. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more | go to store |
 | Free People Atlas Chelsea Bootie Black Leather Fabric 40 New Without Box Tufts Of Faux Shearling Woven Into A Jacquard Pattern Create Eye-Catching Texture On This Mixed-Media Version Of A Classic Chelsea Boot. Studded Patchwork Look 5 1/2" Shaft... 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 |
 | Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6 Reposhing This Item I Purchased From @Jjfrommycircle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10 Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. more | go to store |
 | Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9 Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more | go to store |
 | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New New In Box Condition Notes: Display Or Try On Boot - No Dust Bag Or Box When It Rains, You'll Shine In Kate Spade New York's Star Chelsea-Style Boots With Gleaming Gold-Tone... 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 |
 | Burberry Shoes | Burberry Men’s Chelsea Ankle Boots Dark Brown 45 | Color: Brown | Size: 45 100% Authentic Guarantee Retail $775 New With Box ( No Dust Bag ) Store Display Slight Signs Of Store Trying On Outsoles Color: Dark Brown Eu Size 45 Insole Approx 12.25" Width Approx 4" Please See Pictures more | go to store |
 | Madewell Shoes | Madewell Snakeskin Chelsea Leather Ankle Boot | Color: Brown | Size: 8 New Madewell Snakeskin Print Chelsea Ankle Boot. New Without Box! - Women Size 8 - Fast Shipping! more | go to store |
 | Anthropologie Shoes | Anthropology Chelsea Platform Ankle High Boots | Color: Orange | Size: 9 Anthropology Chelsea Platform Ankle High Boots. Very Comfortable And Trendy. Previously Loved But In Great Condition. It Is A Peach Color more | go to store |
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