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Madewell Shoes | Madewell The Benning Chelsea Boot Casual Boho Black Leather Ankle Boots Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell The Benning Chelsea Boot Casual Boho Black Leather Ankle Boots Size 8 | Color: Black | Size: 8

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

$88.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

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

$128.00

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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

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

$54.00

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Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9

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

$12.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

Reposhing This Item I Purchased From @Deenajwhennen. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$54.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

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

$128.00

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Free People Shoes | Free People Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Shoes | Free People Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more

$90.00

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Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more

$45.00

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Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

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

$97.00

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Gucci Shoes | Gucci Gg Boots, Gucci Moto Boots, Ankle Boot With Double G, Gucci Leather Boots | Color: Black/Gold | Size: 36.5

Gucci Shoes | Gucci Gg Boots, Gucci Moto Boots, Ankle Boot With Double G, Gucci Leather Boots | Color: Black/Gold | Size: 36.5

Women's Ankle Boot With Double G Gucci Boots, Gucci Combat Boots I Wore These 10 Minutes Total To Burlington. They Hurt. I Went To My Car And Took Them Off And Put On My Sneakers. They Are Super Firm And Not Good For Wide Feet. I Softened Them A Little... more

$1,140.00

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Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Excellent Condition Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties Brand: Madewell Size: Women’s Size 6 Style: 2030756 Carina Color: Burnt Clay Multi 1.5” Stacked Block Heel 5.5” Tall Leather Upper Snakeskin Print Yellow... more

$68.00

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Nine West Shoes | Ankle Boots, Gray Patent Stiletto Boots, Size 9m Boots, Nine West Vintage Boots | Color: Gray | Size: 9

Nine West Shoes | Ankle Boots, Gray Patent Stiletto Boots, Size 9m Boots, Nine West Vintage Boots | Color: Gray | Size: 9

Listed For Sale Is A Pair Of Vintage Gray Nine West Patent Leather Stiletto Ankle Boots Condition: Vintage - Excellent Type: Patent Leather Ankle Boots Brand: Nine West. The Boots Feature A Side Zipper And Pointed Toe. Total Items Listed: 1 Pair Boots.... more

$30.00

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J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

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

$36.00

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Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots. Flaw: Leather Peeling On The Inside Please See Pictures. On The Outside No Flaws. Questions? Leave A Comment Below! more

$65.00

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Zara Shoes | Ankle Boots; Very Pretty, Nice Casual Ankle Boots With Silver Buckle Detail | Color: Black/Silver | Size: 7.5

Zara Shoes | Ankle Boots; Very Pretty, Nice Casual Ankle Boots With Silver Buckle Detail | Color: Black/Silver | Size: 7.5

Zara Ankle Boots; Burgundy In Front And Black On Back; Straps Are Burgundy Around The Back And Non-Functional; Inside Zip; Worn A Few Times; Good Condition more

$30.00

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Zara Shoes | Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. | Color: Black | Size: 8

Zara Shoes | Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. | Color: Black | Size: 8

Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. Large Chain Trim At Front. Thin Lined Heel. Pointed Toe. Inner Side Zip Closure. Airfit. Flexible Technical Sole Made Of Latex Foam Designed To Offer Increased Comfort. Heel... more

$65.00

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Kate Spade Shoes | Kate Spade New York Sedgwick Chelsea Ankle Rubber Rain Boots Shoes Size 10 | Color: Black | Size: 10

Kate Spade Shoes | Kate Spade New York Sedgwick Chelsea Ankle Rubber Rain Boots Shoes Size 10 | Color: Black | Size: 10

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

$85.00

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Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5

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

$68.00

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Free People Shoes | Free People Chelsea Heeled Bone White Ankle Boots Sz 39 Nwob, Some Try On Scuffs | Color: Cream/White | Size: 39eu

Free People Shoes | Free People Chelsea Heeled Bone White Ankle Boots Sz 39 Nwob, Some Try On Scuffs | Color: Cream/White | Size: 39eu

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

$80.00

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Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

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

$67.00

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Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more

$30.00

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Madewell Shoes | Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 Style M3463 | Color: Black/Cream | Size: 6.5

Madewell Shoes | Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 Style M3463 | Color: Black/Cream | Size: 6.5

Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 In Excellent Condition, No Flaws more

$50.00

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Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Genuine Leather Grayson Chelsea Velvet Ankle Boots Size 9, Small Spots Hardly Noticeable See Picture 9, Otherwise These Boots Are In Excellent Used Condition. more

$30.00

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Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more

$50.00

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Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Spencer Chelsea Ankle Boot Sz 8. Pre-Owned Condition (Average Creasing At Toes And Wear On Inner Sole Side Of Heels-Photos 7 & 8). more

$50.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 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

$75.00

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Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

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

$60.00

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Madewell Shoes | Madewell 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle | Color: Black | Size: 8.5

Madewell Shoes | Madewell 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle | Color: Black | Size: 8.5

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

$29.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

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

$91.00

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Coach Shoes | Coach Rivington Rain Bootie Black Chelsea Ankle Logo Rain Boots Size 8 New!!! | Color: Black/Red | Size: 8

Coach Shoes | Coach Rivington Rain Bootie Black Chelsea Ankle Logo Rain Boots Size 8 New!!! | Color: Black/Red | Size: 8

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

$125.00

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J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown. Womans Size 12 | Color: Brown | Size: 12

J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown. Womans Size 12 | Color: Brown | Size: 12

J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown. Womans Size 12 more

$51.00

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Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

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

$40.00

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Madewell Shoes | Madewell Grayson Black Leather Chelsea Ankle Boots 8 | Color: Black/Tan | Size: 8

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

$60.00

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Madewell Shoes | Madewell Carina Chelsea Ankle Boots 6.5 | Color: Tan | Size: 6.5

Madewell Shoes | Madewell Carina Chelsea Ankle Boots 6.5 | Color: Tan | Size: 6.5

Questions? Leave A Comment Below! more

$61.00

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Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

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

$68.00

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Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6

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

$55.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boot Tan | Color: Tan | Size: 8

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

$38.00

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Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot 39,40 | Color: White | Size: Various

Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot 39,40 | Color: White | Size: Various

Questions? Leave A Comment Below! New Without Box more

$81.00

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Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu

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

$72.00

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Urban Outfitters Shoes | Black Urban Outfitters Chelsea Ankle Boots. Size 8. Fair Condition. | Color: Black | Size: 8

Urban Outfitters Shoes | Black Urban Outfitters Chelsea Ankle Boots. Size 8. Fair Condition. | Color: Black | Size: 8

Black Urban Outfitters Ankle Boots In Size 8. Fit True To Size. These Are In Fair Condition With Some Scuffs, Peeling (Especially On Right Boot), And Bending From Wear. The Heels And Bottoms Are In Great Condition. Please Zoom Into Pictures And Reach... more

$9.00

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More information about Men's Shoes

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