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Free People Shoes | Free People Vegan Pacific Chelsea Block Heel Ankle Boots Grey And Black Size 11 | Color: Black/Gray | Size: 11

Free People Shoes | Free People Vegan Pacific Chelsea Block Heel Ankle Boots Grey And Black Size 11 | Color: Black/Gray | Size: 11

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

$120.00

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Free People Shoes | Free People Gold Embossed Beau Western Chelsea Ankle Boot 38 New W/Out Box | Color: Black/Gold | Size: 38

Free People Shoes | Free People Gold Embossed Beau Western Chelsea Ankle Boot 38 New W/Out Box | Color: Black/Gold | Size: 38

Fabulous Free People Metallic Gold Leather Crocodile Embossed Chelsea Ankle Boot New But No Box. Size 38 Block Heel @1.5” Leather Upper, Lining And Sole With Elastic Side Gussets Welt Stitching more

$83.00

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Best Seller
Madewell Shoes | Madewell Brenner Tan Brown Suede Boots Us 8 Heel Ankle Zip Chelsea Booties | Color: Brown | Size: 8

Madewell Shoes | Madewell Brenner Tan Brown Suede Boots Us 8 Heel Ankle Zip Chelsea Booties | Color: Brown | Size: 8

Step Up Your Shoe Game With These Stylish Madewell Brenner Booties. Designed For Casual Occasions, The Brown Tan Suede Leather Is Accented With A Zipper And A Block Heel Style. The Ankle-High Chelsea Boots Come In A Solid Pattern With A Round Toe Shape... more

$30.00

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Free People Shoes | Free People Benson Chelsea Boot Black Western Ankle Heeled Snake Leather | Color: Black/Brown | Size: 8

Free People Shoes | Free People Benson Chelsea Boot Black Western Ankle Heeled Snake Leather | Color: Black/Brown | Size: 8

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

$100.00

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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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Free People Shoes | Free People Dark Horse Taupe Leather Ankle Chelsea Boots | Color: Black/Tan | Size: 7

Free People Shoes | Free People Dark Horse Taupe Leather Ankle Chelsea Boots | Color: Black/Tan | Size: 7

Excellent Used Condition Retails $198 Please See Pics For Wear more

$89.00

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Madewell Shoes | Brand New Madewell Chelsea Ankle Boots | Color: Brown | Size: 7.5

Madewell Shoes | Brand New Madewell Chelsea Ankle Boots | Color: Brown | Size: 7.5

Brand New Madewell Pull-On Ankle Chelsea Boots Never Worn. Brand New With Original Tag And Shoe Box. Classical Ankle Chelsea Boots In Size 7.5. Color Is Dark Cabernet. more

$64.00

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Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

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

$35.00

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Madewell Shoes | Madewell Joni Suede Chelsea Boot In Taupe Size 7.5 Western Ankle Bootie Cowboy | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Joni Suede Chelsea Boot In Taupe Size 7.5 Western Ankle Bootie Cowboy | Color: Brown/Tan | Size: 7.5

Euc Minimal Wear On The Shoes. Got Dust During Storage. Needs A Suede Brush To Clear Up. more

$55.00

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Gucci Shoes | Gucci Boots Mens Chelsea Kyra Ankle Black Leather Web Pull Lug Sole | Color: Black | Size: Various

Gucci Shoes | Gucci Boots Mens Chelsea Kyra Ankle Black Leather Web Pull Lug Sole | Color: Black | Size: Various

Designer: Gucci Condition: Authentic And Brand New Style Name / Number: 643619 Dtnb0 1063 Material: Leather Upper, Rubber Sole Unique Features: Black Leather Mens Chelsea Ankle Boots. Crafted From Leather, This Pair Features Elastic Side Panels, Pull... more

$599.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 Size: 8 Retail Price Is $198.00 Condition: Very Good...See Pictures For Full Details. Bin S.500.2922.Kd more

$65.00

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Free People Shoes | Free People Santa Fe Chelsea Ankle Boots | Color: Green | Size: 37

Free People Shoes | Free People Santa Fe Chelsea Ankle Boots | Color: Green | Size: 37

Free People Santa Fe Chelsea Ankle Boots New Without Tags Size 37 Color:Dust Storm more

$82.00

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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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Coach Shoes | Coach Lyden Leather Ankle Chelsea Boots In White Size 10 | Color: Cream/White | Size: 10

Coach Shoes | Coach Lyden Leather Ankle Chelsea Boots In White Size 10 | Color: Cream/White | Size: 10

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

$75.00

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Madewell Shoes | Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 | Color: Black/Brown | Size: 7.5

Madewell Shoes | Madewell Sonia Snakeskin Leather Chelsea Ankle Boot Size 7.5 | Color: Black/Brown | Size: 7.5

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

$40.00

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Anthropologie Shoes | Anthropologie Suede Chelsea Floral Embossed Ankle Boots 39 | Color: Brown | Size: 39

Anthropologie Shoes | Anthropologie Suede Chelsea Floral Embossed Ankle Boots 39 | Color: Brown | Size: 39

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

$45.00

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Gucci Shoes | Gucci Mens Boots Leon Ankle Chelsea Logo Back Black Leather Sz 9g 9.5 Us | Color: Black | Size: 9.5

Gucci Shoes | Gucci Mens Boots Leon Ankle Chelsea Logo Back Black Leather Sz 9g 9.5 Us | Color: Black | Size: 9.5

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

$699.00

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J. Crew Shoes | J.Crew Navy Pull On Chelsea Rain Royal Blue Boots Ankle Booties | Color: Blue | Size: 7

J. Crew Shoes | J.Crew Navy Pull On Chelsea Rain Royal Blue Boots Ankle Booties | Color: Blue | Size: 7

Chelsea Rain Royal Blue Boots Pull On Rubber Elastic Side Size: 7 more

$30.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Details: Nwob Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft more

$99.00

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Free People Shoes | Free People Atlas Chelsea Puffer Ankle Boots Black Size 8.5 38.5 New | Color: Black | Size: 8.5

Free People Shoes | Free People Atlas Chelsea Puffer Ankle Boots Black Size 8.5 38.5 New | Color: Black | Size: 8.5

Reposhing This Item I Purchased From @Jgsgmma. Loved It, Just Need A Half Size Smaller! more

$50.00

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Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Soft Light Tan Leather Booties Buckle Strap And Adjustable Closure 3” Sturdy Heel Little Leather Bows On The Back Heel With The Kate Spade Logo Super Cute And Versatile Good Condition, Some Light Water Marks See All Photos For Condition I Ship Quickly... more

$70.00

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J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Leather Chelsea Ankle Boots 6 1/2 Condition: Very Good Pre Owned Condition, Leather Is Still In Really Good Shape, Minor Wear On The Soles, Few Small Scuffs On Leather, As Showing In Pictures. Brown Leather With Black Elastic Panels On The... more

$30.00

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Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

Kate Spade Shoes | Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New | Color: Black/Gold | Size: 11

Kate Spade New York Edimburg Black Chelsea Ankle Rain Boot New Size 11 New Without Original Box Approx 1-1/2" Heel Round-Toe Pull-On Boots With Goring At Sides Gold-Tone Piping At Welt Back Heel Tab Upper And Outer Sole: Polyvinyl Chloride; Inner... more

$109.00

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Kate Spade Shoes | Kate Spade Ankle Chelsea Rainboot Size 7 | Color: Black | Size: 7

Kate Spade Shoes | Kate Spade Ankle Chelsea Rainboot Size 7 | Color: Black | Size: 7

Kate Spade Ankle Rain Boot In Size 7. Scuffs Shown In Picture! Otherwise In Great Condition more

$40.00

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Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie Say Hello To The Perfect, Most Versatile Boot. The Ankle Height Makes This Style Easily Transition From Day To Night. Wear Them With Your Favorite Skinny Jeans And Tee For A More... more

$90.00

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Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

Free People Shoes | Free People James Chelsea Black Boots Chunky Feels Ankle Booties 38.5 Us 8.5 | Color: Black/Cream | Size: 8.5

New With Box Size 38.5 / Us 8.5 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... more

$180.00

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Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

Eu Size 39 Excellent Condition Only Wore A Few Times Heel: 2.25 In Platform: 0.75 In more

$960.00

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Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach X Tabitha Simmons Velvet Black Chelsea Ankle Booties Velvet Upper Man-Made Leather Lining And Footbed Rubber Outsole Zip Closure Shaft: 4 1/2" Height, 9" Circumference 1" Heel This Special Collaboration Between Coach And Designer Tabitha Simmons... more

$149.00

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J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown | Color: Gray/Tan | Size: 8

J. Crew Shoes | J Crew Leather Sock Chelsea Platform Boots - Ankle Length Brown | Color: Gray/Tan | Size: 8

Never Worn Out Of The Home. Smoke And Pet Free Home. Amazing Condition more

$85.00

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Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more

$64.00

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Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Black Chelsea Boots Please See Photos These Boots Are Worn And Scuffed more

$18.00

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Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort.... more

$85.00

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Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Sz 39 Eu Sz 8.5 Us Great Condition, Very Light Signs Of Wear 3” Heel Made In Spain more

$85.00

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J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

Nwot Beige Suede Size 11 2” Heel more

$88.00

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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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Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | Size: 5

Coach Shoes | Coach Bowery Chelsea Ankle Boot In Burgundy | Color: Brown/Red | 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

$375.00

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Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots. Great Pre-Owned Condition more

$39.00

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Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters. Elastic Ankle And Gold Belts Details. Good Used Condition, See Photos For Condition. more

$15.00

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Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Excellent Used Condition Gucci Chelsea Boots With Horsebit And Chain Detail. Retailed For $1,150 Plus Tax. Includes Original Box And 2 Dust Bags Black Leather 1.5 Inch Heel Gold Horsebit Silver Chain Take A Look At All Pics For Signs Of Wear more

$829.00

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Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Note: Shoes Are Different Sizes, Left Shoe Is 37.5, Right Shoe Is 38.5 New Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Size 7.5 - 8.5 Featuring All-Over Stud Detailing And Brogued And Scalloped Trims For An Eye-Catching Look, The... more

$90.00

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