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Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 7 | Color: Brown/Tan | Size: 7

Pre-Owned, Good Gently Used Condition Some Marks Madewell Bryce Suede Boots Heeled Ankle Boots Chelsea Camel Brown Chestnut Tan Size 7 Genuine Suede 2.5" Heel Offers Always Welcome Bundle Items To Save! Sorry No Trades Or Holds more

$53.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... more

$134.00

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Best Seller
Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

In Good Shape Size 39 more

$60.00

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Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5

Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5

In Overall Great Condition. Smoke Free Home. Size: 5 Brown Croc Pull On Leather Casual Neutral Elastic Side Gore more

$75.00

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J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5

J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5

New Without Box Size 7.5 more

$90.00

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Madewell Shoes | Madewell Bonham Boots Chelsea Western Ankle Booties Black Everyday Classic | Color: Black | Size: 8

Madewell Shoes | Madewell Bonham Boots Chelsea Western Ankle Booties Black Everyday Classic | Color: Black | Size: 8

Reposhing This Item I Purchased From @Letizap67. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$95.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39.5 Us 9.5 New In Box | Color: Cream/White | Size: 9.5

Free People James Leather Chelsea Ankle Boots White Size 39.5 Equivalent To Us 9.5 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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Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot Suede Ankle Booties Western Oxford 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot Suede Ankle Booties Western Oxford 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Boot. Saddle Brown Suede Leather Ankle Booties. Rustic Footwear With Western Kick. Wingtip Oxford Detailing, Stretch Side Gussets, Back Pull Tab To Help With Slide On / Slip On Styling. Cushioned Insoles, Leather... more

$79.00

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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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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 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 | Madewell The Grayson Brogue Chelsea Ankle Boot Tan | Color: Tan | Size: 7.5

Madewell Shoes | Madewell The Grayson Brogue Chelsea Ankle Boot Tan | Color: Tan | Size: 7.5

Our Design Team Took Age-Old Western Boot Details, A Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforations And Cut Them Low On The Ankle To Make Your Legs Look Even Longer A Pull-On Style For In-Between Weather Extra Layer Of Padding To Make Them... more

$88.00

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Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

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

$199.00

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J. Crew Shoes | J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 | Color: Green | Size: 7

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

$32.00

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

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

$112.00

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Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more

$65.00

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Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

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

$110.00

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Madewell Shoes | Madewell Sonia Low Snakeskin Chelsea Ankle Boots Size 5.5 | Color: Black/Cream | Size: 5.5

Madewell Shoes | Madewell Sonia Low Snakeskin Chelsea Ankle Boots Size 5.5 | Color: Black/Cream | Size: 5.5

Madewell Sonia Low Snakeskin Chelsea Ankle Boots Size 5.5 - Snake Print - Leather Uppers And Lining Flaws: Small Scratch On Front Of Ankle (See Close Up Photo). Offers Welcome! Bundle Items In My Closet For The Best Deal! more

$25.00

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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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Madewell Shoes | Madewell Suede Chestnut Chelsea Ankle Boots Booties - 10 | Color: Orange/Tan | Size: 10

Madewell Shoes | Madewell Suede Chestnut Chelsea Ankle Boots Booties - 10 | Color: Orange/Tan | Size: 10

Chestnut Suede Chelsea Ankle Boots By Madewell. Timeless Yet A Little Jazzy And Funky. Super Comfy Even With My Flat Somewhat Wide Feet. Stain On Left Boot Near Outer Toe. Will Update With Photo If Suede Cleaner Takes It Out. They Look Great With A... more

$34.00

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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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Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Lovely Madewell "Ainsley" Leather Chelsea Boots! Pull On Style With A Low Heel And An Almond Toe. Gently Worn And In Excellent Condition, Size 7. more

$79.00

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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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Madewell Shoes | Madewell Lonny Ankle Boots Booties Black Leather Chelsea 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Lonny Ankle Boots Booties Black Leather Chelsea 9.5 | Color: Black | Size: 9.5

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

$60.00

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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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Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

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

$68.00

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Madewell Shoes | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Slip On Stacked Block Heel Chelsea Style Ankle Length Western Leather Upper And Lining Taupe Color Size: 8.5 Condition: Good, Has Some Scuffing more

$50.00

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Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

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

$75.00

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Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

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

$599.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

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

$90.00

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Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

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

$138.00

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Madewell Shoes | Madewell The Grayson Chelsea Ankle Boots Black Leather Pointed Toe Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell The Grayson Chelsea Ankle Boots Black Leather Pointed Toe Size 7 | Color: Black | Size: 7

Gently Used Condition. Some Scrapes. See Photos. more

$35.00

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Free People Shoes | Free People Huntley High Ankle Chelsea Boots In Bone | Color: Cream/White | Size: 8

Free People Shoes | Free People Huntley High Ankle Chelsea Boots In Bone | Color: Cream/White | Size: 8

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

$99.00

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Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

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

$62.00

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Free People Shoes | Free People Textile Atlas Ankle Chelsea Boots In Blue Kilim 40 | Color: Black/Blue | Size: 40eu

Free People Shoes | Free People Textile Atlas Ankle Chelsea Boots In Blue Kilim 40 | Color: Black/Blue | Size: 40eu

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

$100.00

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Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

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

$85.00

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Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

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

$55.00

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Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Booties Have Light Scuffs And Distressing But They’re High Quality/Beautifully Made And Have A Lot Of Life Left. more

$38.00

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