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    Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b | Color: Black | Size: 6.5

    Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b | Color: Black | Size: 6.5

    Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5b Euc 1.25” Heel more

    $46.00

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    Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

    Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

    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

    $40.00

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    Best Seller
    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 Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

    Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

    Questions? Leave A Comment Below! more

    $50.00

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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

    $44.00

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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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    Madewell Shoes | Madewell Sonia Low Chelsea Ankle Boot 6.5 Snakeskin Embossed Leather | Color: Black/Cream | Size: 6.5

    Madewell Shoes | Madewell Sonia Low Chelsea Ankle Boot 6.5 Snakeskin Embossed Leather | Color: Black/Cream | Size: 6.5

    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

    $18.00

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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

    $37.00

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    Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 6.5 M Dd377 143638 | Color: Brown | Size: 6.5

    Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 6.5 M Dd377 143638 | Color: Brown | Size: 6.5

    New! Tory Burch Medallion Chelsea Brown Ankle Boots Size 6.5 M Dd377 Msrp $450 New Without Box- Never Worn-Guaranteed Authenticity more

    $195.00

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    Madewell Shoes | Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 | Color: Black | Size: 8

    Madewell Shoes | Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 | Color: Black | Size: 8

    Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 Pre-Owned Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... more

    $38.00

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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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    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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    J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

    J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

    These Are Black Chelsea Ankle Boots That I Wore So Religiously That I Bought Two Pairs When They Were On Sale As Back Up. I Don’t Need Two Extra Pairs Tho So I’m Selling These Now. Have Hardly Been Worn But Were In Storage For A While And They Deserve... more

    $60.00

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    Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

    Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

    Free People Castillo Chelsea Boot - Size 38 Eu/ Us Women’s 8. Fits Size 8.5 Snug. Purchased From Free People Directly Years Ago And Held Onto Them Because They’re So Cute But Unfortunately A Little Too Small For Me. Made With Real Patent Leather And... more

    $40.00

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    Michael Kors Shoes | Michael Kors Light Tan Suede Leather Stacked Heel Chelsea Ankle Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Michael Kors Shoes | Michael Kors Light Tan Suede Leather Stacked Heel Chelsea Ankle Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Michael Kors Booties 3.5" Heels 5" Shaft These Do Have Some Significant Wear On The Heels, Still A Lot Of Life Left! Please See Photos. Women's Size 8.5 @Boyds_boutique A# more

    $36.00

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    Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5

    Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5

    Pre Owned In Excellent Like New Condition With No Scuffs Or Marks. Bottom Soles Show Very Light Wear All Offers Are Appreciated! more

    $100.00

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    Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

    Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

    Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots Beautiful Graphite Dark Truffle Gray Slip On Style With Side Gore Panels Feminine Scallop Details Sweet Back Heel Bow Round Toe Cushioned Insole Leather Sole 3” Block Heel Made In... more

    $70.00

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    Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

    Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

    In Good Condition, See Last Pictures For Some Slight Scratches (Not Visible While Wearing!) Textured Rubber Heel. Pull Tab In Back For An Easy On/Off. Padded Footbed. more

    $50.00

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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 Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

    Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

    Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... more

    $69.00

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    Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7

    Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7

    Worn A Handful Of Times, In Fabulous Condition, Perfect For Fall more

    $45.00

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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

    $83.00

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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

    $80.00

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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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    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

    Madewell Sonia Chelsea Boot Color: Brown Snakeskin Size 6 Style #M3463 Retail $188 New W/O Box 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... more

    $50.00

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    Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

    Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

    Free People James Black Leather Chelsea Heeled Ankle Boot Nwot Sz 41 Make Me An Offer! Special Discounts Available For Bundles Of 2 Items Or More! Questions? Leave A Comment Below! more

    $125.00

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    J. Crew Shoes | J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250 | Color: Black | Size: 9

    J. Crew Shoes | J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250 | Color: Black | Size: 9

    J.Crew Chelsea Boots Black Leather Ankle Heel Classic 9 $250. Excellent Condition Minimal Wear Size 9 Original Box Included Wardrobe Staple Style Similar To Saint Laurent Ysl Wyatt Boots more

    $165.00

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    Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot | Color: White | Size: 39- Fits Us 8

    Free People Shoes | Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boot | Color: White | Size: 39- Fits Us 8

    Free People James Chelsea Ice Leather Clear Lug Sole Ankle Boots Women's Size Eu 39/ Us 8m. New With Defects. Store Stock Display Pair. No Tags, No Original Box. Faint Light Gray Mark On Ankle Of One Boot. A Few Imperfections On Block Heel Surface... more

    $78.00

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    Madewell Shoes | Madewell Leather Ivy Chelsea Ankle Boots. Lug Sole. Light Chestnut Brown. Size 7 | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Leather Ivy Chelsea Ankle Boots. Lug Sole. Light Chestnut Brown. Size 7 | Color: Brown/Tan | Size: 7

    Gorgeous Madewell Chelsea Ankle Boots. A Beautiful Light Chestnut Color. Lug Soles For Fall, Winter And Spring Weather. Soft Pebbled Leather. Pull-On With Elastic.Size 7. Wore A Couple Of Times, So Leather Creased A Little. They Are Extremely... more

    $81.00

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    J. Crew Shoes | J Crew Rain Ankle Boots Short Lug Sole Chelsea Nutmeg Zara Madewell Loft Mk 8.0 | Color: Brown/Tan | Size: 8

    J. Crew Shoes | J Crew Rain Ankle Boots Short Lug Sole Chelsea Nutmeg Zara Madewell Loft Mk 8.0 | Color: Brown/Tan | Size: 8

    J Crew 8.0 Fits Tts Do Not Run Small Or Narrow Nutmeg Brown Tan Worn Once Excellent Condition Pet Free Vegan Home Extremely Comfortable With Padded Support Insole , Soft Waterproof Upper And Elastic Pull On Very Well Made I Own 3 Pair Of This Boot And... more

    $35.00

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    Free People Shoes | Free People Red Boho Textile Atlas Chelsea Boots | Size 8.5 | Ankle | Color: Red | Size: 8.5

    Free People Shoes | Free People Red Boho Textile Atlas Chelsea Boots | Size 8.5 | Ankle | Color: Red | Size: 8.5

    Free People Textile Atlas Chelsea Boot In Red Size 8.5 (Eu 39) Excellent Condition! I Ship Within 1 Day! Questions? Leave A Comment Below! more

    $43.00

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    Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

    Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan | Color: Brown/Tan | Size: 7.5

    Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan Size 37. Fit Close To A Larger Size 7.5 Has A Small Scuff Along Right Shoe On Front. Minimal, However Excellent Pre-Owned Condition Otherwise True To Size* Amp Up Your Style In Thie Arlo... more

    $63.00

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    Kate Spade Shoes | Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 | Color: Black | Size: 9.5

    Kate Spade Shoes | Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 | Color: Black | Size: 9.5

    Kate Spade Scalloped Garden Black Leather Ankle Chelsea Boot ~ Sz 9.5 Retail Price $325.00 + Tax Since The '60s, Chelsea Boots Have Been Worn By Leggy Fashion Icons And Supermodels Around London's Trendy Chelsea Neighborhood (Hence The Name). This Kate... more

    $160.00

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    Madewell Shoes | Madewell Chelsea Lugsole Ankle Boots In Leather, Size 5.5 | Color: Cream/Tan | Size: 5.5

    Madewell Shoes | Madewell Chelsea Lugsole Ankle Boots In Leather, Size 5.5 | Color: Cream/Tan | Size: 5.5

    Brand New, Never Worn. These Were Too Big For Me. I Usually Wear 5-5.5 Depending On Brand. I Wish They Fit Because They Are Super Cute And Great Quality. I Love The Color. Perfect For Light And Dark Outfits. Comment With Questions! more

    $80.00

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