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    Madewell Shoes | Madewell Black Chelsea Shoes. Size 8 | Color: Black | Size: 8

    Madewell Shoes | Madewell Black Chelsea Shoes. Size 8 | Color: Black | Size: 8

    Madewell Black Chelsea Boots In Size 8. Only Worn A Handful Of Times And Still Come With Box. Like New Condition. more

    $75.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7.5

    Worn Twice. Like New! Comes With Box. True To Size. more

    $158.00

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    Best Seller
    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

    Size 6 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...Well, You Know. When You Select Your Size, "H" Equals A... more

    $90.00

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    Madewell Shoes | Madewell Black Chelsea Boots | Color: Black | Size: 8

    Madewell Shoes | Madewell Black Chelsea Boots | Color: Black | Size: 8

    Never Worn, Smoke Free Home more

    $100.00

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    Madewell Shoes | Madewell Black Chelsea Rain Boots, Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Black Chelsea Rain Boots, Size 7 | Color: Black | Size: 7

    Black Rain Boots, Chelsea Style, By Madewell. Size 7 (I’m A Street Size 7.5). Gently Used, A Bit Tight Around The Ankle For Me As Someone With Thick-Ish Calves. more

    $25.00

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    Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

    With A Rounded Toe And Stacked Mid-Height Heel That's Perfect For Walking Around In All Day, These Wear-Everywhere Chelsea Boots In Textural Snakeskin-Stamped Leather Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert:... more

    $75.00

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    Madewell Shoes | Madewell Black Chelsea Heeled Ankle Booties 8.5 | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Black Chelsea Heeled Ankle Booties 8.5 | Color: Black | Size: 8.5

    Madewell Black Heeled Chelsea Boots In Size 8.5. Used But In Good Condition. Very Comfortable Booties That Are Easy To Walk In With A Chunky Heel. more

    $50.00

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    Madewell Shoes | Madewell Heeled Chelsea Boots In Calf Hair - Size 7m | Color: Brown | Size: 7

    Madewell Shoes | Madewell Heeled Chelsea Boots In Calf Hair - Size 7m | Color: Brown | Size: 7

    Madewell Leopard Print Heel Chelsea Boots In Calf Hair. Just Like New, Worn Only Once! Color - Multi Truffle Chunky 2.5” Heel Size 7m more

    $60.00

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    Madewell Shoes | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 | Color: Gray/White | Size: 6

    Madewell Shoes | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 | Color: Gray/White | Size: 6

    Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 New In Box Pull On Low Ankle Boots With Dual Elastic Gore Inserts, Pointed Almond Toe And Stacked Block Heel. Leather Upper With A Neutral Tone Black, Brown, Tan, And Cream Embossed Textured... more

    $78.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair Animal Print | Color: Black/Brown | Size: 10

    Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair Animal Print | Color: Black/Brown | Size: 10

    Retails For $218. Incredibly Luxurious Spotted Calf Hair Chelsea Boots From Madewell - The Ainsley. Size 10. Leather Upper & Leather Lining. Perfect For Fall & Winter more

    $72.00

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    Madewell Shoes | Madewell - The Bradley Chelsea Lugsole Boot | Color: Black | Size: 9.5

    Madewell Shoes | Madewell - The Bradley Chelsea Lugsole Boot | Color: Black | Size: 9.5

    Madewell - The Bradley Chelsea Lugsole Boot 9h Medium In True Black. New In Box. more

    $90.00

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    Madewell Shoes | Madewell Serena Chelsea Ankle Boots Black Size 11 | Color: Black | Size: 11

    Madewell Shoes | Madewell Serena Chelsea Ankle Boots Black Size 11 | Color: Black | Size: 11

    The Madewell Serena Boots Are A Must-Have For Your Day-To-Night Look With An Ankle-Height Design And A Stacked Block Heel. The Pull-On Ankle Boots Are Crafted From A Smooth Leather Upper With Stretch Goring At The Sides. Rounded Square-Toe Front.... more

    $33.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

    Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... more

    $50.00

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    Madewell Shoes | Madewell Carina Chelsea Lugsole Boot | Color: White | Size: 7.5

    Madewell Shoes | Madewell Carina Chelsea Lugsole Boot | Color: White | Size: 7.5

    Worn Only Once Or Twice. Practically New. more

    $70.00

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    Madewell Shoes | Madewell Low Chelsea Boots In Snakeskin Embossed Leather Size 8 | Color: Black/Cream | Size: 8

    Madewell Shoes | Madewell Low Chelsea Boots In Snakeskin Embossed Leather Size 8 | Color: Black/Cream | Size: 8

    Reposhing This Item I Purchased From @Thehive3203. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

    $50.00

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    Madewell Shoes | Madewell Brown Chelsea Boots - Sz 7 | Color: Brown | Size: 7

    Madewell Shoes | Madewell Brown Chelsea Boots - Sz 7 | Color: Brown | Size: 7

    Worn In Madewell Chelsea Boots. Haven’t Worn In A Few Seasons, And Have A Few Scuffs. Still Relatively Good Condition. more

    $35.00

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    Madewell Shoes | Madewell Ainsley Chelsea Ankle Booties 9.5 | Color: Cream | Size: 9.5

    Madewell Shoes | Madewell Ainsley Chelsea Ankle Booties 9.5 | Color: Cream | Size: 9.5

    Madewell Ainsley Chelsea Suede Boots In Size 9.5. Small Smudge On The Outside Of The Right Boot (See Picture) Otherwise In Great Condition. more

    $41.00

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    Madewell Shoes | Madewell Low Chelsea Boots ~ Snake Embossed | Color: Black/Tan | Size: 8.5

    Madewell Shoes | Madewell Low Chelsea Boots ~ Snake Embossed | Color: Black/Tan | Size: 8.5

    Madewell Low Chelsea Boots ~ Snake Embossed Leather Size 8.5 New In Original Box (No Lid) An Almond Toe & Tapered, Stacked Heel Bring A Contemporary Look To A Boot That Serves As A Versatile Work To Weekend Look. Casual Chic Ankle Booties Perfect For... more

    $98.00

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    Madewell Shoes | Madewell Ivy Chelsea Leather Boots In True Black | Color: Black | Size: 9.5

    Madewell Shoes | Madewell Ivy Chelsea Leather Boots In True Black | Color: Black | Size: 9.5

    Madewell Ivy Chelsea Leather Boots Size 9.5 Brand New!! Never Worn! Nwot Will Ship Same Or Next Day! more

    $105.00

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    Madewell Shoes | Madewell Low Chelsea Boots In Black Leather | Color: Black | Size: 9

    Madewell Shoes | Madewell Low Chelsea Boots In Black Leather | Color: Black | Size: 9

    Come In Box. Have Some Wear (See Photos) But Leather Is In Great Condition! more

    $45.00

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    Madewell Shoes | Madewell Dani Chelsea Lugsole Boot | Color: Black | Size: 6

    Madewell Shoes | Madewell Dani Chelsea Lugsole Boot | Color: Black | Size: 6

    “A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

    $180.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot In Camel Leather | Color: Brown | Size: 10

    Madewell Shoes | Madewell Ainsley Chelsea Boot In Camel Leather | Color: Brown | Size: 10

    Euc Madewell Ainsley Chelsea Boot In Camel Size 10. Only Worn 3 Times. Small Mark On Front Of One Of The Shoes. Not Noticeable When On Since It Is So Small. Price Reflects This. Super Cute And Comfy! Open To Reasonable Offers more

    $55.00

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    Madewell Shoes | Madewell Heeled Chelsea Boots | Color: Black | Size: 9

    Madewell Shoes | Madewell Heeled Chelsea Boots | Color: Black | Size: 9

    Sz 9 Madewell Chelsea Boots. Genuine Leather. Classic Timeless Boots. more

    $45.00

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    Madewell Shoes | Madewell Helen Chelsea Boot New! | Color: Tan | Size: 9

    Madewell Shoes | Madewell Helen Chelsea Boot New! | Color: Tan | Size: 9

    These Brand New, Never Worn Madewell Boots Are Adorable! more

    $58.00

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    Madewell Shoes | Madewell Bryce Chelsea Boot | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Bryce Chelsea Boot | Color: Tan | Size: 7.5

    Madewell Bryce Chelsea Boot In Great Condition! Previously Owned No Flaws Or Damage. Size 7.5 Material Suede Style Chelsea Boot Flat Please Message Me For Any Questions. more

    $50.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng679 Sz 7 | Color: Brown/Red | Size: 7

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng679 Sz 7 | Color: Brown/Red | Size: 7

    Nwob Size 7 Color Dark Cabernet Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes It Easier To Take On And Off. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $89.00

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    Madewell Shoes | Madewell Marco Chelsea Boot Wooden Heel Black Leather Size 9 | Color: Black/Tan | Size: 9

    Madewell Shoes | Madewell Marco Chelsea Boot Wooden Heel Black Leather Size 9 | Color: Black/Tan | Size: 9

    Madewell Marco Chelsea Boot Wooden Heel Black Leather Part Clog, Part Chelsea, These Comty Pull-On Boots Are Cut At Just The Right Height To Look Cool With Cropped Jeans, Culottes And Skirts. Smooth Leather Upper And Insole. Heel 3.75" Style F5098... more

    $49.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 8.5

    Good Used Condition - See Photos. more

    $40.00

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    Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather 8 | Color: Black/Tan | Size: 8

    Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather 8 | Color: Black/Tan | Size: 8

    Madewell Low Chelsea Booties In Snake Print Leather. Worn Twice. I Bought These And The Black Ones At The Same Time And They Are Tight As My Right Foot Is A Bit Wider Than My Left. They Are Great Looking Boots And I Received So Many Compliments! Light... more

    $85.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boots | Color: Brown/Tan | Size: 9

    Madewell Shoes | Madewell Ainsley Chelsea Boots | Color: Brown/Tan | Size: 9

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

    $40.00

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    Madewell Shoes | Madewell Nadine Chelsea Booties Size 7.5 | Color: Brown/Cream | Size: 7.5

    Madewell Shoes | Madewell Nadine Chelsea Booties Size 7.5 | Color: Brown/Cream | Size: 7.5

    Madewell Nadine Chelsea Animal Print Booties Size 7.5 - Great Condition - Hair Calf Upper - Leather Lining - Please Look At The Last Picture As It Shows A Little Pilling On The Outside Of The Right Shoe. more

    $50.00

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    Madewell Shoes | Madewell Ryan Chelsea Boots Size 11 | Color: Black | Size: 11

    Madewell Shoes | Madewell Ryan Chelsea Boots Size 11 | Color: Black | Size: 11

    Size 11 Good Preowned With No Flaw Seen more

    $72.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

    Madewell Ainsley Chelsea Boot - Black Size 7.5 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...Well, You Know.... more

    $40.00

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    Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

    Product Details Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Brings-Rain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness... more

    $120.00

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    Madewell Shoes | Madewell Regan Chelsea Boot In English Saddle | Color: Brown/Tan | Size: 5.5

    Madewell Shoes | Madewell Regan Chelsea Boot In English Saddle | Color: Brown/Tan | Size: 5.5

    Good Condition, Only Worn A Couple Of Times Offers Welcome Bundle And Save 20% All Purchases Come With A Small Gift Items With A Blue Square In My Closet Are Bogo! Buy This Item And Get A Blue Square Item From My Closet For Free Create A Bundle With... more

    $47.00

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    Madewell Shoes | Madewell Bradley Chelsea Boots In Stable | Color: Black/Brown | Size: 8.5

    Madewell Shoes | Madewell Bradley Chelsea Boots In Stable | Color: Black/Brown | Size: 8.5

    Madewell Bradley Boots In Excellent Shape! Only Worn Once. Right Boot Ankle Is Slightly Stretched Out (This Is How They Arrived). Also A Small Scuff On The Right Boot. more

    $60.00

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    Madewell Shoes | Madewell Cleary Chelsea Boot In Leather, Sz 7, Nh206 | Color: Brown/Orange | Size: Various

    Madewell Shoes | Madewell Cleary Chelsea Boot In Leather, Sz 7, Nh206 | Color: Brown/Orange | Size: Various

    Nwob Color English Saddle Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness... more

    $118.00

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    Madewell Shoes | Madewell Ivy Chelsea Boot Brown Embossed Leather Croc | Color: Black/Brown | Size: 7

    Madewell Shoes | Madewell Ivy Chelsea Boot Brown Embossed Leather Croc | Color: Black/Brown | Size: 7

    These Were Only Worn Once! They’re In Excellent Condition. They’re A Classic Chelsea Boot With A Utilitarian Lug Sole With Black And Tan Layers. They Have The Mwl Cloudlift Lite Padding That Feels Like Walking On A Cloud! 5 1/4 Inch Shaft 3/4 Inch Heel more

    $110.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot- English Saddle 7.5 | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Ainsley Chelsea Boot- English Saddle 7.5 | Color: Brown | Size: 7.5

    Good Condition. Pet Free Smoke Free Home. more

    $35.00

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    Madewell Shoes | Madewell Regan Chelsea Boots, Size 10 | Color: Brown/Tan | Size: 10

    Madewell Shoes | Madewell Regan Chelsea Boots, Size 10 | Color: Brown/Tan | Size: 10

    Madewell Regan Boots. Chelsea Style In Cognac Color With Light Brown Elastic Panel. Heel Is About 2.5”. Only Worn Twice. Very Small Scuff On Left Heel. more

    $40.00

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